NP-MRD: Showing NP-Card for Tetrahydrofolic acid (NP0000590)

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Record Information

Version

1.0

Created at

2006-02-08 11:18:35 UTC

Updated at

2020-11-24 22:16:43 UTC

NP-MRD ID

NP0000590

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Tetrahydrofolic acid

Description

Tetrahydrofolate is a soluble coenzyme (vitamin B9) that is synthesized de novo by plants and microorganisms, and absorbed from the diet by animals. It is composed of three distinct parts: A pterin ring, a p-ABA (p-aminobenzoic acid) and a polyglutamate chain with a number of residues varying between 1 and 8. Only the tetra-reduced form of the molecule serves as a coenzyme for C1 transfer reactions. In biological systems, the C1-units exist under various oxidation states and the different tetrahydrofolate derivatives constitute a family of related molecules named indistinctly under the generic term folate. (PMID 16042593 ). Folate is important for cells and tissues that rapidly divide. Cancer cells divide rapidly, and drugs that interfere with folate metabolism are used to treat cancer. Methotrexate is a drug often used to treat cancer because it inhibits the production of the active form, tetrahydrofolate. Unfortunately, methotrexate can be toxic, producing side effects such as inflammation in the digestive tract that make it difficult to eat normally. -- Wikipedia; Signs of folic acid deficiency are often subtle. Diarrhea, loss of appetite, and weight loss can occur. Additional signs are weakness, sore tongue, headaches, heart palpitations, irritability, and behavioral disorders. Women with folate deficiency who become pregnant are more likely to give birth to low birth weight and premature infants, and infants with neural tube defects. In adults, anemia is a sign of advanced folate deficiency. In infants and children, folate deficiency can slow growth rate. Some of these symptoms can also result from a variety of medical conditions other than folate deficiency. It is important to have a physician evaluate these symptoms so that appropriate medical care can be given. -- Wikipedia; Folinic acid is a form of folate that can help 'rescue' or reverse the toxic effects of methotrexate. Folinic acid is not the same as folic acid. Folic acid supplements have little established role in cancer chemotherapy. There have been cases of severe adverse effects of accidental substitution of folic acid for folinic acid in patients receiving methotrexate cancer chemotherapy. It is important for anyone receiving methotrexate to follow medical advice on the use of folic or folinic acid supplements. -- Wikipedia. Low concentrations of folate, vitamin B12, or vitamin B6 may increase the level of homocysteine, an amino acid normally found in blood. There is evidence that an elevated homocysteine level is an independent risk factor for heart disease and stroke. The evidence suggests that high levels of homocysteine may damage coronary arteries or make it easier for blood clotting cells called platelets to clump together and form a clot. However, there is currently no evidence available to suggest that lowering homocysteine with vitamins will reduce your risk of heart disease. Clinical intervention trials are needed to determine whether supplementation with folic acid, vitamin B12 or vitamin B6 can lower your risk of developing coronary heart disease. -- Wikipedia.

Structure

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

116
  Mrv1652309042000252D          

 32 34  0  0  1  0            999 V2000
    3.5220   -0.2143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9988    1.0569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9740   -1.0107    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9740   -2.7179    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1504   -1.4292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -2.6894    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -1.4518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7180   -0.1779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930   -2.6894    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7214   -1.4347    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7214   -2.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4343   -1.0194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -1.4518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -2.2769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8633   -1.0139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -1.0393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -2.2769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5793   -1.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8601   -0.1888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2890   -0.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2922   -1.0084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5730    0.2264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0019    0.2319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4325    0.2346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4325    1.0596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8491    1.6430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1469    1.4721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1469   -0.1779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1469   -1.0029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8614   -1.4154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8614   -2.2404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5759   -1.0029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  2  0  0  0  0
  2 23  2  0  0  0  0
  3 10  1  0  0  0  0
  3 13  1  0  0  0  0
  4 11  1  0  0  0  0
  4 14  1  0  0  0  0
  5 12  1  0  0  0  0
  5 15  1  0  0  0  0
  6 14  1  0  0  0  0
  6 17  1  0  0  0  0
  7 16  1  0  0  0  0
  7 17  2  0  0  0  0
  8 23  1  0  0  0  0
  9 17  1  0  0  0  0
 10 11  1  0  0  0  0
 13 14  2  0  0  0  0
 13 16  1  0  0  0  0
 15 18  2  0  0  0  0
 15 19  1  0  0  0  0
 18 21  1  0  0  0  0
 19 22  2  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 20 23  1  0  0  0  0
 10 12  1  1  0  0  0
  8 24  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 24 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
M  END

