NP-MRD: Showing NP-Card for epicatechin-(2beta-O-7,4beta-6)-epicatechin-(2beta-O-7,4beta-8)-epicatech+ (NP0025693)

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Record Information

Version

1.0

Created at

2021-06-19 17:45:08 UTC

Updated at

2021-06-29 23:50:48 UTC

NP-MRD ID

NP0025693

Secondary Accession Numbers

None

Natural Product Identification

Common Name

epicatechin-(2beta-O-7,4beta-6)-epicatechin-(2beta-O-7,4beta-8)-epicatech+

Provided By

JEOL Database JEOL Logo

Description

(2S)-2-(3,4-Dihydroxyphenyl)-2beta,4beta-[oxy[(2S)-2-(3,4-dihydroxyphenyl)-3alpha,5-dihydroxy-2beta,4beta-[oxy[(2R)-2-(3,4-dihydroxyphenyl)-3alpha,5-dihydroxy-3,4-dihydro-2H-1-benzopyran-7,8-diyl]]-3,4-dihydro-2H-1-benzopyran-7,6-diyl]]-3,4-dihydro-2H-1-benzopyran-3alpha,5,7-triol belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. epicatechin-(2beta-O-7,4beta-6)-epicatechin-(2beta-O-7,4beta-8)-epicatech+ is found in Parameria laevigata MOLDENKE. It was first documented in 2001 (Kamiya, K., et al.). Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8'' (2S)-2-(3,4-Dihydroxyphenyl)-2beta,4beta-[oxy[(2S)-2-(3,4-dihydroxyphenyl)-3alpha,5-dihydroxy-2beta,4beta-[oxy[(2R)-2-(3,4-dihydroxyphenyl)-3alpha,5-dihydroxy-3,4-dihydro-2H-1-benzopyran-7,8-diyl]]-3,4-dihydro-2H-1-benzopyran-7,6-diyl]]-3,4-dihydro-2H-1-benzopyran-3alpha,5,7-triol is a moderately basic compound (based on its pKa).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119453D          

