NP-MRD: Showing NP-Card for alpha-Tocopherol (NP0000020)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Show more...Show more...Show more...Show more...

Record Information

Version

2.0

Created at

2006-03-08 13:03:03 UTC

Updated at

2025-02-11 15:47:17 UTC

NP-MRD ID

NP0000020

Natural Product DOI

https://doi.org/10.57994/2606

Secondary Accession Numbers

None

Natural Product Identification

Common Name

alpha-Tocopherol

Description

Alpha-Tocopherol is traditionally recognized as the most active form of vitamin E in humans and is a powerful biological antioxidant. The measurement of "vitamin E" activity in international units (IU) was based on fertility enhancement by the prevention of spontaneous abortions in pregnant rats relative to alpha-Tocopherol. Natural vitamin E exists in eight different forms or isomers: Four tocopherols and four tocotrienols. In foods, the most abundant sources of vitamin E are vegetable oils such as palm oil, sunflower, corn, soybean, and olive oil. Nuts, sunflower seeds, and wheat germ are also good sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

  Mrv1652309272007332D          

 31 32  0  0  0  0            999 V2000
 9966.5252 9973.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9969.3741 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9970.0880 9971.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9970.8017 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9971.5155 9971.8950    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9972.2289 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9972.9422 9971.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9973.6577 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9974.3710 9971.8950    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9975.0865 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9975.7999 9971.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9976.5132 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9977.2287 9971.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9977.9420 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9977.2287 9971.0715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9974.3710 9971.0715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9971.5155 9971.0715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9969.3741 9971.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9965.0978 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9965.0978 9970.6524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9966.5252 9969.8260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9967.9486 9972.3031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9967.9486 9970.6578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9968.6611 9971.0690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9968.6611 9971.8917    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9967.2367 9971.8918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9966.5243 9972.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9965.8118 9971.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9965.8118 9971.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9966.5242 9970.6578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9967.2367 9971.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 17  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 16  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 22 25  1  0  0  0  0
 25 18  1  1  0  0  0
 25  2  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 26  1  0  0  0  0
 28 19  1  0  0  0  0
 29 20  1  0  0  0  0
 30 21  1  0  0  0  0
  1 27  1  0  0  0  0
 22 26  1  0  0  0  0
 31 23  1  0  0  0  0
M  END

HMDB0001893
     RDKit          3D
alpha-Tocopherol
 81 82  0  0  0  0  0  0  0  0999 V2000
   -8.7329    0.8985   -1.7398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6262    0.5284   -0.8272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3796    1.1071   -0.8960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1379    2.1392   -1.9229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3303    0.7624   -0.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5779   -0.2013    0.9111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8180   -0.8185    1.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0130   -1.8470    2.0659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8133   -0.4374    0.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0730   -1.0533    0.2554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5207   -0.6099    1.8445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4041    0.3697    1.9271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9498    0.8209    0.5181 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9438    1.8972    0.7740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5497   -0.3829   -0.2248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0840   -0.3145   -1.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8776    0.3615   -2.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4604   -0.0782   -1.6030 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7678   -1.5196   -1.9771 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8481    0.2783   -0.2304 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2347   -0.1842    0.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3027    0.4043   -0.7193 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6855   -0.0534   -0.3317 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8463   -1.5465   -0.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1206    0.5324    0.9709 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5041    0.0902    1.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5281    0.4915    0.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8982    0.0314    0.8142 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8805   -1.4726    0.9506 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3309    0.7091    2.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0887    1.3842   -0.1564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5235    1.9141   -2.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7899    0.2007   -2.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6882    0.8731   -1.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6407    3.0902   -1.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0576    2.3472   -2.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5473    1.8509   -2.9110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6473   -2.6974    1.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3688   -1.3467    2.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0260   -2.3232    2.3324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2569   -1.7511    0.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1706   -1.6428    1.6176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9631   -0.6770    2.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5169   -0.1351    2.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6485    1.2322    2.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1028    1.5526    1.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6569    2.4799   -0.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4162    2.7046    1.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9480   -1.1107    0.4144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5366   -1.0023   -0.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1430   -1.3952   -2.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9771    0.1306   -2.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9048    1.4728   -1.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8749    0.2384   -3.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1942    0.4987   -2.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8044   -1.6004   -3.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7103   -1.8860   -1.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1247   -2.1165   -1.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1775   -0.2017    0.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8021    1.3648   -0.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4047    0.2264    1.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3230   -1.2819    0.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3168    1.5134   -0.6777 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1280    0.0362   -1.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3745    0.3701   -1.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6744   -1.9856    0.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1382   -1.9562   -1.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8578   -1.8712   -0.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3615    0.3291    1.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1536    1.6478    0.8326 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4764   -1.0118    1.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7332    0.5581    2.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5771    1.5968    0.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3415    0.0088   -0.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6127    0.3029    0.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5966   -1.7783    1.9680 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0934   -1.8583    0.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8956   -1.8396    0.6497 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0344    0.0975    2.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4149    0.8335    2.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8460    1.7107    2.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  1
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 13 31  1  0
  9  2  1  0
 31  5  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  4 36  1  0
  4 37  1  0
  8 38  1  0
  8 39  1  0
  8 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 14 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  0
 15 50  1  0
 16 51  1  0
 16 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  6
 19 56  1  0
 19 57  1  0
 19 58  1  0
 20 59  1  0
 20 60  1  0
 21 61  1  0
 21 62  1  0
 22 63  1  0
 22 64  1  0
 23 65  1  6
 24 66  1  0
 24 67  1  0
 24 68  1  0
 25 69  1  0
 25 70  1  0
 26 71  1  0
 26 72  1  0
 27 73  1  0
 27 74  1  0
 28 75  1  0
 29 76  1  0
 29 77  1  0
 29 78  1  0
 30 79  1  0
 30 80  1  0
 30 81  1  0
M  END

  Mrv1652309272007332D          

 31 32  0  0  0  0            999 V2000
 9966.5252 9973.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9969.3741 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9970.0880 9971.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9970.8017 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9971.5155 9971.8950    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9972.2289 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9972.9422 9971.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9973.6577 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9974.3710 9971.8950    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9975.0865 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9975.7999 9971.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9976.5132 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9977.2287 9971.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9977.9420 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9977.2287 9971.0715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9974.3710 9971.0715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9971.5155 9971.0715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9969.3741 9971.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9965.0978 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9965.0978 9970.6524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9966.5252 9969.8260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9967.9486 9972.3031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9967.9486 9970.6578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9968.6611 9971.0690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9968.6611 9971.8917    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9967.2367 9971.8918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9966.5243 9972.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9965.8118 9971.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9965.8118 9971.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9966.5242 9970.6578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9967.2367 9971.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 17  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 16  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 22 25  1  0  0  0  0
 25 18  1  1  0  0  0
 25  2  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 26  1  0  0  0  0
 28 19  1  0  0  0  0
 29 20  1  0  0  0  0
 30 21  1  0  0  0  0
  1 27  1  0  0  0  0
 22 26  1  0  0  0  0
 31 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000020

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCC2=C(C)C(O)=C(C)C(C)=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C29H50O2/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(30)23(5)24(6)28(26)31-29/h20-22,30H,9-19H2,1-8H3/t21-,22-,29-/m1/s1