HMDB0001846
     RDKit          3D
Tetrahydrofolic acid
 55 57  0  0  0  0  0  0  0  0999 V2000
    9.1366    0.4493    1.6665 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7455    0.5774    1.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2490    1.8070    1.1652 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9416    2.0038    0.8838 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4491    3.1288    0.6846 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1389    0.8812    0.8214 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6591   -0.3611    1.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9749   -0.5107    1.3155 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8042   -1.4759    0.9629 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3903   -1.4227    0.7419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9101   -0.1123    0.1801 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8615   -0.2163   -1.3286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9884   -1.2337   -1.8236 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5847   -1.2193   -1.7066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0492   -0.0752   -1.3007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4467   -0.0902   -1.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1785   -1.2124   -1.4504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6215   -1.3034   -1.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2457   -2.3612   -1.6535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3487   -0.1751   -0.8783 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7957   -0.3102   -0.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1707   -0.2309    0.6714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7318    1.1073    1.2053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0952    1.2621    2.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6821    0.3354    3.2094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7785    2.4165    3.2969 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4886    0.7980   -1.4860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8976    1.7306   -2.0812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8777    0.7823   -1.4694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5020   -2.3684   -1.8643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1297   -2.3886   -1.9966 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7576    0.9970    0.5325 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4545    0.5355    2.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7759    0.2685    0.8431 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3279   -1.4842    1.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2346   -2.4286    1.0790 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1202   -2.2506    0.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8862   -1.6707    1.7128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9206    0.0739    0.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6125    0.7967   -1.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9106   -0.3918   -1.6689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4401   -2.0655   -2.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5251    0.8105   -1.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9273    0.8067   -0.8602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8684    0.7048   -0.6291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1320   -1.2793   -1.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2520   -0.4182    0.8397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5650   -1.0406    1.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1637    1.8993    0.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6199    1.1749    1.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4867    3.1651    3.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4063    0.1489   -2.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0685   -3.2704   -2.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4039   -3.2887   -2.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3261    1.9459    0.5775 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
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 21 27  1  0
 27 28  2  0
 27 29  1  0
 17 30  1  0
 30 31  2  0
 11 32  1  0
  8  2  1  0
 31 14  1  0
 32  6  1  0
  1 33  1  0
  1 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  1
 12 40  1  0
 12 41  1  0
 13 42  1  0
 15 43  1  0
 16 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 22 48  1  0
 23 49  1  0
 23 50  1  0
 26 51  1  0
 29 52  1  0
 30 53  1  0
 31 54  1  0
 32 55  1  0
M  END

116
  Mrv1652309042000252D          

 32 34  0  0  1  0            999 V2000
    3.5220   -0.2143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9988    1.0569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9740   -1.0107    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9740   -2.7179    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1504   -1.4292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -2.6894    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -1.4518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7180   -0.1779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930   -2.6894    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7214   -1.4347    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7214   -2.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4343   -1.0194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -1.4518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -2.2769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8633   -1.0139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -1.0393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -2.2769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5793   -1.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8601   -0.1888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2890   -0.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2922   -1.0084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5730    0.2264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0019    0.2319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4325    0.2346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4325    1.0596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8491    1.6430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1469    1.4721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1469   -0.1779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1469   -1.0029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8614   -1.4154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8614   -2.2404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5759   -1.0029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  2  0  0  0  0
  2 23  2  0  0  0  0
  3 10  1  0  0  0  0
  3 13  1  0  0  0  0
  4 11  1  0  0  0  0
  4 14  1  0  0  0  0
  5 12  1  0  0  0  0
  5 15  1  0  0  0  0
  6 14  1  0  0  0  0
  6 17  1  0  0  0  0
  7 16  1  0  0  0  0
  7 17  2  0  0  0  0
  8 23  1  0  0  0  0
  9 17  1  0  0  0  0
 10 11  1  0  0  0  0
 13 14  2  0  0  0  0
 13 16  1  0  0  0  0
 15 18  2  0  0  0  0
 15 19  1  0  0  0  0
 18 21  1  0  0  0  0
 19 22  2  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 20 23  1  0  0  0  0
 10 12  1  1  0  0  0
  8 24  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 24 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0000590

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC1=NC(=O)C2=C(NC[C@H](CNC3=CC=C(C=C3)C(=O)NC(CCC(O)=O)C(O)=O)N2)N1

> <INCHI_IDENTIFIER>
InChI=1S/C19H23N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,11-12,21,23H,5-8H2,(H,24,29)(H,27,28)(H,31,32)(H4,20,22,25,26,30)/t11-,12?/m0/s1

> <INCHI_KEY>
MSTNYGQPCMXVAQ-PXYINDEMSA-N

> <FORMULA>
C19H23N7O6

> <MOLECULAR_WEIGHT>
445.4292

> <EXACT_MASS>
445.170981503

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
44.5670153862625

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[4-({[(6S)-4-hydroxy-2-imino-1,2,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)phenyl]formamido}pentanedioic acid