 97107  0  0  0  0            999 V2000
    3.8495    6.0370   -0.3202 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8834    4.6734   -0.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3926    3.9942   -1.4031 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4098    2.6015   -1.4091 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8835    1.9166   -2.4735 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9264    1.8808   -0.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3882    2.5870    0.7939 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3789    3.9828    0.8063 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8664    1.9844    1.9255 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7828    0.5430    1.9905 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8523    0.0592    2.9905 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9599    0.8626    3.3391 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9447    0.4020    4.2211 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8323   -0.8731    4.7562 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7618   -1.3809    5.6202 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7531   -1.6819    4.4173 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6524   -2.9393    4.9395 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7693   -1.2324    3.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5104    0.1433    2.5575 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4993   -0.1772    1.6921 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2999   -0.5809    2.2740 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2016   -0.8949    1.4731 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2933   -0.8227    0.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5159   -0.4473   -0.4912 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6076   -0.4106   -1.8528 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6241   -0.1190    0.3001 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9284    0.3682   -0.2860 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0550   -0.1299    0.6196 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3338    0.1699    0.0324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9520   -1.0522   -0.7588 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7379    0.2381   -0.8791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5792    0.6047    0.1778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2264    1.8387    0.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9998    2.7312   -0.8650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5932    3.9618   -0.8602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1600    2.3976   -1.9312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5834    1.1193   -1.9620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8109    0.6912   -3.0108 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9337    1.4562   -4.2271 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0179    0.9238   -5.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0708    1.5403   -6.5638 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9248    1.0663   -7.5642 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7247   -0.0338   -7.3064 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -0.4956   -8.2803 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6759   -0.6692   -6.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4882   -1.7524   -5.8767 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8214   -0.2085   -5.0749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7081    2.9463   -3.9059 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5561    3.1503   -3.2395 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8565    3.4111   -3.0073 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8331   -0.1945    1.2571 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1259   -1.4570    1.3482 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0438   -2.4119    2.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4495   -2.2848    2.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2794   -3.1686    2.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7102   -4.1912    3.5257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5200   -5.0567    4.2035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3293   -4.3461    3.5785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8323   -5.3834    4.3191 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4952   -3.4707    2.8908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9319   -1.2688    2.1401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8415   -2.0744   -0.0489 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2032   -3.3650   -0.0052 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2145    6.3738    0.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9954    4.5599   -2.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4905    2.5693   -3.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7485    4.5086    1.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0664    1.8636    2.9222 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7795    1.0495    4.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4314   -0.6944    5.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4323   -3.0258    5.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9374   -1.8923    3.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2120   -0.6315    3.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1566    0.3645   -2.1032 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1084   -0.0367   -1.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9988   -1.2243    0.7015 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0187   -0.1455    0.6491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6836   -1.4611   -1.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8765    2.0958    1.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0956    4.0673   -0.0343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9482    1.2964   -4.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5581    2.3981   -6.7923 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9633    1.5510   -8.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0113   -1.2616   -7.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3962   -2.0288   -4.9475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7719   -0.7340   -4.1273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6897    3.5701   -4.8048 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4867    2.6708   -2.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5872    4.3678   -2.5442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7617    3.5509   -3.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9145   -1.4904    1.5090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3588   -3.0593    2.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8998   -5.6746    4.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8620   -5.3600    4.2469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4166   -3.6045    2.9192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7812   -2.2058   -0.6030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9913   -3.6201   -0.9198 H   0  0  0  0  0  0  0  0  0  0  0  0
 52 53  1  1  0  0  0
 26 24  2  0  0  0  0
 58 56  2  0  0  0  0
 22 21  1  0  0  0  0
 58 59  1  0  0  0  0
 21 20  2  0  0  0  0
 20 26  1  0  0  0  0
 56 57  1  0  0  0  0
  2  3  2  0  0  0  0
 36 50  1  0  0  0  0
  3  4  1  0  0  0  0
  4  6  2  0  0  0  0
 37 38  1  0  0  0  0
  7  8  2  0  0  0  0
  8  2  1  0  0  0  0
  7  6  1  0  0  0  0
 38 39  1  0  0  0  0
 39 48  1  0  0  0  0
 48 50  1  0  0  0  0
 56 55  1  0  0  0  0
 31 37  2  0  0  0  0
 40 47  2  0  0  0  0
  7  9  1  0  0  0  0
  6 27  1  0  0  0  0
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 60 58  1  0  0  0  0
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 23 24  1  0  0  0  0
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M  END

     RDKit          3D

 97107  0  0  0  0  0  0  0  0999 V2000
    3.8495    6.0370   -0.3202 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8834    4.6734   -0.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3926    3.9942   -1.4031 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4098    2.6015   -1.4091 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8835    1.9166   -2.4735 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9264    1.8808   -0.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3882    2.5870    0.7939 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3789    3.9828    0.8063 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8664    1.9844    1.9255 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7828    0.5430    1.9905 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8523    0.0592    2.9905 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9599    0.8626    3.3391 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9447    0.4020    4.2211 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8323   -0.8731    4.7562 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7618   -1.3809    5.6202 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7531   -1.6819    4.4173 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6524   -2.9393    4.9395 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7693   -1.2324    3.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5104    0.1433    2.5575 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4993   -0.1772    1.6921 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2999   -0.5809    2.2740 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2016   -0.8949    1.4731 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2933   -0.8227    0.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5159   -0.4473   -0.4912 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6076   -0.4106   -1.8528 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6241   -0.1190    0.3001 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9284    0.3682   -0.2860 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0550   -0.1299    0.6196 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3338    0.1699    0.0324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9520   -1.0522   -0.7588 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7379    0.2381   -0.8791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5792    0.6047    0.1778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2264    1.8387    0.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9998    2.7312   -0.8650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5932    3.9618   -0.8602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1600    2.3976   -1.9312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5834    1.1193   -1.9620 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306192119453D          

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M  END
> <DATABASE_ID>
NP0025693