> <INCHI_KEY>
GVJHHUAWPYXKBD-IEOSBIPESA-N

> <FORMULA>
C29H50O2

> <MOLECULAR_WEIGHT>
430.7061

> <EXACT_MASS>
430.381080844

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
55.288890556705496

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol

> <ALOGPS_LOGP>
8.84

> <JCHEM_LOGP>
10.507717260000002

> <ALOGPS_LOGS>
-7.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.802178125613777

> <JCHEM_PKA_STRONGEST_BASIC>
-4.852614901775799

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
135.37409999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.04e-06 g/l

> <JCHEM_TRADITIONAL_IUPAC>
VitaE

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001893
     RDKit          3D
alpha-Tocopherol
 81 82  0  0  0  0  0  0  0  0999 V2000
   -8.7329    0.8985   -1.7398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6262    0.5284   -0.8272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3796    1.1071   -0.8960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1379    2.1392   -1.9229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3303    0.7624   -0.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5779   -0.2013    0.9111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8180   -0.8185    1.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0130   -1.8470    2.0659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8133   -0.4374    0.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0730   -1.0533    0.2554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5207   -0.6099    1.8445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4041    0.3697    1.9271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9498    0.8209    0.5181 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9438    1.8972    0.7740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5497   -0.3829   -0.2248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0840   -0.3145   -1.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8776    0.3615   -2.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4604   -0.0782   -1.6030 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7678   -1.5196   -1.9771 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8481    0.2783   -0.2304 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2347   -0.1842    0.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3027    0.4043   -0.7193 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6855   -0.0534   -0.3317 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8463   -1.5465   -0.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1206    0.5324    0.9709 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5041    0.0902    1.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5281    0.4915    0.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8982    0.0314    0.8142 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8805   -1.4726    0.9506 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3309    0.7091    2.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0887    1.3842   -0.1564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5235    1.9141   -2.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7899    0.2007   -2.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6882    0.8731   -1.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6407    3.0902   -1.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0576    2.3472   -2.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5473    1.8509   -2.9110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6473   -2.6974    1.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3688   -1.3467    2.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0260   -2.3232    2.3324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2569   -1.7511    0.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1706   -1.6428    1.6176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9631   -0.6770    2.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5169   -0.1351    2.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6485    1.2322    2.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1028    1.5526    1.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6569    2.4799   -0.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4162    2.7046    1.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9480   -1.1107    0.4144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5366   -1.0023   -0.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1430   -1.3952   -2.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9771    0.1306   -2.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9048    1.4728   -1.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8749    0.2384   -3.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1942    0.4987   -2.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8044   -1.6004   -3.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7103   -1.8860   -1.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1247   -2.1165   -1.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1775   -0.2017    0.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8021    1.3648   -0.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4047    0.2264    1.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3230   -1.2819    0.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3168    1.5134   -0.6777 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1280    0.0362   -1.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3745    0.3701   -1.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6744   -1.9856    0.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1382   -1.9562   -1.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8578   -1.8712   -0.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3615    0.3291    1.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1536    1.6478    0.8326 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4764   -1.0118    1.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7332    0.5581    2.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5771    1.5968    0.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3415    0.0088   -0.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6127    0.3029    0.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5966   -1.7783    1.9680 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0934   -1.8583    0.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8956   -1.8396    0.6497 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0344    0.0975    2.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4149    0.8335    2.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8460    1.7107    2.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  1
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 13 31  1  0
  9  2  1  0
 31  5  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  4 36  1  0
  4 37  1  0
  8 38  1  0
  8 39  1  0
  8 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 14 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  0
 15 50  1  0
 16 51  1  0
 16 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  6
 19 56  1  0
 19 57  1  0
 19 58  1  0
 20 59  1  0
 20 60  1  0
 21 61  1  0
 21 62  1  0
 22 63  1  0
 22 64  1  0
 23 65  1  6
 24 66  1  0
 24 67  1  0
 24 68  1  0
 25 69  1  0
 25 70  1  0
 26 71  1  0
 26 72  1  0
 27 73  1  0
 27 74  1  0
 28 75  1  0
 29 76  1  0
 29 77  1  0
 29 78  1  0
 30 79  1  0
 30 80  1  0
 30 81  1  0
M  END

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8604.1808616.517   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8609.4988614.978   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8610.8318614.204   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8612.1638614.978   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8613.4968614.204   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8614.8278614.978   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8616.1598614.204   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8617.4948614.978   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8618.8268614.204   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8620.1618614.978   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8621.4938614.204   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8622.8258614.978   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8624.1608614.204   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8625.4928614.978   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8624.1608612.667   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8618.8268612.667   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8613.4968612.667   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8609.4988613.438   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8601.5168614.978   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0    8601.5168611.884   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0    8604.1808610.342   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0    8606.8378614.966   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0    8606.8378611.894   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8608.1678612.662   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8608.1678614.198   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8605.5098614.198   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8604.1798614.966   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8602.8498614.198   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8602.8498612.662   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8604.1788611.894   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0    8605.5098612.662   0.000  0.00  0.00           C+0
CONECT    1   27                                                            
CONECT    2    3   25                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   17                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   16                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    9                                                            
CONECT   17    5                                                            
CONECT   18   25                                                            
CONECT   19   28                                                            
CONECT   20   29                                                            
CONECT   21   30                                                            
CONECT   22   25   26                                                       
CONECT   23   24   31                                                       
CONECT   24   23   25                                                       
CONECT   25   24   22   18    2                                             
CONECT   26   27   31   22                                                  
CONECT   27   26   28    1                                                  
CONECT   28   27   29   19                                                  
CONECT   29   28   30   20                                                  
CONECT   30   29   31   21                                                  
CONECT   31   30   26   23                                                  
MASTER        0    0    0    0    0    0    0    0   31    0   64    0
END