> <ALOGPS_LOGP>
-0.96

> <JCHEM_LOGP>
-3.636316241831437

> <ALOGPS_LOGS>
-3.22

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.882650266532847

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.0444825037700194

> <JCHEM_PKA_STRONGEST_BASIC>
5.760080233502614

> <JCHEM_POLAR_SURFACE_AREA>
208.25999999999996

> <JCHEM_REFRACTIVITY>
132.4011

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.69e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[4-({[(6S)-4-hydroxy-2-imino-5,6,7,8-tetrahydro-1H-pteridin-6-yl]methyl}amino)phenyl]formamido}pentanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001846
     RDKit          3D
Tetrahydrofolic acid
 55 57  0  0  0  0  0  0  0  0999 V2000
    9.1366    0.4493    1.6665 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7455    0.5774    1.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2490    1.8070    1.1652 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9416    2.0038    0.8838 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4491    3.1288    0.6846 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1389    0.8812    0.8214 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6591   -0.3611    1.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9749   -0.5107    1.3155 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8042   -1.4759    0.9629 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3903   -1.4227    0.7419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9101   -0.1123    0.1801 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8615   -0.2163   -1.3286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9884   -1.2337   -1.8236 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5847   -1.2193   -1.7066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0492   -0.0752   -1.3007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4467   -0.0902   -1.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1785   -1.2124   -1.4504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6215   -1.3034   -1.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2457   -2.3612   -1.6535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3487   -0.1751   -0.8783 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7957   -0.3102   -0.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1707   -0.2309    0.6714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7318    1.1073    1.2053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0952    1.2621    2.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6821    0.3354    3.2094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7785    2.4165    3.2969 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4886    0.7980   -1.4860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8976    1.7306   -2.0812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8777    0.7823   -1.4694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5020   -2.3684   -1.8643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1297   -2.3886   -1.9966 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7576    0.9970    0.5325 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4545    0.5355    2.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7759    0.2685    0.8431 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3279   -1.4842    1.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2346   -2.4286    1.0790 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1202   -2.2506    0.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8862   -1.6707    1.7128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9206    0.0739    0.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6125    0.7967   -1.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9106   -0.3918   -1.6689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4401   -2.0655   -2.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5251    0.8105   -1.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9273    0.8067   -0.8602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8684    0.7048   -0.6291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1320   -1.2793   -1.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2520   -0.4182    0.8397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5650   -1.0406    1.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1637    1.8993    0.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6199    1.1749    1.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4867    3.1651    3.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4063    0.1489   -2.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0685   -3.2704   -2.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4039   -3.2887   -2.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3261    1.9459    0.5775 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
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 21 27  1  0
 27 28  2  0
 27 29  1  0
 17 30  1  0
 30 31  2  0
 11 32  1  0
  8  2  1  0
 31 14  1  0
 32  6  1  0
  1 33  1  0
  1 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  1
 12 40  1  0
 12 41  1  0
 13 42  1  0
 15 43  1  0
 16 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 22 48  1  0
 23 49  1  0
 23 50  1  0
 26 51  1  0
 29 52  1  0
 30 53  1  0
 31 54  1  0
 32 55  1  0
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 116                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  O   UNK     0       6.574  -0.400   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      18.664   1.973   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0       9.285  -1.887   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0       9.285  -5.073   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      13.347  -2.668   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0       6.574  -5.020   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0       5.241  -2.710   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      20.007  -0.332   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0       3.907  -5.020   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      10.680  -2.678   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.680  -4.282   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.011  -1.903   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.908  -2.710   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.908  -4.250   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.678  -1.893   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.574  -1.940   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.241  -4.250   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      16.015  -2.657   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.672  -0.352   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      17.339  -0.342   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.345  -1.882   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.003   0.423   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      18.670   0.433   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      21.341   0.438   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      21.341   1.978   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      20.252   3.067   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      22.674   2.748   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      22.674  -0.332   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      22.674  -1.872   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      24.008  -2.642   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      24.008  -4.182   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      25.342  -1.872   0.000  0.00  0.00           O+0
CONECT    1   16                                                            
CONECT    2   23                                                            
CONECT    3   10   13                                                       
CONECT    4   11   14                                                       
CONECT    5   12   15                                                       
CONECT    6   14   17                                                       
CONECT    7   16   17                                                       
CONECT    8   23   24                                                       
CONECT    9   17                                                            
CONECT   10    3   11   12                                                  
CONECT   11    4   10                                                       
CONECT   12    5   10                                                       
CONECT   13    3   14   16                                                  
CONECT   14    4    6   13                                                  
CONECT   15    5   18   19                                                  
CONECT   16    1    7   13                                                  
CONECT   17    6    7    9                                                  
CONECT   18   15   21                                                       
CONECT   19   15   22                                                       
CONECT   20   21   22   23                                                  
CONECT   21   18   20                                                       
CONECT   22   19   20                                                       
CONECT   23    2    8   20                                                  
CONECT   24    8   25   28                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   24   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