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(O[H])=C2C(O[C@]3(OC4=C([H])C5=C(C(O[H])=C4[C@]2([H])[C@@]3([H])O[H])[C@]2([H])C3=C4O[C@]([H])(C6=C([H])C(O[H])=C(O[H])C([H])=C6[H])[C@]([H])(O[H])C([H])([H])C4=C(O[H])C([H])=C3O[C@@](O5)(C3=C([H])C(O[H])=C(O[H])C([H])=C3[H])[C@]2([H])O[H])C2=C([H])C([H])=C(O[H])C(O[H])=C2[H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C45H34O18/c46-18-10-27(54)33-29(11-18)60-44(16-2-5-21(48)25(52)8-16)42(57)37(33)34-31(62-44)14-32-35(39(34)56)38-36-30(61-45(63-32,43(38)58)17-3-6-22(49)26(53)9-17)13-23(50)19-12-28(55)40(59-41(19)36)15-1-4-20(47)24(51)7-15/h1-11,13-14,28,37-38,40,42-43,46-58H,12H2/t28-,37-,38-,40-,42-,43-,44+,45-/m1/s1

> <INCHI_KEY>
UJMXHHHSTNFYNF-DQQKCMRTSA-N

> <FORMULA>
C45H34O18

> <MOLECULAR_WEIGHT>
862.749

> <EXACT_MASS>
862.174514255

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_ATOM_COUNT>
97

> <JCHEM_AVERAGE_POLARIZABILITY>
85.86091911869971

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
13

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,5R,13S,19S,26R,27R,31R,32R)-13,19,27-tris(3,4-dihydroxyphenyl)-12,14,18,20,28-pentaoxaoctacyclo[17.11.1.1^{5,13}.0^{2,17}.0^{4,15}.0^{6,11}.0^{21,30}.0^{24,29}]dotriaconta-2(17),3,6,8,10,15,21,23,29-nonaene-3,7,9,23,26,31,32-heptol

> <ALOGPS_LOGP>
3.67

> <JCHEM_LOGP>
5.385957178

> <ALOGPS_LOGS>
-3.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
11

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.991621804822802

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.573708644561469

> <JCHEM_PKA_STRONGEST_BASIC>
-5.063974897598407

> <JCHEM_POLAR_SURFACE_AREA>
309.14

> <JCHEM_REFRACTIVITY>
214.3929

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.27e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,5R,13S,19S,26R,27R,31R,32R)-13,19,27-tris(3,4-dihydroxyphenyl)-12,14,18,20,28-pentaoxaoctacyclo[17.11.1.1^{5,13}.0^{2,17}.0^{4,15}.0^{6,11}.0^{21,30}.0^{24,29}]dotriaconta-2(17),3,6,8,10,15,21,23,29-nonaene-3,7,9,23,26,31,32-heptol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