COMPND    HMDB0001893
HETATM    1  C1  UNL     1      -8.733   0.899  -1.740  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.626   0.528  -0.827  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.380   1.107  -0.896  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.138   2.139  -1.923  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.330   0.762  -0.038  1.00  0.00           C  
HETATM    6  C6  UNL     1      -5.578  -0.201   0.911  1.00  0.00           C  
HETATM    7  C7  UNL     1      -6.818  -0.819   1.025  1.00  0.00           C  
HETATM    8  C8  UNL     1      -7.013  -1.847   2.066  1.00  0.00           C  
HETATM    9  C9  UNL     1      -7.813  -0.437   0.151  1.00  0.00           C  
HETATM   10  O1  UNL     1      -9.073  -1.053   0.255  1.00  0.00           O  
HETATM   11  C10 UNL     1      -4.521  -0.610   1.845  1.00  0.00           C  
HETATM   12  C11 UNL     1      -3.404   0.370   1.927  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.950   0.821   0.518  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.944   1.897   0.774  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.550  -0.383  -0.225  1.00  0.00           C  
HETATM   16  C15 UNL     1      -2.084  -0.315  -1.610  1.00  0.00           C  
HETATM   17  C16 UNL     1      -0.878   0.362  -2.056  1.00  0.00           C  
HETATM   18  C17 UNL     1       0.460  -0.078  -1.603  1.00  0.00           C  
HETATM   19  C18 UNL     1       0.768  -1.520  -1.977  1.00  0.00           C  
HETATM   20  C19 UNL     1       0.848   0.278  -0.230  1.00  0.00           C  
HETATM   21  C20 UNL     1       2.235  -0.184   0.169  1.00  0.00           C  
HETATM   22  C21 UNL     1       3.303   0.404  -0.719  1.00  0.00           C  
HETATM   23  C22 UNL     1       4.686  -0.053  -0.332  1.00  0.00           C  
HETATM   24  C23 UNL     1       4.846  -1.547  -0.410  1.00  0.00           C  
HETATM   25  C24 UNL     1       5.121   0.532   0.971  1.00  0.00           C  
HETATM   26  C25 UNL     1       6.504   0.090   1.381  1.00  0.00           C  
HETATM   27  C26 UNL     1       7.528   0.492   0.370  1.00  0.00           C  
HETATM   28  C27 UNL     1       8.898   0.031   0.814  1.00  0.00           C  
HETATM   29  C28 UNL     1       8.880  -1.473   0.951  1.00  0.00           C  
HETATM   30  C29 UNL     1       9.331   0.709   2.094  1.00  0.00           C  
HETATM   31  O2  UNL     1      -4.089   1.384  -0.156  1.00  0.00           O  
HETATM   32  H1  UNL     1      -8.523   1.914  -2.133  1.00  0.00           H  
HETATM   33  H2  UNL     1      -8.790   0.201  -2.604  1.00  0.00           H  
HETATM   34  H3  UNL     1      -9.688   0.873  -1.179  1.00  0.00           H  
HETATM   35  H4  UNL     1      -6.641   3.090  -1.619  1.00  0.00           H  
HETATM   36  H5  UNL     1      -5.058   2.347  -2.022  1.00  0.00           H  
HETATM   37  H6  UNL     1      -6.547   1.851  -2.911  1.00  0.00           H  
HETATM   38  H7  UNL     1      -7.647  -2.697   1.742  1.00  0.00           H  
HETATM   39  H8  UNL     1      -7.369  -1.347   2.980  1.00  0.00           H  
HETATM   40  H9  UNL     1      -6.026  -2.323   2.332  1.00  0.00           H  
HETATM   41  H10 UNL     1      -9.257  -1.751   0.942  1.00  0.00           H  
HETATM   42  H11 UNL     1      -4.171  -1.643   1.618  1.00  0.00           H  
HETATM   43  H12 UNL     1      -4.963  -0.677   2.872  1.00  0.00           H  
HETATM   44  H13 UNL     1      -2.517  -0.135   2.364  1.00  0.00           H  
HETATM   45  H14 UNL     1      -3.648   1.232   2.547  1.00  0.00           H  
HETATM   46  H15 UNL     1      -1.103   1.553   1.420  1.00  0.00           H  
HETATM   47  H16 UNL     1      -1.657   2.480  -0.101  1.00  0.00           H  
HETATM   48  H17 UNL     1      -2.416   2.705   1.455  1.00  0.00           H  
HETATM   49  H18 UNL     1      -1.948  -1.111   0.414  1.00  0.00           H  
HETATM   50  H19 UNL     1      -3.537  -1.002  -0.291  1.00  0.00           H  
HETATM   51  H20 UNL     1      -2.143  -1.395  -2.002  1.00  0.00           H  
HETATM   52  H21 UNL     1      -2.977   0.131  -2.199  1.00  0.00           H  
HETATM   53  H22 UNL     1      -0.905   1.473  -1.987  1.00  0.00           H  
HETATM   54  H23 UNL     1      -0.875   0.238  -3.217  1.00  0.00           H  
HETATM   55  H24 UNL     1       1.194   0.499  -2.274  1.00  0.00           H  
HETATM   56  H25 UNL     1       0.804  -1.600  -3.104  1.00  0.00           H  
HETATM   57  H26 UNL     1       1.710  -1.886  -1.581  1.00  0.00           H  
HETATM   58  H27 UNL     1      -0.125  -2.117  -1.690  1.00  0.00           H  
HETATM   59  H28 UNL     1       0.178  -0.202   0.541  1.00  0.00           H  
HETATM   60  H29 UNL     1       0.802   1.365  -0.025  1.00  0.00           H  
HETATM   61  H30 UNL     1       2.405   0.226   1.188  1.00  0.00           H  
HETATM   62  H31 UNL     1       2.323  -1.282   0.257  1.00  0.00           H  
HETATM   63  H32 UNL     1       3.317   1.513  -0.678  1.00  0.00           H  
HETATM   64  H33 UNL     1       3.128   0.036  -1.759  1.00  0.00           H  
HETATM   65  H34 UNL     1       5.374   0.370  -1.122  1.00  0.00           H  
HETATM   66  H35 UNL     1       4.674  -1.986   0.599  1.00  0.00           H  
HETATM   67  H36 UNL     1       4.138  -1.956  -1.156  1.00  0.00           H  
HETATM   68  H37 UNL     1       5.858  -1.871  -0.728  1.00  0.00           H  
HETATM   69  H38 UNL     1       4.361   0.329   1.732  1.00  0.00           H  
HETATM   70  H39 UNL     1       5.154   1.648   0.833  1.00  0.00           H  
HETATM   71  H40 UNL     1       6.476  -1.012   1.488  1.00  0.00           H  
HETATM   72  H41 UNL     1       6.733   0.558   2.351  1.00  0.00           H  
HETATM   73  H42 UNL     1       7.577   1.597   0.289  1.00  0.00           H  
HETATM   74  H43 UNL     1       7.342   0.009  -0.614  1.00  0.00           H  
HETATM   75  H44 UNL     1       9.613   0.303   0.010  1.00  0.00           H  
HETATM   76  H45 UNL     1       8.597  -1.778   1.968  1.00  0.00           H  
HETATM   77  H46 UNL     1       8.093  -1.858   0.262  1.00  0.00           H  
HETATM   78  H47 UNL     1       9.896  -1.840   0.650  1.00  0.00           H  
HETATM   79  H48 UNL     1       9.034   0.098   2.965  1.00  0.00           H  
HETATM   80  H49 UNL     1      10.415   0.833   2.102  1.00  0.00           H  
HETATM   81  H50 UNL     1       8.846   1.711   2.101  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    3    9
CONECT    3    4    5
CONECT    4   35   36   37
CONECT    5    6    6   31
CONECT    6    7   11
CONECT    7    8    9    9
CONECT    8   38   39   40
CONECT    9   10
CONECT   10   41
CONECT   11   12   42   43
CONECT   12   13   44   45
CONECT   13   14   15   31
CONECT   14   46   47   48
CONECT   15   16   49   50
CONECT   16   17   51   52
CONECT   17   18   53   54
CONECT   18   19   20   55
CONECT   19   56   57   58
CONECT   20   21   59   60
CONECT   21   22   61   62
CONECT   22   23   63   64
CONECT   23   24   25   65
CONECT   24   66   67   68
CONECT   25   26   69   70
CONECT   26   27   71   72
CONECT   27   28   73   74
CONECT   28   29   30   75
CONECT   29   76   77   78
CONECT   30   79   80   81
END