COMPND    HMDB0001846
HETATM    1  N1  UNL     1       9.137   0.449   1.666  1.00  0.00           N  
HETATM    2  C1  UNL     1       7.745   0.577   1.374  1.00  0.00           C  
HETATM    3  N2  UNL     1       7.249   1.807   1.165  1.00  0.00           N  
HETATM    4  C2  UNL     1       5.942   2.004   0.884  1.00  0.00           C  
HETATM    5  O1  UNL     1       5.449   3.129   0.685  1.00  0.00           O  
HETATM    6  C3  UNL     1       5.139   0.881   0.821  1.00  0.00           C  
HETATM    7  C4  UNL     1       5.659  -0.361   1.037  1.00  0.00           C  
HETATM    8  N3  UNL     1       6.975  -0.511   1.315  1.00  0.00           N  
HETATM    9  N4  UNL     1       4.804  -1.476   0.963  1.00  0.00           N  
HETATM   10  C5  UNL     1       3.390  -1.423   0.742  1.00  0.00           C  
HETATM   11  C6  UNL     1       2.910  -0.112   0.180  1.00  0.00           C  
HETATM   12  C7  UNL     1       2.862  -0.216  -1.329  1.00  0.00           C  
HETATM   13  N5  UNL     1       1.988  -1.234  -1.824  1.00  0.00           N  
HETATM   14  C8  UNL     1       0.585  -1.219  -1.707  1.00  0.00           C  
HETATM   15  C9  UNL     1      -0.049  -0.075  -1.301  1.00  0.00           C  
HETATM   16  C10 UNL     1      -1.447  -0.090  -1.177  1.00  0.00           C  
HETATM   17  C11 UNL     1      -2.178  -1.212  -1.450  1.00  0.00           C  
HETATM   18  C12 UNL     1      -3.621  -1.303  -1.343  1.00  0.00           C  
HETATM   19  O2  UNL     1      -4.246  -2.361  -1.653  1.00  0.00           O  
HETATM   20  N6  UNL     1      -4.349  -0.175  -0.878  1.00  0.00           N  
HETATM   21  C13 UNL     1      -5.796  -0.310  -0.786  1.00  0.00           C  
HETATM   22  C14 UNL     1      -6.171  -0.231   0.671  1.00  0.00           C  
HETATM   23  C15 UNL     1      -5.732   1.107   1.205  1.00  0.00           C  
HETATM   24  C16 UNL     1      -6.095   1.262   2.637  1.00  0.00           C  
HETATM   25  O3  UNL     1      -6.682   0.335   3.209  1.00  0.00           O  
HETATM   26  O4  UNL     1      -5.778   2.416   3.297  1.00  0.00           O  
HETATM   27  C17 UNL     1      -6.489   0.798  -1.486  1.00  0.00           C  
HETATM   28  O5  UNL     1      -5.898   1.731  -2.081  1.00  0.00           O  
HETATM   29  O6  UNL     1      -7.878   0.782  -1.469  1.00  0.00           O  
HETATM   30  C18 UNL     1      -1.502  -2.368  -1.864  1.00  0.00           C  
HETATM   31  C19 UNL     1      -0.130  -2.389  -1.997  1.00  0.00           C  
HETATM   32  N7  UNL     1       3.758   0.997   0.532  1.00  0.00           N  
HETATM   33  H1  UNL     1       9.454   0.536   2.641  1.00  0.00           H  
HETATM   34  H2  UNL     1       9.776   0.269   0.843  1.00  0.00           H  
HETATM   35  H3  UNL     1       7.328  -1.484   1.473  1.00  0.00           H  
HETATM   36  H4  UNL     1       5.235  -2.429   1.079  1.00  0.00           H  
HETATM   37  H5  UNL     1       3.120  -2.251   0.048  1.00  0.00           H  
HETATM   38  H6  UNL     1       2.886  -1.671   1.713  1.00  0.00           H  
HETATM   39  H7  UNL     1       1.921   0.074   0.636  1.00  0.00           H  
HETATM   40  H8  UNL     1       2.613   0.797  -1.770  1.00  0.00           H  
HETATM   41  H9  UNL     1       3.911  -0.392  -1.669  1.00  0.00           H  
HETATM   42  H10 UNL     1       2.440  -2.065  -2.319  1.00  0.00           H  
HETATM   43  H11 UNL     1       0.525   0.810  -1.094  1.00  0.00           H  
HETATM   44  H12 UNL     1      -1.927   0.807  -0.860  1.00  0.00           H  
HETATM   45  H13 UNL     1      -3.868   0.705  -0.629  1.00  0.00           H  
HETATM   46  H14 UNL     1      -6.132  -1.279  -1.230  1.00  0.00           H  
HETATM   47  H15 UNL     1      -7.252  -0.418   0.840  1.00  0.00           H  
HETATM   48  H16 UNL     1      -5.565  -1.041   1.178  1.00  0.00           H  
HETATM   49  H17 UNL     1      -6.164   1.899   0.562  1.00  0.00           H  
HETATM   50  H18 UNL     1      -4.620   1.175   1.103  1.00  0.00           H  
HETATM   51  H19 UNL     1      -6.487   3.165   3.304  1.00  0.00           H  
HETATM   52  H20 UNL     1      -8.406   0.149  -2.061  1.00  0.00           H  
HETATM   53  H21 UNL     1      -2.069  -3.270  -2.087  1.00  0.00           H  
HETATM   54  H22 UNL     1       0.404  -3.289  -2.319  1.00  0.00           H  
HETATM   55  H23 UNL     1       3.326   1.946   0.577  1.00  0.00           H  
CONECT    1    2   33   34
CONECT    2    3    3    8
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7    7   32
CONECT    7    8    9
CONECT    8   35
CONECT    9   10   36
CONECT   10   11   37   38
CONECT   11   12   32   39
CONECT   12   13   40   41
CONECT   13   14   42
CONECT   14   15   15   31
CONECT   15   16   43
CONECT   16   17   17   44
CONECT   17   18   30
CONECT   18   19   19   20
CONECT   20   21   45
CONECT   21   22   27   46
CONECT   22   23   47   48
CONECT   23   24   49   50
CONECT   24   25   25   26
CONECT   26   51
CONECT   27   28   28   29
CONECT   29   52
CONECT   30   31   31   53
CONECT   31   54
CONECT   32   55
END