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 30 78  1  6
 62 96  1  6
 63 97  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  O   UNK     0       3.849   6.037  -0.320  0.00  0.00           O+0
HETATM    2  C   UNK     0       3.883   4.673  -0.295  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.393   3.994  -1.403  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.410   2.602  -1.409  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.884   1.917  -2.474  0.00  0.00           O+0
HETATM    6  C   UNK     0       3.926   1.881  -0.324  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.388   2.587   0.794  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.379   3.983   0.806  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.866   1.984   1.926  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.783   0.543   1.990  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.852   0.059   2.990  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.960   0.863   3.339  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.945   0.402   4.221  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.832  -0.873   4.756  0.00  0.00           C+0
HETATM   15  O   UNK     0       8.762  -1.381   5.620  0.00  0.00           O+0
HETATM   16  C   UNK     0       6.753  -1.682   4.417  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.652  -2.939   4.939  0.00  0.00           O+0
HETATM   18  C   UNK     0       5.769  -1.232   3.547  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.510   0.143   2.558  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.499  -0.177   1.692  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.300  -0.581   2.274  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.202  -0.895   1.473  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.293  -0.823   0.079  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.516  -0.447  -0.491  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.608  -0.411  -1.853  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.624  -0.119   0.300  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.928   0.368  -0.286  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.055  -0.130   0.620  0.00  0.00           C+0
HETATM   29  O   UNK     0       6.334   0.170   0.032  0.00  0.00           O+0
HETATM   30  C   UNK     0      -0.952  -1.052  -0.759  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.738   0.238  -0.879  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.579   0.605   0.178  0.00  0.00           C+0
HETATM   33  C   UNK     0      -3.226   1.839   0.177  0.00  0.00           C+0
HETATM   34  C   UNK     0      -3.000   2.731  -0.865  0.00  0.00           C+0
HETATM   35  O   UNK     0      -3.593   3.962  -0.860  0.00  0.00           O+0
HETATM   36  C   UNK     0      -2.160   2.398  -1.931  0.00  0.00           C+0
HETATM   37  C   UNK     0      -1.583   1.119  -1.962  0.00  0.00           C+0
HETATM   38  O   UNK     0      -0.811   0.691  -3.011  0.00  0.00           O+0
HETATM   39  C   UNK     0      -0.934   1.456  -4.227  0.00  0.00           C+0
HETATM   40  C   UNK     0       0.018   0.924  -5.296  0.00  0.00           C+0
HETATM   41  C   UNK     0       0.071   1.540  -6.564  0.00  0.00           C+0
HETATM   42  C   UNK     0       0.925   1.066  -7.564  0.00  0.00           C+0
HETATM   43  C   UNK     0       1.725  -0.034  -7.306  0.00  0.00           C+0
HETATM   44  O   UNK     0       2.562  -0.496  -8.280  0.00  0.00           O+0
HETATM   45  C   UNK     0       1.676  -0.669  -6.072  0.00  0.00           C+0
HETATM   46  O   UNK     0       2.488  -1.752  -5.877  0.00  0.00           O+0
HETATM   47  C   UNK     0       0.821  -0.209  -5.075  0.00  0.00           C+0
HETATM   48  C   UNK     0      -0.708   2.946  -3.906  0.00  0.00           C+0
HETATM   49  O   UNK     0       0.556   3.150  -3.240  0.00  0.00           O+0
HETATM   50  C   UNK     0      -1.857   3.411  -3.007  0.00  0.00           C+0
HETATM   51  O   UNK     0      -2.833  -0.195   1.257  0.00  0.00           O+0
HETATM   52  C   UNK     0      -2.126  -1.457   1.348  0.00  0.00           C+0
HETATM   53  C   UNK     0      -3.044  -2.412   2.137  0.00  0.00           C+0
HETATM   54  C   UNK     0      -4.449  -2.285   2.090  0.00  0.00           C+0
HETATM   55  C   UNK     0      -5.279  -3.169   2.786  0.00  0.00           C+0
HETATM   56  C   UNK     0      -4.710  -4.191   3.526  0.00  0.00           C+0
HETATM   57  O   UNK     0      -5.520  -5.057   4.204  0.00  0.00           O+0
HETATM   58  C   UNK     0      -3.329  -4.346   3.579  0.00  0.00           C+0
HETATM   59  O   UNK     0      -2.832  -5.383   4.319  0.00  0.00           O+0
HETATM   60  C   UNK     0      -2.495  -3.471   2.891  0.00  0.00           C+0
HETATM   61  O   UNK     0      -0.932  -1.269   2.140  0.00  0.00           O+0
HETATM   62  C   UNK     0      -1.841  -2.074  -0.049  0.00  0.00           C+0
HETATM   63  O   UNK     0      -1.203  -3.365  -0.005  0.00  0.00           O+0
HETATM   64  H   UNK     0       4.215   6.374   0.515  0.00  0.00           H+0