HMDB0001893
     RDKit          3D
alpha-Tocopherol
 81 82  0  0  0  0  0  0  0  0999 V2000
   -8.7329    0.8985   -1.7398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6262    0.5284   -0.8272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3796    1.1071   -0.8960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1379    2.1392   -1.9229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3303    0.7624   -0.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5779   -0.2013    0.9111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8180   -0.8185    1.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0130   -1.8470    2.0659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8133   -0.4374    0.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0730   -1.0533    0.2554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5207   -0.6099    1.8445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4041    0.3697    1.9271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9498    0.8209    0.5181 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9438    1.8972    0.7740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5497   -0.3829   -0.2248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0840   -0.3145   -1.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8776    0.3615   -2.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4604   -0.0782   -1.6030 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7678   -1.5196   -1.9771 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8481    0.2783   -0.2304 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2347   -0.1842    0.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3027    0.4043   -0.7193 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6855   -0.0534   -0.3317 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8463   -1.5465   -0.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1206    0.5324    0.9709 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5041    0.0902    1.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5281    0.4915    0.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8982    0.0314    0.8142 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8805   -1.4726    0.9506 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3309    0.7091    2.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0887    1.3842   -0.1564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5235    1.9141   -2.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7899    0.2007   -2.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6882    0.8731   -1.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6407    3.0902   -1.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0576    2.3472   -2.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5473    1.8509   -2.9110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6473   -2.6974    1.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3688   -1.3467    2.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0260   -2.3232    2.3324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2569   -1.7511    0.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1706   -1.6428    1.6176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9631   -0.6770    2.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5169   -0.1351    2.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6485    1.2322    2.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1028    1.5526    1.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6569    2.4799   -0.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4162    2.7046    1.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9480   -1.1107    0.4144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5366   -1.0023   -0.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1430   -1.3952   -2.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9771    0.1306   -2.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9048    1.4728   -1.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8749    0.2384   -3.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1942    0.4987   -2.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8044   -1.6004   -3.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7103   -1.8860   -1.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1247   -2.1165   -1.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1775   -0.2017    0.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8021    1.3648   -0.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4047    0.2264    1.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3230   -1.2819    0.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3168    1.5134   -0.6777 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1280    0.0362   -1.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3745    0.3701   -1.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6744   -1.9856    0.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1382   -1.9562   -1.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8578   -1.8712   -0.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3615    0.3291    1.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1536    1.6478    0.8326 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4764   -1.0118    1.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7332    0.5581    2.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5771    1.5968    0.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3415    0.0088   -0.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6127    0.3029    0.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5966   -1.7783    1.9680 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0934   -1.8583    0.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8956   -1.8396    0.6497 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0344    0.0975    2.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4149    0.8335    2.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8460    1.7107    2.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  1
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 13 31  1  0
  9  2  1  0
 31  5  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  4 36  1  0
  4 37  1  0
  8 38  1  0
  8 39  1  0
  8 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 14 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  0
 15 50  1  0
 16 51  1  0
 16 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  6
 19 56  1  0
 19 57  1  0
 19 58  1  0
 20 59  1  0
 20 60  1  0
 21 61  1  0
 21 62  1  0
 22 63  1  0
 22 64  1  0
 23 65  1  6
 24 66  1  0
 24 67  1  0
 24 68  1  0
 25 69  1  0
 25 70  1  0
 26 71  1  0
 26 72  1  0
 27 73  1  0
 27 74  1  0
 28 75  1  0
 29 76  1  0
 29 77  1  0
 29 78  1  0
 30 79  1  0
 30 80  1  0
 30 81  1  0
M  END

View in JSmol

Synonyms

Value	Source
(+)-alpha-Tocopherol	ChEBI
(2R)-2,5,7,8-Tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol	ChEBI
(2R,4'r,8'r)-alpha-Tocopherol	ChEBI
(all-R)-alpha-Tocopherol	ChEBI
5,7,8-Trimethyltocol	ChEBI
D-alpha-Tocopherol	ChEBI
RRR-alpha-Tocopherol	ChEBI
Vitamin e	ChEBI
(+)-a-Tocopherol	Generator
(+)-Α-tocopherol	Generator
(2R,4'r,8'r)-a-Tocopherol	Generator
(2R,4'r,8'r)-Α-tocopherol	Generator
(all-R)-a-Tocopherol	Generator
(all-R)-Α-tocopherol	Generator
D-a-Tocopherol	Generator
D-Α-tocopherol	Generator
RRR-a-Tocopherol	Generator
RRR-Α-tocopherol	Generator
a-Tocopherol	Generator
Α-tocopherol	Generator
(R,R,R)-alpha-Tocopherol	HMDB
(R,R,R)-a-Tocopherol	HMDB
(R,R,R)-Α-tocopherol	HMDB
(2R)-3,4-Dihydro-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-ol	HMDB
a-D-Tocopherol	HMDB
alpha-delta-Tocopherol	HMDB
delta-alpha-Tocopherol	HMDB
Denamone	HMDB
Eprolin	HMDB
Phytogermin	HMDB
Phytogermine	HMDB
RRR-alpha-Tocopheryl	HMDB
Vitamin ea	HMDB
(+)-2R,4'r,8'r-alpha-Tocopherol	HMDB
(+)-2R,4'r,8'r-Α-tocopherol	HMDB
(+)-2R,4’R,8’r-α-tocopherol	HMDB
(2R,4’R,8’r)-α-tocopherol	HMDB
3,4-Dihydro-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-(2R)-2H-1-benzopyran-6-ol	HMDB
alpha-D-Tocopherol	HMDB
alpha-Vitamin e	HMDB
Α-D-tocopherol	HMDB
Α-vitamin e	HMDB
Almefrol	HMDB
Emipherol	HMDB
Etamican	HMDB
Evitaminum	HMDB
Profecundin	HMDB
Vitamin ealpha	HMDB
Vitamin eα	HMDB
alpha-Tocopherol	ChEBI

Chemical Formula

C₂₉H₅₀O₂

Average Mass

430.7061 Da

Monoisotopic Mass

430.38108 Da

IUPAC Name

(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol

Traditional Name

VitaE

CAS Registry Number

59-02-9

SMILES

CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCC2=C(C)C(O)=C(C)C(C)=C2O1

InChI Identifier

InChI=1S/C29H50O2/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(30)23(5)24(6)28(26)31-29/h20-22,30H,9-19H2,1-8H3/t21-,22-,29-/m1/s1