HMDB0001846
     RDKit          3D
Tetrahydrofolic acid
 55 57  0  0  0  0  0  0  0  0999 V2000
    9.1366    0.4493    1.6665 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7455    0.5774    1.3745 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2490    1.8070    1.1652 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9416    2.0038    0.8838 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4491    3.1288    0.6846 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1389    0.8812    0.8214 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6591   -0.3611    1.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9749   -0.5107    1.3155 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8042   -1.4759    0.9629 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3903   -1.4227    0.7419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9101   -0.1123    0.1801 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8615   -0.2163   -1.3286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9884   -1.2337   -1.8236 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5847   -1.2193   -1.7066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0492   -0.0752   -1.3007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4467   -0.0902   -1.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1785   -1.2124   -1.4504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6215   -1.3034   -1.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2457   -2.3612   -1.6535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3487   -0.1751   -0.8783 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7957   -0.3102   -0.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1707   -0.2309    0.6714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7318    1.1073    1.2053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0952    1.2621    2.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6821    0.3354    3.2094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7785    2.4165    3.2969 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4886    0.7980   -1.4860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8976    1.7306   -2.0812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8777    0.7823   -1.4694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5020   -2.3684   -1.8643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1297   -2.3886   -1.9966 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7576    0.9970    0.5325 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4545    0.5355    2.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7759    0.2685    0.8431 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3279   -1.4842    1.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2346   -2.4286    1.0790 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1202   -2.2506    0.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8862   -1.6707    1.7128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9206    0.0739    0.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6125    0.7967   -1.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9106   -0.3918   -1.6689 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4401   -2.0655   -2.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5251    0.8105   -1.0945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9273    0.8067   -0.8602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8684    0.7048   -0.6291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1320   -1.2793   -1.2296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2520   -0.4182    0.8397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5650   -1.0406    1.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1637    1.8993    0.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6199    1.1749    1.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4867    3.1651    3.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4063    0.1489   -2.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0685   -3.2704   -2.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4039   -3.2887   -2.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3261    1.9459    0.5775 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
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 21 27  1  0
 27 28  2  0
 27 29  1  0
 17 30  1  0
 30 31  2  0
 11 32  1  0
  8  2  1  0
 31 14  1  0
 32  6  1  0
  1 33  1  0
  1 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  1
 12 40  1  0
 12 41  1  0
 13 42  1  0
 15 43  1  0
 16 44  1  0
 20 45  1  0
 21 46  1  0
 22 47  1  0
 22 48  1  0
 23 49  1  0
 23 50  1  0
 26 51  1  0
 29 52  1  0
 30 53  1  0
 31 54  1  0
 32 55  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Tetrahydrofolate	Generator
(6S)-Tetrahydrofolate	HMDB
(6S)-Tetrahydrofolic acid	HMDB
5,6,7,8-Tetrahydrofolate	HMDB
5,6,7,8-Tetrahydrofolic acid	HMDB
Tetra-H-folate	HMDB
Tetrahydrafolate	HMDB
Tetrahydropteroyl mono-L-glutamate	HMDB
Tetrahydropteroylglutamate	HMDB

Chemical Formula

C₁₉H₂₃N₇O₆

Average Mass

445.4292 Da

Monoisotopic Mass

445.17098 Da

IUPAC Name

2-{[4-({[(6S)-4-hydroxy-2-imino-1,2,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)phenyl]formamido}pentanedioic acid

Traditional Name

2-{[4-({[(6S)-4-hydroxy-2-imino-5,6,7,8-tetrahydro-1H-pteridin-6-yl]methyl}amino)phenyl]formamido}pentanedioic acid

CAS Registry Number

135-16-0

SMILES

NC1=NC(=O)C2=C(NC[C@H](CNC3=CC=C(C=C3)C(=O)NC(CCC(O)=O)C(O)=O)N2)N1

InChI Identifier

InChI=1S/C19H23N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,11-12,21,23H,5-8H2,(H,24,29)(H,27,28)(H,31,32)(H4,20,22,25,26,30)/t11-,12?/m0/s1