HETATM   65  H   UNK     0       2.995   4.560  -2.241  0.00  0.00           H+0
HETATM   66  H   UNK     0       2.490   2.569  -3.097  0.00  0.00           H+0
HETATM   67  H   UNK     0       4.749   4.509   1.681  0.00  0.00           H+0
HETATM   68  H   UNK     0       7.066   1.864   2.922  0.00  0.00           H+0
HETATM   69  H   UNK     0       8.780   1.050   4.470  0.00  0.00           H+0
HETATM   70  H   UNK     0       9.431  -0.694   5.784  0.00  0.00           H+0
HETATM   71  H   UNK     0       7.432  -3.026   5.524  0.00  0.00           H+0
HETATM   72  H   UNK     0       4.937  -1.892   3.311  0.00  0.00           H+0
HETATM   73  H   UNK     0       1.212  -0.632   3.356  0.00  0.00           H+0
HETATM   74  H   UNK     0       2.157   0.365  -2.103  0.00  0.00           H+0
HETATM   75  H   UNK     0       4.108  -0.037  -1.289  0.00  0.00           H+0
HETATM   76  H   UNK     0       4.999  -1.224   0.702  0.00  0.00           H+0
HETATM   77  H   UNK     0       7.019  -0.146   0.649  0.00  0.00           H+0
HETATM   78  H   UNK     0      -0.684  -1.461  -1.740  0.00  0.00           H+0
HETATM   79  H   UNK     0      -3.877   2.096   1.008  0.00  0.00           H+0
HETATM   80  H   UNK     0      -4.096   4.067  -0.034  0.00  0.00           H+0
HETATM   81  H   UNK     0      -1.948   1.296  -4.621  0.00  0.00           H+0
HETATM   82  H   UNK     0      -0.558   2.398  -6.792  0.00  0.00           H+0
HETATM   83  H   UNK     0       0.963   1.551  -8.535  0.00  0.00           H+0
HETATM   84  H   UNK     0       3.011  -1.262  -7.870  0.00  0.00           H+0
HETATM   85  H   UNK     0       2.396  -2.029  -4.947  0.00  0.00           H+0
HETATM   86  H   UNK     0       0.772  -0.734  -4.127  0.00  0.00           H+0
HETATM   87  H   UNK     0      -0.690   3.570  -4.805  0.00  0.00           H+0
HETATM   88  H   UNK     0       0.487   2.671  -2.388  0.00  0.00           H+0
HETATM   89  H   UNK     0      -1.587   4.368  -2.544  0.00  0.00           H+0
HETATM   90  H   UNK     0      -2.762   3.551  -3.611  0.00  0.00           H+0
HETATM   91  H   UNK     0      -4.915  -1.490   1.509  0.00  0.00           H+0
HETATM   92  H   UNK     0      -6.359  -3.059   2.748  0.00  0.00           H+0
HETATM   93  H   UNK     0      -4.900  -5.675   4.640  0.00  0.00           H+0
HETATM   94  H   UNK     0      -1.862  -5.360   4.247  0.00  0.00           H+0
HETATM   95  H   UNK     0      -1.417  -3.604   2.919  0.00  0.00           H+0
HETATM   96  H   UNK     0      -2.781  -2.206  -0.603  0.00  0.00           H+0
HETATM   97  H   UNK     0      -0.991  -3.620  -0.920  0.00  0.00           H+0
CONECT    1    2   64                                                       
CONECT    2    3    8    1                                                  
CONECT    3    2    4   65                                                  
CONECT    4    3    6    5                                                  
CONECT    5    4   66                                                       
CONECT    6    4    7   27                                                  
CONECT    7    8    6    9                                                  
CONECT    8    7    2   67                                                  
CONECT    9    7   10                                                       
CONECT   10   28    9   19   11                                             
CONECT   11   10   12   18                                                  
CONECT   12   11   13   68                                                  
CONECT   13   12   14   69                                                  
CONECT   14   13   16   15                                                  
CONECT   15   14   70                                                       
CONECT   16   14   18   17                                                  
CONECT   17   16   71                                                       
CONECT   18   16   11   72                                                  
CONECT   19   10   20                                                       
CONECT   20   21   26   19                                                  
CONECT   21   22   20   73                                                  
CONECT   22   21   23   61                                                  
CONECT   23   24   22   30                                                  
CONECT   24   26   23   25                                                  
CONECT   25   24   74                                                       
CONECT   26   24   20   27                                                  
CONECT   27    6   28   26   75                                             
CONECT   28   27   10   29   76                                             
CONECT   29   28   77                                                       
CONECT   30   23   62   31   78                                             
CONECT   31   37   32   30                                                  