InChI Key

GVJHHUAWPYXKBD-IEOSBIPESA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	bgnzk@missouri.edu	Sumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-05-16	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	bgnzk@missouri.edu	Sumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-05-16	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	bgnzk@missouri.edu	Sumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-05-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, CDCl3, experimental)	bgnzk@missouri.edu	Sumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-05-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl3, experimental)	bgnzk@missouri.edu	Sumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-05-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600.133705802, CDCl₃, simulated)	bgnzk@missouri.edu	Sumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-05-16	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Abelmoschus esculentus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Abramis brama	FooDB	DTU Food
Acca sellowiana	LOTUS Database	35616633
Acipenser	FooDB	USDA
Acipenseridae	FooDB	DTU Food
Actinidia chinensis	FooDB	DTU Food
Aesculus hippocastanum Hort.	KNApSAcK Database	22123792
Agaricus bisporus	FooDB	DTU Food
Agave	FooDB	USDA
Ajuga reptans	LOTUS Database	35616633
Alibertia sessilis	LOTUS Database	35616633
Allium ampeloprasum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Allium ascalonicum	FooDB	USDA
Allium cepa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Allium cepa L.	FooDB	DTU Food
Allium fistulosum	FooDB	USDA
Allium sativum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Allium schoenoprasum	FooDB	DTU Food
Allium tuberosum	FooDB	USDA
Alosa sapidissima	FooDB	USDA
Amaranthus	FooDB	USDA
Amaranthus hypochondriacus	LOTUS Database	35616633
Amaranthus hypochondriacus L.	KNApSAcK Database	22123792
Anacardium occidentale	FooDB	DTU Food
Ananas comosus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Anarhichas lupus	FooDB	DTU Food
Anatidae	FooDB	DTU Food
Anethum graveolens	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Angelica sinensis	LOTUS Database	35616633
Anguilla	FooDB	USDA
Anguilliformes	FooDB	DTU Food
Annona cherimola	FooDB	DTU Food
Annona muricata	FooDB	USDA
Anthriscus cerefolium	FooDB	DTU Food
Antidesma pentandrum	LOTUS Database	35616633
Apium graveolens	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Apium graveolens var. dulce	FooDB	USDA
Apium graveolens var. rapaceum	FooDB	DTU Food
Apium graveolens var. secalinum	FooDB	DTU Food
Arabidopsis thaliana	KNApSAcK Database	22123792
Arachis hypogaea	KNApSAcK Database	22123792
Arbutus unedo	LOTUS Database	35616633
Arctium lappa	FooDB	USDA
Argemone mexicana	LOTUS Database	35616633
Armoracia rusticana	FooDB	DTU Food
Artocarpus altilis	FooDB	USDA
Artocarpus heterophyllus	FooDB	USDA
Asparagus officinalis	FooDB	DTU Food
Astacidea	FooDB	DTU Food
Avena sativa L.	KNApSAcK Database	22123792
Averrhoa carambola	FooDB	DTU Food
Belone belone	FooDB	DTU Food
Bertholletia excelsa	FooDB	DTU Food
Beta vulgaris	FooDB	USDA
Beta vulgaris ssp. cicla	FooDB	DTU Food
Betula platyphylla	LOTUS Database	35616633
Bidens pilosa	LOTUS Database	35616633
Bison bison	FooDB	USDA
Bixa orellana L.	KNApSAcK Database	22123792
Bos taurus	FooDB	DTU Food
Botryococcus braunii	KNApSAcK Database	22123792
Brachyura	FooDB	DTU Food
Brassica alboglabra	FooDB	USDA
Brassica juncea	FooDB	USDA
Brassica napus	FooDB	DTU Food
Brassica napus var. napus	FooDB	DTU Food
Brassica oleracea	FooDB	DTU Food
Brassica oleracea var. botrytis	FooDB	DTU Food
Brassica oleracea var. capitata	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Brassica oleracea var. gemmifera	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Brassica oleracea var. gongylodes	FooDB	DTU Food
Brassica oleracea var. italica	KNApSAcK Database	22123792
Brassica oleracea var. sabauda	FooDB	DTU Food
Brassica rapa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Brassica rapa ssp. chinensis	FooDB	DTU Food
Brassica rapa var. rapa	FooDB	DTU Food
Buccinidae	FooDB	USDA
Byrsonima crassifolia	FooDB	USDA
Calendula officinalis	LOTUS Database	35616633
Calophyllum inophyllum L.	KNApSAcK Database	22123792
Campanula medium	LOTUS Database	35616633
Cantharellus cibarius	FooDB	DTU Food
Capparis spinosa	FooDB	USDA
Capra aegagrus hircus	FooDB	USDA
Capsicum annuum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Carica papaya L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Caridea	FooDB	DTU Food
Carthamus tinctorius	KNApSAcK Database	22123792
Carum carvi	FooDB	KNAPSACK
Carum carvi L.	KNApSAcK Database	22123792
Carya illinoinensis	FooDB	DTU Food
Caryodendron orinocense	LOTUS Database	35616633
Castanea	FooDB	DTU Food
Ceratonia siliqua	FooDB	USDA
Cervidae	FooDB	USDA
Cervus canadensis	FooDB	USDA
Chamaemelum nobile	FooDB	USDA
Chenopodium quinoa	FooDB	USDA
Chlamydomonas reinhardtii	LOTUS Database	35616633
Chondrus crispus	FooDB	USDA
Cicer arietinum	FooDB	DTU Food
Cichlidae	FooDB	USDA
Cichorium endivia	FooDB	DTU Food
Cichorium intybus	FooDB	DTU Food
Cinnamomum	FooDB	DTU Food
Cirsium	FooDB	DTU Food
Citrullus lanatus	FooDB	DTU Food
Citrus ×limon (L.) Burm. f. (pro sp.)	FooDB	DTU Food
Citrus aurantiifolia	FooDB	DTU Food
Citrus latifolia	FooDB	USDA
Citrus limon	FooDB	DTU Food
Citrus paradisi	FooDB	DTU Food
Citrus reticulata	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Citrus X sinensis (L.) Osbeck (pro. sp.)	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Clupea harengus harengus	FooDB	USDA
Clupeinae	FooDB	DTU Food
Cocos nucifera	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cocos nucifera L.	KNApSAcK Database	22123792
Coffea arabica L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Coffea canephora	FooDB	DTU Food
Colocasia esculenta	FooDB	USDA
Columbidae	FooDB	DTU Food
Coregonus	FooDB	DTU Food
Coriandrum sativum L.	KNApSAcK Database	22123792
Corylus	FooDB	DTU Food
Corylus avellana	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Corymbia citriodora	LOTUS Database	35616633
Crassostrea gigas	FooDB	USDA
Crassostrea virginica	FooDB	USDA
Crataegus monogyna	LOTUS Database	35616633
Cucumis melo	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cucumis sativus L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cucurbita	FooDB	DTU Food
Cucurbita maxima	FooDB	DTU Food
Cucurbita moschata	FooDB	USDA
Cuminum cyminum	FooDB	USDA
Cupania latifolia	LOTUS Database	35616633
Curcuma longa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cyathea lepifera	LOTUS Database	35616633
Cyclopteridae	FooDB	DTU Food
Cydonia oblonga	FooDB	DTU Food
Cynara scolymus	FooDB	DTU Food
Cyprinus carpio	FooDB	USDA
Daphne gnidium	LOTUS Database	35616633
Daucus carota	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Daucus carota ssp. sativus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Delphinium ajacis L.	KNApSAcK Database	22123792
Dictyota dichotoma	LOTUS Database	35616633
Dioscorea	FooDB	DTU Food
Dioscorea alata	LOTUS Database	35616633
Dioscorea pentaphylla	FooDB	USDA
Diospyros	FooDB	DTU Food
Diospyros kaki	FooDB	USDA
Diospyros maritima	LOTUS Database	35616633
Dromaius novaehollandiae	FooDB	USDA
Elaeis	FooDB	DTU Food
Elaeis guineensis Jacq.	KNApSAcK Database	22123792
Elettaria cardamomum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Eleutherococcus senticosus	LOTUS Database	35616633
Engraulidae	FooDB	DTU Food
Engraulis encrasicolus	FooDB	USDA
Ephedra equisetina	LOTUS Database	35616633
Eragrostis tef	FooDB	USDA
Eriobotrya japonica	FooDB	DTU Food
Eruca vesicaria subsp. Sativa	FooDB	USDA
Esox lucius	FooDB	DTU Food
Eucheuma	FooDB	DTU Food
Euscaphis japonica	LOTUS Database	35616633
Eutrema japonicum	FooDB	USDA
Fagopyrum esculentum	FooDB	DTU Food
Feijoa sellowiana	KNApSAcK Database	22123792
Ficus carica	FooDB	DTU Food
Ficus pumila	LOTUS Database	35616633
Foeniculum vulgare	FooDB	DTU Food
Foeniculum vulgare L.	KNApSAcK Database	22123792
Fossombronia alaskana	LOTUS Database	35616633
Fragaria x ananassa	FooDB	DTU Food
Gadiformes	FooDB	DTU Food
Gadus	FooDB	DTU Food
Gadus macrocephalus	FooDB	USDA
Gadus morhua	FooDB	USDA
Gallus gallus	FooDB	DTU Food
Gastropoda	FooDB	DTU Food
Gevuina avellana Mol.	KNApSAcK Database	22123792
Glycine max	KNApSAcK Database	22123792
Gossypium	FooDB	DTU Food
Grifola frondosa	FooDB	USDA
Guarea kunthiana	LOTUS Database	35616633
Helianthus annuus L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Helianthus tuberosus	FooDB	DTU Food
Hellenia speciosa	LOTUS Database	35616633
Hemerocallis fulva	LOTUS Database	35616633
Hevea brasiliensis Mull.Arg.	KNApSAcK Database	22123792
Hibiscus sabbariffa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Hibiscus syriacus	KNApSAcK Database	22123792
Hippoglossus	FooDB	USDA
Hippoglossus hippoglossus	FooDB	DTU Food
Hippoglossus stenolepis	FooDB	USDA
Hippophae rhamnoides	KNApSAcK Database	22123792
Homarus americanus	FooDB	USDA
Homo sapiens	LOTUS Database	35616633
Hoplostethus atlanticus	FooDB	USDA