InChI Key

MSTNYGQPCMXVAQ-PXYINDEMSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, 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
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Abelmoschus esculentus	FooDB	FooDB
Actinidia chinensis	FooDB	FooDB
Agaricus bisporus	FooDB	FooDB
Agave	FooDB	FooDB
Allium ampeloprasum	FooDB	FooDB
Allium ascalonicum	FooDB	FooDB
Allium cepa	FooDB	FooDB
Allium cepa L.	FooDB	FooDB
Allium fistulosum	FooDB	FooDB
Allium sativum	FooDB	FooDB
Allium schoenoprasum	FooDB	FooDB
Allium tuberosum	FooDB	FooDB
Aloysia triphylla	FooDB	FooDB
Amaranthus	FooDB	FooDB
Amelanchier alnifolia	FooDB	FooDB
Anacardium occidentale	FooDB	FooDB
Ananas comosus	FooDB	FooDB
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anethum graveolens	FooDB	FooDB
Angelica keiskei	FooDB	FooDB
Annona cherimola	FooDB	FooDB
Annona muricata	FooDB	FooDB
Annona reticulata	FooDB	FooDB
Annona squamosa	FooDB	FooDB
Anser anser	FooDB	FooDB
Anthriscus cerefolium	FooDB	FooDB
Apium graveolens	FooDB	FooDB
Apium graveolens var. dulce	FooDB	FooDB
Apium graveolens var. rapaceum	FooDB	FooDB
Apium graveolens var. secalinum	FooDB	FooDB
Arabidopsis thaliana	KNApSAcK Database	22123792
Arachis hypogaea	FooDB	FooDB
Arctium lappa	FooDB	FooDB
Armoracia rusticana	FooDB	FooDB
Artemisia dracunculus	FooDB	FooDB
Artemisia vulgaris	FooDB	FooDB
Artocarpus altilis	FooDB	FooDB
Artocarpus heterophyllus	FooDB	FooDB
Asparagus officinalis	FooDB	FooDB
Attalea speciosa	FooDB	FooDB
Auricularia auricula-judae	FooDB	FooDB
Auricularia polytricha	FooDB	FooDB
Avena sativa L.	FooDB	FooDB
Averrhoa carambola	FooDB	FooDB
Basella alba	FooDB	FooDB
Benincasa hispida	FooDB	FooDB
Bertholletia excelsa	FooDB	FooDB
Beta vulgaris	FooDB	FooDB
Beta vulgaris ssp. cicla	FooDB	FooDB
Bison bison	FooDB	FooDB
Borago officinalis	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Brassica alboglabra	FooDB	FooDB
Brassica juncea	FooDB	FooDB
Brassica napus	FooDB	FooDB
Brassica napus var. napus	FooDB	FooDB
Brassica oleracea	FooDB	FooDB
Brassica oleracea var. botrytis	FooDB	FooDB
Brassica oleracea var. capitata	FooDB	FooDB
Brassica oleracea var. gemmifera	FooDB	FooDB
Brassica oleracea var. gongylodes	FooDB	FooDB
Brassica oleracea var. italica	FooDB	FooDB
Brassica oleracea var. sabauda	FooDB	FooDB
Brassica oleracea var. viridis	FooDB	FooDB
Brassica rapa	FooDB	FooDB
Brassica rapa ssp. chinensis	FooDB	FooDB
Brassica rapa var. pekinensis	FooDB	FooDB
Brassica rapa var. rapa	FooDB	FooDB
Brassica ruvo	FooDB	FooDB
Brosimum alicastrum	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Byrsonima crassifolia	FooDB	FooDB
Cajanus cajan	FooDB	FooDB
Canarium ovatum	FooDB	FooDB
Cannabis sativa	CannabisDB	Not Available
Cantharellus cibarius	FooDB	FooDB
Capparis spinosa	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Capsicum annuum	FooDB	FooDB
Capsicum annuum L.	FooDB	FooDB
Capsicum annuum var. annuum	FooDB	FooDB
Capsicum chinense	FooDB	FooDB
Capsicum pubescens	FooDB	FooDB
Carica papaya L.	FooDB	FooDB
Carissa macrocarpa	FooDB	FooDB
Carthamus tinctorius	FooDB	FooDB
Carum carvi	FooDB	FooDB
Carya	FooDB	FooDB
Carya illinoinensis	FooDB	FooDB
Castanea	FooDB	FooDB
Castanea crenata	FooDB	FooDB
Castanea mollissima	FooDB	FooDB
Castanea sativa	FooDB	FooDB
Ceratonia siliqua	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Chamaemelum nobile	FooDB	FooDB
Chamerion angustifolium	FooDB	FooDB
Chenopodium album	FooDB	FooDB
Chenopodium quinoa	FooDB	FooDB
Chrysanthemum coronarium	FooDB	FooDB
Cicer arietinum	FooDB	FooDB
Cichorium endivia	FooDB	FooDB
Cichorium intybus	FooDB	FooDB
Cinnamomum	FooDB	FooDB
Cinnamomum aromaticum	FooDB	FooDB
Cinnamomum verum	FooDB	FooDB
Cirsium	FooDB	FooDB
Citrullus lanatus	FooDB	FooDB
Citrus ×limon (L.) Burm. f. (pro sp.)	FooDB	FooDB
Citrus aurantiifolia	FooDB	FooDB
Citrus latifolia	FooDB	FooDB
Citrus limon	FooDB	FooDB
Citrus maxima	FooDB	FooDB
Citrus paradisi	FooDB	FooDB
Citrus reticulata	FooDB	FooDB
Citrus X sinensis (L.) Osbeck (pro. sp.)	FooDB	FooDB
Cocos nucifera	FooDB	FooDB
Coffea arabica L.	FooDB	FooDB
Coffea canephora	FooDB	FooDB
Colocasia esculenta	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Corchorus olitorius	FooDB	FooDB
Coriandrum sativum L.	FooDB	FooDB
Corylus	FooDB	FooDB
Corylus avellana	FooDB	FooDB