CONECT   32   33   51   31                                                  
CONECT   33   34   32   79                                                  
CONECT   34   36   33   35                                                  
CONECT   35   34   80                                                       
CONECT   36   50   34   37                                                  
CONECT   37   38   31   36                                                  
CONECT   38   37   39                                                       
CONECT   39   38   48   40   81                                             
CONECT   40   47   41   39                                                  
CONECT   41   42   40   82                                                  
CONECT   42   43   41   83                                                  
CONECT   43   45   42   44                                                  
CONECT   44   43   84                                                       
CONECT   45   47   43   46                                                  
CONECT   46   45   85                                                       
CONECT   47   40   45   86                                                  
CONECT   48   39   50   49   87                                             
CONECT   49   48   88                                                       
CONECT   50   36   48   89   90                                             
CONECT   51   32   52                                                       
CONECT   52   53   62   61   51                                             
CONECT   53   52   54   60                                                  
CONECT   54   55   53   91                                                  
CONECT   55   56   54   92                                                  
CONECT   56   58   57   55                                                  
CONECT   57   56   93                                                       
CONECT   58   56   59   60                                                  
CONECT   59   58   94                                                       
CONECT   60   58   53   95                                                  
CONECT   61   22   52                                                       
CONECT   62   30   52   63   96                                             
CONECT   63   62   97                                                       
CONECT   64    1                                                            
CONECT   65    3                                                            
CONECT   66    5                                                            
CONECT   67    8                                                            
CONECT   68   12                                                            
CONECT   69   13                                                            
CONECT   70   15                                                            
CONECT   71   17                                                            
CONECT   72   18                                                            
CONECT   73   21                                                            
CONECT   74   25                                                            
CONECT   75   27                                                            
CONECT   76   28                                                            
CONECT   77   29                                                            
CONECT   78   30                                                            
CONECT   79   33                                                            
CONECT   80   35                                                            
CONECT   81   39                                                            
CONECT   82   41                                                            
CONECT   83   42                                                            
CONECT   84   44                                                            
CONECT   85   46                                                            
CONECT   86   47                                                            
CONECT   87   48                                                            
CONECT   88   49                                                            
CONECT   89   50                                                            
CONECT   90   50                                                            
CONECT   91   54                                                            
CONECT   92   55                                                            
CONECT   93   57                                                            
CONECT   94   59                                                            
CONECT   95   60                                                            
CONECT   96   62                                                            
CONECT   97   63                                                            
MASTER        0    0    0    0    0    0    0    0   97    0  214    0
END