Hordeum vulgare	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Hordeum vulgare L.	KNApSAcK Database	22123792
Humulus lupulus	LOTUS Database	35616633
Hypericum ericoides	LOTUS Database	35616633
Ictalurus punctatus	FooDB	USDA
Inula grantioides	LOTUS Database	35616633
Ipomoea batatas	FooDB	DTU Food
Juglans	FooDB	DTU Food
Juglans nigra L.	FooDB	DTU Food
Juglans regia	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Juglans regia L.	KNApSAcK Database	22123792
Labisia pumila	LOTUS Database	35616633
Lactuca sativa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Lagopus muta	FooDB	DTU Food
Laminaria	FooDB	USDA
Lens culinaris	FooDB	DTU Food
Lepidium sativum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Leporidae	FooDB	DTU Food
Lepus timidus	FooDB	DTU Food
Limanda limanda	FooDB	DTU Food
Linum usitatissimum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Litchi chinensis	FooDB	DTU Food
Litchi chinensis Sonn.	KNApSAcK Database	22123792
Litsea acutivena	LOTUS Database	35616633
Lota lota	FooDB	DTU Food
Lupinus albus	KNApSAcK Database	22123792
Lutjanidae	FooDB	USDA
Lychnis coronaria	KNApSAcK Database	22123792
Macadamia	FooDB	USDA
Macadamia tetraphylla	FooDB	USDA
Machilus zuihoensis	KNApSAcK Database	22123792
Malus	FooDB	DTU Food
Malus pumila	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Mangifera indica	FooDB	DTU Food
Manihot esculenta	FooDB	DTU Food
Matricaria recutita	FooDB	USDA
Medicago sativa	FooDB	DTU Food
Melanogrammus aeglefinus	FooDB	DTU Food
Meleagris gallopavo	FooDB	DTU Food
Mentha x piperita	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Merlangius merlangus	FooDB	DTU Food
Micromesistius poutassou	FooDB	DTU Food
Micropogonias undulatus	FooDB	USDA
Microstomus kitt	FooDB	DTU Food
Molva molva	FooDB	DTU Food
Monteverdia ilicifolia	LOTUS Database	35616633
Moringa oleifera	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Morus alba	LOTUS Database	35616633
Mugil cephalus	FooDB	USDA
Musa acuminata	FooDB	USDA
Musa x paradisiaca	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Myristica fragrans	FooDB	DTU Food
Mytilidae	FooDB	DTU Food
Mytilus edulis	FooDB	USDA
Nauclea orientalis	LOTUS Database	35616633
Neolitsea hiiranensis	LOTUS Database	35616633
Nepeta tuberosa	LOTUS Database	35616633
Nephropidae	FooDB	DTU Food
Nephrops norvegicus	FooDB	DTU Food
Nicotiana tabacum L.	KNApSAcK Database	22123792
Nuphar lutea	FooDB	USDA
Ocimum basilicum	FooDB	USDA
Octopus vulgaris	FooDB	DTU Food
Oenothera biennis	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Olea europaea	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Oncorhynchus gorbuscha	FooDB	USDA
Oncorhynchus keta	FooDB	USDA
Oncorhynchus kisutch	FooDB	USDA
Oncorhynchus mykiss	FooDB	DTU Food
Oncorhynchus nerka	FooDB	USDA
Oncorhynchus tshawytscha	FooDB	USDA
Opuntia	FooDB	DTU Food
Opuntia cochenillifera	FooDB	USDA
Origanum majorana	FooDB	USDA
Origanum vulgare	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Origanum X majoricum	FooDB	USDA
Oryza rufipogon	FooDB	USDA
Oryza sativa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Oryza sativa L.	KNApSAcK Database	22123792
Osmeridae	FooDB	USDA
Osmerus mordax	FooDB	USDA
Ovis aries	FooDB	DTU Food
Pachyrhizus erosus	FooDB	USDA
Panicum miliaceum	FooDB	DTU Food
Papaver	FooDB	DTU Food
Passiflora edulis	FooDB	DTU Food
Pastinaca sativa	FooDB	DTU Food
Pectinidae	FooDB	USDA
Perciformes	FooDB	DTU Food
Persea americana	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Petroselinum crispum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Phaseolus lunatus	FooDB	USDA
Phaseolus vulgaris	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Phasianidae	FooDB	USDA
Phoenix dactylifera	FooDB	DTU Food
Phyllostachys edulis	FooDB	DTU Food
Physalis	FooDB	DTU Food
Pimpinella anisum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Pinus	FooDB	DTU Food
Pinus koraiensis	KNApSAcK Database	22123792
Piper aduncum	LOTUS Database	35616633
Piper guineense	LOTUS Database	35616633
Piper nigrum L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Pistacia vera	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Pisum sativum	FooDB	DTU Food
Pittosporum tobira	LOTUS Database	35616633
Pleuronectidae	FooDB	DTU Food
Pleuronectiformes	FooDB	DTU Food
Pleurotus ostreatus	FooDB	DTU Food
Pollachius	FooDB	DTU Food
Pollachius pollachius	FooDB	USDA
Portulaca oleracea	LOTUS Database	35616633
Pouteria sapota	FooDB	USDA
Prunus armeniaca	FooDB	DTU Food
Prunus avium L.	FooDB	DTU Food
Prunus cerasus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Prunus domestica	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Prunus dulcis	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Prunus persica	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Prunus persica var. nucipersica	FooDB	DTU Food
Prunus virginiana	FooDB	USDA
Psidium guajava	FooDB	DTU Food
Psophocarpus tetragonolobus	LOTUS Database	35616633
Punica granatum	FooDB	DTU Food
Pycnandra acuminata	LOTUS Database	35616633
Pyrus communis	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Pyrus pyrifolia	FooDB	USDA
Ranidae	FooDB	DTU Food
Raphanus sativus	FooDB	USDA
Raphanus sativus var. longipinnatus	FooDB	DTU Food
Reinhardtius hippoglossoides	FooDB	DTU Food
Rheum rhabarbarum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Rhododendron formosanum	LOTUS Database	35616633
Rhodomyrtus tomentosa	LOTUS Database	35616633
Ribes nigrum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Ribes rubrum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Ribes uva-crispa	FooDB	DTU Food
Rosa	FooDB	DTU Food
Rosmarinus officinalis L.	KNApSAcK Database	22123792
Rubus idaeus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Rubus spectabilis	FooDB	USDA
Rumex acetosa	FooDB	DTU Food
Saccharina japonica	FooDB	DTU Food
Salmo salar	FooDB	USDA
Salmonidae	FooDB	DTU Food
Salvelinus	FooDB	DTU Food
Salvelinus namaycush	FooDB	DTU Food
Salvia hispanica	FooDB	USDA
Salvia rosmarinus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Sambucus nigra L.	FooDB	DTU Food
Sander lucioperca	FooDB	DTU Food
Schisandra chinensis	KNApSAcK Database	22123792
Scomberomorus maculatus	FooDB	USDA
Scombridae	FooDB	DTU Food
Scophthalmus maximus	FooDB	DTU Food
Scorzonera hispanica	FooDB	DTU Food
Sebastes	FooDB	USDA
Sebastes alutus	FooDB	DTU Food
Sebastes viviparus	FooDB	DTU Food
Sebertia acuminata	KNApSAcK Database	22123792
Secale cereale	FooDB	DTU Food
Secale cereale L.	KNApSAcK Database	22123792
Sechium edule	FooDB	DTU Food
Senecio auricula	LOTUS Database	35616633
Senegalia gaumeri	LOTUS Database	35616633
Sesamum indicum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Siluriformes	FooDB	DTU Food
Silybum marianum	LOTUS Database	35616633
Smilax aspera	LOTUS Database	35616633
Solanum lycopersicum	FooDB	DTU Food
Solanum lycopersicum var. lycopersicum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Solanum melongena	FooDB	DTU Food
Solanum quitoense	FooDB	USDA
Solanum tuberosum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Soleidae	FooDB	USDA
Sorghum bicolor	FooDB	USDA
Spinacia oleracea	KNApSAcK Database	22123792
Spirulina	FooDB	USDA
Squaliformes	FooDB	USDA
Squalus acanthias	FooDB	DTU Food
Stenodus leucichthys	FooDB	USDA
Stenotomus chrysops	FooDB	USDA
Strombidae	FooDB	USDA
Struthio camelus	FooDB	USDA
Sus scrofa domestica	FooDB	DTU Food
Syzygium aromaticum	FooDB	USDA
Tamarindus indica	FooDB	DTU Food
Taraxacum officinale	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Terminalia brasiliensis	Plant	KNApSAcK
Tetragonia tetragonioides	FooDB	USDA
Teucrium leucocladum	LOTUS Database	35616633
Teuthida	FooDB	USDA
Thunnus	FooDB	DTU Food
Thunnus albacares	FooDB	USDA
Thunnus thynnus	FooDB	USDA
Thymus vulgaris	FooDB	USDA
Trachinotus carolinus	FooDB	USDA
Trachurus symmetricus	FooDB	USDA
Trichilia claussenii	LOTUS Database	35616633
Trichilia lepidota	LOTUS Database	35616633
Trisopterus esmarkii	FooDB	DTU Food
Triticum	FooDB	DTU Food
Triticum aestivum	KNApSAcK Database	22123792
Triticum durum	FooDB	DTU Food
Triticum spelta	FooDB	USDA
Triticum turanicum	FooDB	USDA
Undaria pinnatifida	FooDB	USDA
Uvaria pandensis	KNApSAcK Database	22123792
Vaccinium	FooDB	DTU Food
Vaccinium corymbosum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Vaccinium macrocarpon	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Vaccinium macrocarpon Aiton	KNApSAcK Database	22123792
Vaccinium myrtillus	FooDB	DTU Food
Vaccinium ovalifolium	FooDB	USDA
Vaccinium vitis-idaea	FooDB	DTU Food
Vanilla	FooDB	USDA
Vicia faba	FooDB	USDA
Vigna angularis	FooDB	DTU Food
Vigna mungo	FooDB	USDA
Vigna radiata	FooDB	DTU Food
Vigna unguiculata ssp. unguiculata	FooDB	USDA
Virola surinamensis	FooDB	USDA
Vitis	FooDB	DTU Food
Vitis vinifera L.	KNApSAcK Database	22123792
Xiphias gladius	FooDB	USDA
Xylocarpus granatum	LOTUS Database	35616633
Zataria multiflora	LOTUS Database	35616633
Zea mays	LOTUS Database	35616633
Zea mays L.	KNApSAcK Database	22123792
Zingiber officinale	FooDB	DTU Food
Zizania	FooDB	USDA