Crateva religiosa	FooDB	FooDB
Crocus sativus	FooDB	FooDB
Cucumis melo	FooDB	FooDB
Cucumis metuliferus	FooDB	FooDB
Cucumis sativus L.	FooDB	FooDB
Cucurbita	FooDB	FooDB
Cucurbita maxima	FooDB	FooDB
Cucurbita moschata	FooDB	FooDB
Cuminum cyminum	FooDB	FooDB
Curcuma longa	FooDB	FooDB
Cydonia oblonga	FooDB	FooDB
Cymbopogon citratus	FooDB	FooDB
Cynara cardunculus	FooDB	FooDB
Cynara scolymus	FooDB	FooDB
Daucus carota	FooDB	FooDB
Daucus carota ssp. sativus	FooDB	FooDB
Dimocarpus longan	FooDB	FooDB
Dioscorea	FooDB	FooDB
Dioscorea pentaphylla	FooDB	FooDB
Diospyros	FooDB	FooDB
Diospyros kaki	FooDB	FooDB
Diospyros virginiana	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Durio zibethinus	FooDB	FooDB
Dysphania ambrosioides	FooDB	FooDB
Elaeis	FooDB	FooDB
Eleocharis dulcis	FooDB	FooDB
Elettaria cardamomum	FooDB	FooDB
Empetrum nigrum	FooDB	FooDB
Equus caballus	FooDB	FooDB
Eragrostis tef	FooDB	FooDB
Eriobotrya japonica	FooDB	FooDB
Eruca vesicaria subsp. Sativa	FooDB	FooDB
Eugenia javanica	FooDB	FooDB
Eugenia uniflora	FooDB	FooDB
Eutrema japonicum	FooDB	FooDB
Fagopyrum esculentum	FooDB	FooDB
Fagopyrum tataricum	FooDB	FooDB
Fagus	FooDB	FooDB
Feijoa sellowiana	FooDB	FooDB
Ficus carica	FooDB	FooDB
Flammulina velutipes	FooDB	FooDB
Foeniculum vulgare	FooDB	FooDB
Fragaria x ananassa	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Garcinia mangostana	FooDB	FooDB
Gaylussacia baccata	FooDB	FooDB
Ginkgo biloba	FooDB	FooDB
Glycine max	FooDB	FooDB
Gossypium	FooDB	FooDB
Grifola frondosa	FooDB	FooDB
Hedysarum alpinum	FooDB	FooDB
Helianthus annuus L.	FooDB	FooDB
Helianthus tuberosus	FooDB	FooDB
Hibiscus sabbariffa	FooDB	FooDB
Hippophae rhamnoides	FooDB	FooDB
Hordeum vulgare	FooDB	FooDB
Hyssopus officinalis L.	FooDB	FooDB
Illicium verum	FooDB	FooDB
Ipomoea aquatica	FooDB	FooDB
Ipomoea batatas	FooDB	FooDB
Juglans	FooDB	FooDB
Juglans ailanthifolia	FooDB	FooDB
Juglans cinerea	FooDB	FooDB
Juglans nigra L.	FooDB	FooDB
Juglans regia	FooDB	FooDB
Lablab purpureus	FooDB	FooDB
Lactuca sativa	FooDB	FooDB
Lagenaria siceraria	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Lathyrus sativus	FooDB	FooDB
Laurus nobilis L.	FooDB	FooDB
Lens culinaris	FooDB	FooDB
Lentinus edodes	FooDB	FooDB
Lepidium sativum	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Levisticum officinale	FooDB	FooDB
Linum usitatissimum	FooDB	FooDB
Litchi chinensis	FooDB	FooDB
Luffa aegyptiaca	FooDB	FooDB
Lupinus	FooDB	FooDB
Lupinus albus	FooDB	FooDB
Macadamia	FooDB	FooDB
Macadamia tetraphylla	FooDB	FooDB
Malpighia emarginata	FooDB	FooDB
Malus	FooDB	FooDB
Malus pumila	FooDB	FooDB
Mammea americana	FooDB	FooDB
Mangifera indica	FooDB	FooDB
Manihot esculenta	FooDB	FooDB
Manilkara zapota	FooDB	FooDB
Maranta arundinacea	FooDB	FooDB
Matricaria recutita	FooDB	FooDB
Matteuccia struthiopteris	FooDB	FooDB
Medicago sativa	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Melissa officinalis L.	FooDB	FooDB
Mentha	FooDB	FooDB
Mentha aquatica	FooDB	FooDB
Mentha arvensis	FooDB	FooDB
Mentha spicata	FooDB	FooDB
Mentha x piperita	FooDB	FooDB
Mespilus germanica	FooDB	FooDB
Metroxylon sagu	FooDB	FooDB
Momordica charantia	FooDB	FooDB
Morchellaceae	FooDB	FooDB
Morella rubra	FooDB	FooDB
Moringa oleifera	FooDB	FooDB
Morus	FooDB	FooDB
Morus nigra	FooDB	FooDB
Musa acuminata	FooDB	FooDB
Musa x paradisiaca	FooDB	FooDB
Myrica	FooDB	FooDB
Myristica fragrans	FooDB	FooDB
Nelumbo	FooDB	FooDB
Nelumbo nucifera	FooDB	FooDB
Nephelium lappaceum	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Nuphar lutea	FooDB	FooDB
Ocimum basilicum	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oenothera biennis	FooDB	FooDB
Olea europaea	FooDB	FooDB
Opuntia	FooDB	FooDB
Opuntia cochenillifera	FooDB	FooDB
Opuntia macrorhiza	FooDB	FooDB
Origanum majorana	FooDB	FooDB
Origanum onites	FooDB	FooDB
Origanum vulgare	FooDB	FooDB
Origanum X majoricum	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Oryza rufipogon	FooDB	FooDB
Oryza sativa	FooDB	FooDB
Ovis aries	FooDB	FooDB
Pachyrhizus erosus	FooDB	FooDB
Panax ginseng	FooDB	FooDB
Pangium edule	FooDB	FooDB
Panicum miliaceum	FooDB	FooDB
Passiflora edulis	FooDB	FooDB
Pastinaca sativa	FooDB	FooDB
Pediomelum esculentum	FooDB	FooDB
Perideridia oregana	FooDB	FooDB
Persea americana	FooDB	FooDB
Petasites japonicus	FooDB	FooDB