RDKit          3D

97107  0  0  0  0  0  0  0  0999 V2000
    3.8495    6.0370   -0.3202 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8834    4.6734   -0.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3926    3.9942   -1.4031 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4098    2.6015   -1.4091 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8835    1.9166   -2.4735 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9264    1.8808   -0.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3882    2.5870    0.7939 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3789    3.9828    0.8063 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8664    1.9844    1.9255 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7828    0.5430    1.9905 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8523    0.0592    2.9905 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9599    0.8626    3.3391 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9447    0.4020    4.2211 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8323   -0.8731    4.7562 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7618   -1.3809    5.6202 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7531   -1.6819    4.4173 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6524   -2.9393    4.9395 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7693   -1.2324    3.5468 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5104    0.1433    2.5575 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4993   -0.1772    1.6921 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2999   -0.5809    2.2740 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2016   -0.8949    1.4731 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2933   -0.8227    0.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5159   -0.4473   -0.4912 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6076   -0.4106   -1.8528 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6241   -0.1190    0.3001 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9284    0.3682   -0.2860 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0550   -0.1299    0.6196 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3338    0.1699    0.0324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9520   -1.0522   -0.7588 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7379    0.2381   -0.8791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5792    0.6047    0.1778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2264    1.8387    0.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9998    2.7312   -0.8650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5932    3.9618   -0.8602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1600    2.3976   -1.9312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5834    1.1193   -1.9620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8109    0.6912   -3.0108 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9337    1.4562   -4.2271 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0179    0.9238   -5.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0708    1.5403   -6.5638 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9248    1.0663   -7.5642 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7247   -0.0338   -7.3064 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -0.4956   -8.2803 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6759   -0.6692   -6.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4882   -1.7524   -5.8767 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8214   -0.2085   -5.0749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7081    2.9463   -3.9059 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5561    3.1503   -3.2395 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8565    3.4111   -3.0073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8331   -0.1945    1.2571 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1259   -1.4570    1.3482 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0438   -2.4119    2.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4495   -2.2848    2.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2794   -3.1686    2.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7102   -4.1912    3.5257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5200   -5.0567    4.2035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3293   -4.3461    3.5785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8323   -5.3834    4.3191 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4952   -3.4707    2.8908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9319   -1.2688    2.1401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8415   -2.0744   -0.0489 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2032   -3.3650   -0.0052 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2145    6.3738    0.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9954    4.5599   -2.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4905    2.5693   -3.0967 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7485    4.5086    1.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0664    1.8636    2.9222 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7795    1.0495    4.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4314   -0.6944    5.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4323   -3.0258    5.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9374   -1.8923    3.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2120   -0.6315    3.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1566    0.3645   -2.1032 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1084   -0.0367   -1.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9988   -1.2243    0.7015 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0187   -0.1455    0.6491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6836   -1.4611   -1.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8765    2.0958    1.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0956    4.0673   -0.0343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9482    1.2964   -4.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5581    2.3981   -6.7923 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9633    1.5510   -8.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0113   -1.2616   -7.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3962   -2.0288   -4.9475 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.9145   -1.4904    1.5090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3588   -3.0593    2.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8998   -5.6746    4.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8620   -5.3600    4.2469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4166   -3.6045    2.9192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7812   -2.2058   -0.6030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9913   -3.6201   -0.9198 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

View in JSmol

Synonyms

Value	Source
(2S)-2-(3,4-Dihydroxyphenyl)-2b,4b-[oxy[(2S)-2-(3,4-dihydroxyphenyl)-3a,5-dihydroxy-2b,4b-[oxy[(2R)-2-(3,4-dihydroxyphenyl)-3a,5-dihydroxy-3,4-dihydro-2H-1-benzopyran-7,8-diyl]]-3,4-dihydro-2H-1-benzopyran-7,6-diyl]]-3,4-dihydro-2H-1-benzopyran-3a,5,7-triol	Generator
(2S)-2-(3,4-Dihydroxyphenyl)-2β,4β-[oxy[(2S)-2-(3,4-dihydroxyphenyl)-3α,5-dihydroxy-2β,4β-[oxy[(2R)-2-(3,4-dihydroxyphenyl)-3α,5-dihydroxy-3,4-dihydro-2H-1-benzopyran-7,8-diyl]]-3,4-dihydro-2H-1-benzopyran-7,6-diyl]]-3,4-dihydro-2H-1-benzopyran-3α,5,7-triol	Generator

Chemical Formula

C₄₅H₃₄O₁₈

Average Mass

862.7490 Da

Monoisotopic Mass

862.17451 Da

IUPAC Name

(1R,5R,13S,19S,26R,27R,31R,32R)-13,19,27-tris(3,4-dihydroxyphenyl)-12,14,18,20,28-pentaoxaoctacyclo[17.11.1.1^{5,13}.0^{2,17}.0^{4,15}.0^{6,11}.0^{21,30}.0^{24,29}]dotriaconta-2(17),3,6,8,10,15,21,23,29-nonaene-3,7,9,23,26,31,32-heptol