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tocopherols. These are vitamin E derivatives containing a saturated trimethyltridecyl chain attached to the carbon C6 atom of a benzopyran ring system. The differ from tocotrienols that contain an unsaturated trimethyltrideca-3,7,11-trien-1-yl chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Quinone and hydroquinone lipids

Direct Parent

Tocopherols

Alternative Parents

Substituents

Tocopherol
Diterpenoid
1-benzopyran
Benzopyran
Chromane
Alkyl aryl ether
Benzenoid
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

alpha-tocopherol (CHEBI:18145 )
vitamin E (C02477 )
Fat-soluble vitamins (C02477 )
Vitamin E (LMPR02020000 )

Physical Properties

State

Liquid

Experimental Properties

Property	Value	Reference
Melting Point	3 °C	Not Available
Boiling Point	200 - 220 °C	https://en.wikipedia.org/wiki/Alpha-Tocopherol
Water Solubility	3.0e-07 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	10.962 (est)	The Good Scents Company Information System

Predicted Properties

Property	Value	Source
Water Solubility	7.0e-06 g/L	ALOGPS
logP	8.84	ALOGPS
logP	10.51	ChemAxon
logS	-7.8	ALOGPS
pKa (Strongest Acidic)	10.8	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	135.37 m³·mol⁻¹	ChemAxon
Polarizability	55.29 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0001893