Traditional Name

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C(O[H])=C2C(O[C@]3(OC4=C([H])C5=C(C(O[H])=C4[C@]2([H])[C@@]3([H])O[H])[C@]2([H])C3=C4O[C@]([H])(C6=C([H])C(O[H])=C(O[H])C([H])=C6[H])[C@]([H])(O[H])C([H])([H])C4=C(O[H])C([H])=C3O[C@@](O5)(C3=C([H])C(O[H])=C(O[H])C([H])=C3[H])[C@]2([H])O[H])C2=C([H])C([H])=C(O[H])C(O[H])=C2[H])=C1[H]

InChI Identifier

InChI=1S/C45H34O18/c46-18-10-27(54)33-29(11-18)60-44(16-2-5-21(48)25(52)8-16)42(57)37(33)34-31(62-44)14-32-35(39(34)56)38-36-30(61-45(63-32,43(38)58)17-3-6-22(49)26(53)9-17)13-23(50)19-12-28(55)40(59-41(19)36)15-1-4-20(47)24(51)7-15/h1-11,13-14,28,37-38,40,42-43,46-58H,12H2/t28-,37-,38-,40-,42-,43-,44+,45-/m1/s1

InChI Key

UJMXHHHSTNFYNF-DQQKCMRTSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Parameria laevigata	JEOL database	Kamiya, K., et al, Chem. Pharm. Bull. 49, 551 (2001)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Biflavonoids and polyflavonoids

Direct Parent

Biflavonoids and polyflavonoids

Alternative Parents

Substituents

A-type proanthocyanidin
Bi- and polyflavonoid skeleton
Proanthocyanidin
Catechin
Pyranoflavonoid
Flavan-3-ol
Hydroxyflavonoid
3'-hydroxyflavonoid
7-hydroxyflavonoid
5-hydroxyflavonoid
4'-hydroxyflavonoid
3-hydroxyflavonoid
Flavan
Pyranochromene
Chromane
1-benzopyran
Benzopyran
Catechol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Ketal
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
Polyol
Acetal
Organoheterocyclic compound
Oxacycle
Ether
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.67	ALOGPS
logP	5.39	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	8.57	ChemAxon
pKa (Strongest Basic)	-5.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	309.14 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	214.39 m³·mol⁻¹	ChemAxon
Polarizability	85.86 Å³	ChemAxon
Number of Rings	11	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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8971002

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10795694

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kamiya, K., et al. (2001). Kamiya, K., et al, Chem. Pharm. Bull. 49, 551 (2001). Chem. Pharm. Bull..

Showing NP-Card for epicatechin-(2beta-O-7,4beta-6)-epicatechin-(2beta-O-7,4beta-8)-epicatech+ (NP0025693)

MOL for NP0025693 (epicatechin-(2beta-O-7,4beta-6)-epicatechin-(2beta-O-7,4beta-8)-epicatech+)

3D MOL for NP0025693 (epicatechin-(2beta-O-7,4beta-6)-epicatechin-(2beta-O-7,4beta-8)-epicatech+)

3D SDF for NP0025693 (epicatechin-(2beta-O-7,4beta-6)-epicatechin-(2beta-O-7,4beta-8)-epicatech+)

3D-SDF for NP0025693 (epicatechin-(2beta-O-7,4beta-6)-epicatechin-(2beta-O-7,4beta-8)-epicatech+)

PDB for NP0025693 (epicatechin-(2beta-O-7,4beta-6)-epicatechin-(2beta-O-7,4beta-8)-epicatech+)

3D PDB for NP0025693 (epicatechin-(2beta-O-7,4beta-6)-epicatechin-(2beta-O-7,4beta-8)-epicatech+)

SMILES for NP0025693 (epicatechin-(2beta-O-7,4beta-6)-epicatechin-(2beta-O-7,4beta-8)-epicatech+)

INCHI for NP0025693 (epicatechin-(2beta-O-7,4beta-6)-epicatechin-(2beta-O-7,4beta-8)-epicatech+)

Structure for NP0025693 (epicatechin-(2beta-O-7,4beta-6)-epicatechin-(2beta-O-7,4beta-8)-epicatech+)

3D Structure for NP0025693 (epicatechin-(2beta-O-7,4beta-6)-epicatechin-(2beta-O-7,4beta-8)-epicatech+)