DrugBank ID

DB00163

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

18145

Good Scents ID

rw1105941

References

General References

Hino K, Murakami Y, Nagai A, Kitase A, Hara Y, Furutani T, Ren F, Yamaguchi Y, Yutoku K, Yamashita S, Okuda M, Okita M, Okita K: Alpha-tocopherol [corrected] and ascorbic acid attenuates the ribavirin [corrected] induced decrease of eicosapentaenoic acid in erythrocyte membrane in chronic hepatitis C patients. J Gastroenterol Hepatol. 2006 Aug;21(8):1269-75. [PubMed:16872308 ]
Ble-Castillo JL, Carmona-Diaz E, Mendez JD, Larios-Medina FJ, Medina-Santillan R, Cleva-Villanueva G, Diaz-Zagoya JC: Effect of alpha-tocopherol on the metabolic control and oxidative stress in female type 2 diabetics. Biomed Pharmacother. 2005 Jul;59(6):290-5. [PubMed:15932790 ]
Jeanes YM, Hall WL, Proteggente AR, Lodge JK: Cigarette smokers have decreased lymphocyte and platelet alpha-tocopherol levels and increased excretion of the gamma-tocopherol metabolite gamma-carboxyethyl-hydroxychroman (gamma-CEHC). Free Radic Res. 2004 Aug;38(8):861-8. [PubMed:15493460 ]
Jeanes YM, Hall WL, Lodge JK: Comparative (2)H-labelled alpha-tocopherol biokinetics in plasma, lipoproteins, erythrocytes, platelets and lymphocytes in normolipidaemic males. Br J Nutr. 2005 Jul;94(1):92-9. [PubMed:16115338 ]
de Souza Junior O, Treitinger A, Baggio GL, Michelon C, Verdi JC, Cunha J, Ferreira SI, Spada C: alpha-Tocopherol as an antiretroviral therapy supplement for HIV-1-infected patients for increased lymphocyte viability. Clin Chem Lab Med. 2005;43(4):376-82. [PubMed:15899652 ]
Palan PR, Woodall AL, Anderson PS, Mikhail MS: Alpha-tocopherol and alpha-tocopheryl quinone levels in cervical intraepithelial neoplasia and cervical cancer. Am J Obstet Gynecol. 2004 May;190(5):1407-10. [PubMed:15167851 ]
Traber MG, Siddens LK, Leonard SW, Schock B, Gohil K, Krueger SK, Cross CE, Williams DE: Alpha-tocopherol modulates Cyp3a expression, increases gamma-CEHC production, and limits tissue gamma-tocopherol accumulation in mice fed high gamma-tocopherol diets. Free Radic Biol Med. 2005 Mar 15;38(6):773-85. [PubMed:15721988 ]
Mardla V, Kobzar G, Samel N: Potentiation of antiaggregating effect of prostaglandins by alpha-tocopherol and quercetin. Platelets. 2004 Aug;15(5):319-24. [PubMed:15370103 ]
Pappert EJ, Tangney CC, Goetz CG, Ling ZD, Lipton JW, Stebbins GT, Carvey PM: Alpha-tocopherol in the ventricular cerebrospinal fluid of Parkinson's disease patients: dose-response study and correlations with plasma levels. Neurology. 1996 Oct;47(4):1037-42. [PubMed:8857741 ]
Rota C, Barella L, Minihane AM, Stocklin E, Rimbach G: Dietary alpha-tocopherol affects differential gene expression in rat testes. IUBMB Life. 2004 May;56(5):277-80. [PubMed:15370891 ]
Ekanayake-Mudiyanselage S, Tavakkol A, Polefka TG, Nabi Z, Elsner P, Thiele JJ: Vitamin E delivery to human skin by a rinse-off product: penetration of alpha-tocopherol versus wash-out effects of skin surface lipids. Skin Pharmacol Physiol. 2005 Jan-Feb;18(1):20-6. [PubMed:15608499 ]
Liu ZQ: The "unexpected role" of vitamin E in free radical-induced hemolysis of human erythrocytes: alpha-tocopherol-mediated peroxidation. Cell Biochem Biophys. 2006;44(2):233-9. [PubMed:16456225 ]
Kang MJ, Lin YC, Yeh WH, Pan WH: Vitamin E status and its dietary determinants in Taiwanese--results of the Nutrition and Health Survey in Taiwan 1993-1996. Eur J Nutr. 2004 Apr;43(2):86-92. Epub 2004 Jan 6. [PubMed:15083315 ]
Hozyasz K, Chelchowska M: [Vitamin E status in mothers of children with cleft lip]. Pol Merkur Lekarski. 2004 Jul;17(97):25-7. [PubMed:15559605 ]
Rose AT, McFadden DW: Alpha-tocopherol succinate inhibits growth of gastric cancer cells in vitro. J Surg Res. 2001 Jan;95(1):19-22. [PubMed:11120630 ]
Murohara T, Ikeda H, Otsuka Y, Aoki M, Haramaki N, Katoh A, Takajo Y, Imaizumi T: Inhibition of platelet adherence to mononuclear cells by alpha-tocopherol: role of P-selectin. Circulation. 2004 Jul 13;110(2):141-8. Epub 2004 Jun 14. [PubMed:15197142 ]
Hozyasz KK, Chelchowska M, Laskowska-Klita T, Ruszkowska L, Milanowski A: [Low concentration of alpha-tocopherol in erythrocytes of atopic dermatitis patients]. Med Wieku Rozwoj. 2004 Oct-Dec;8(4 Pt 1):963-9. [PubMed:15951615 ]
Horwitt MK, Elliott WH, Kanjananggulpan P, Fitch CD: Serum concentrations of alpha-tocopherol after ingestion of various vitamin E preparations. Am J Clin Nutr. 1984 Aug;40(2):240-5. [PubMed:6465056 ]
Iuliano L, Micheletta F, Maranghi M, Frati G, Diczfalusy U, Violi F: Bioavailability of vitamin E as function of food intake in healthy subjects: effects on plasma peroxide-scavenging activity and cholesterol-oxidation products. Arterioscler Thromb Vasc Biol. 2001 Oct;21(10):E34-7. [PubMed:11597949 ]
Miller ER 3rd, Pastor-Barriuso R, Dalal D, Riemersma RA, Appel LJ, Guallar E: Meta-analysis: high-dosage vitamin E supplementation may increase all-cause mortality. Ann Intern Med. 2005 Jan 4;142(1):37-46. Epub 2004 Nov 10. [PubMed:15537682 ]
Poston L, Briley AL, Seed PT, Kelly FJ, Shennan AH: Vitamin C and vitamin E in pregnant women at risk for pre-eclampsia (VIP trial): randomised placebo-controlled trial. Lancet. 2006 Apr 8;367(9517):1145-54. [PubMed:16616557 ]
Rumbold AR, Crowther CA, Haslam RR, Dekker GA, Robinson JS: Vitamins C and E and the risks of preeclampsia and perinatal complications. N Engl J Med. 2006 Apr 27;354(17):1796-806. [PubMed:16641396 ]
Linus Pauling Institute [Link]

Showing NP-Card for alpha-Tocopherol (NP0000020)

MOL for NP0000020 (alpha-Tocopherol)

3D MOL for NP0000020 (alpha-Tocopherol)

3D SDF for NP0000020 (alpha-Tocopherol)

3D-SDF for NP0000020 (alpha-Tocopherol)

PDB for NP0000020 (alpha-Tocopherol)

3D PDB for NP0000020 (alpha-Tocopherol)

SMILES for NP0000020 (alpha-Tocopherol)

INCHI for NP0000020 (alpha-Tocopherol)

Structure for NP0000020 (alpha-Tocopherol)

3D Structure for NP0000020 (alpha-Tocopherol)