Petroselinum crispum	FooDB	FooDB
Phaseolus coccineus	FooDB	FooDB
Phaseolus lunatus	FooDB	FooDB
Phaseolus vulgaris	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Phoenix dactylifera	FooDB	FooDB
Photinia melanocarpa	FooDB	FooDB
Phyllostachys edulis	FooDB	FooDB
Physalis	FooDB	FooDB
Physalis philadelphica var. immaculata	FooDB	FooDB
Phytolacca americana	FooDB	FooDB
Pimenta dioica	FooDB	FooDB
Pimpinella anisum	FooDB	FooDB
Pinus	FooDB	FooDB
Pinus edulis	FooDB	FooDB
Piper nigrum L.	FooDB	FooDB
Pistacia vera	FooDB	FooDB
Pisum sativum	FooDB	FooDB
Pleurotus ostreatus	FooDB	FooDB
Polygonum alpinum	FooDB	FooDB
Portulaca oleracea	FooDB	FooDB
Pouteria sapota	FooDB	FooDB
Prunus armeniaca	FooDB	FooDB
Prunus avium	FooDB	FooDB
Prunus avium L.	FooDB	FooDB
Prunus cerasus	FooDB	FooDB
Prunus domestica	FooDB	FooDB
Prunus dulcis	FooDB	FooDB
Prunus persica	FooDB	FooDB
Prunus persica var. nucipersica	FooDB	FooDB
Prunus persica var. persica	FooDB	FooDB
Prunus tomentosa	FooDB	FooDB
Prunus virginiana	FooDB	FooDB
Psidium cattleianum	FooDB	FooDB
Psidium guajava	FooDB	FooDB
Psophocarpus tetragonolobus	FooDB	FooDB
Punica granatum	FooDB	FooDB
Pyrus communis	FooDB	FooDB
Pyrus pyrifolia	FooDB	FooDB
Quercus	FooDB	FooDB
Raphanus sativus	FooDB	FooDB
Raphanus sativus var. longipinnatus	FooDB	FooDB
Raphanus sativus var. sativus	FooDB	FooDB
Rheum rhabarbarum	FooDB	FooDB
Ribes aureum	FooDB	FooDB
Ribes glandulosum	FooDB	FooDB
Ribes nigrum	FooDB	FooDB
Ribes rubrum	FooDB	FooDB
Ribes uva-crispa	FooDB	FooDB
Rosa	FooDB	FooDB
Rubus arcticus	FooDB	FooDB
Rubus chamaemorus	FooDB	FooDB
Rubus idaeus	FooDB	FooDB
Rubus occidentalis	FooDB	FooDB
Rubus spectabilis	FooDB	FooDB
Rumex	FooDB	FooDB
Rumex acetosa	FooDB	FooDB
Rumex articus	FooDB	FooDB
Sagittaria latifolia	FooDB	FooDB
Salix pulchra	FooDB	FooDB
Salvia elegans	FooDB	FooDB
Salvia hispanica	FooDB	FooDB
Salvia officinalis	FooDB	FooDB
Salvia rosmarinus	FooDB	FooDB
Sambucus nigra	FooDB	FooDB
Sambucus nigra L.	FooDB	FooDB
Satureja hortensis L.	FooDB	FooDB
Satureja montana	FooDB	FooDB
Scorzonera hispanica	FooDB	FooDB
Secale cereale	FooDB	FooDB
Sechium edule	FooDB	FooDB
Sesamum indicum	FooDB	FooDB
Sesbania bispinosa	FooDB	FooDB
Sinapis alba	FooDB	FooDB
Sisymbrium	FooDB	FooDB
Solanum lycopersicum	FooDB	FooDB
Solanum lycopersicum var. cerasiforme	FooDB	FooDB
Solanum lycopersicum var. lycopersicum	FooDB	FooDB
Solanum melongena	FooDB	FooDB
Solanum quitoense	FooDB	FooDB
Solanum tuberosum	FooDB	FooDB
Sorbus aucuparia	FooDB	FooDB
Sorghum bicolor	FooDB	FooDB
Spinacia oleracea	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB
Syzygium aromaticum	FooDB	FooDB
Syzygium cumini	FooDB	FooDB
Syzygium jambos	FooDB	FooDB
Tamarindus indica	FooDB	FooDB
Taraxacum officinale	FooDB	FooDB
Tetragonia tetragonioides	FooDB	FooDB
Thelesperma	FooDB	FooDB
Thymus pulegioides	FooDB	FooDB
Thymus vulgaris	FooDB	FooDB
Tilia cordata	FooDB	FooDB
Tilia L.	FooDB	FooDB
Tragopogon porrifolius	FooDB	FooDB
Trigonella foenum-graecum	FooDB	FooDB
Triticum	FooDB	FooDB
Triticum aestivum	FooDB	FooDB
Triticum durum	FooDB	FooDB
Triticum spelta	FooDB	FooDB
Triticum turanicum	FooDB	FooDB
Typha angustifolia	FooDB	FooDB
Vaccinium	FooDB	FooDB
Vaccinium angustifolium	FooDB	FooDB
Vaccinium angustifolium X Vaccinium corymbosum	FooDB	FooDB
Vaccinium arboreum	FooDB	FooDB
Vaccinium corymbosum	FooDB	FooDB
Vaccinium deliciosum	FooDB	FooDB
Vaccinium elliottii	FooDB	FooDB
Vaccinium macrocarpon	FooDB	FooDB
Vaccinium myrtilloides	FooDB	FooDB
Vaccinium myrtillus	FooDB	FooDB
Vaccinium ovalifolium	FooDB	FooDB
Vaccinium ovatum	FooDB	FooDB
Vaccinium oxycoccos	FooDB	FooDB
Vaccinium parvifolium	FooDB	FooDB
Vaccinium reticulatum	FooDB	FooDB
Vaccinium stamineum	FooDB	FooDB
Vaccinium uliginosum	FooDB	FooDB
Vaccinium vitis-idaea	FooDB	FooDB
Valerianella locusta	FooDB	FooDB
Vanilla	FooDB	FooDB
Verbena officinalis	FooDB	FooDB
Viburnum edule	FooDB	FooDB
Vicia faba	FooDB	FooDB
Vigna aconitifolia	FooDB	FooDB
Vigna angularis	FooDB	FooDB
Vigna mungo	FooDB	FooDB
Vigna radiata	FooDB	FooDB
Vigna umbellata	FooDB	FooDB
Vigna unguiculata	FooDB	FooDB
Vigna unguiculata ssp. cylindrica	FooDB	FooDB
Vigna unguiculata ssp. unguiculata	FooDB	FooDB
Vigna unguiculata var. sesquipedalis	FooDB	FooDB
Vitis	FooDB	FooDB
Vitis aestivalis	FooDB	FooDB
Vitis labrusca	FooDB	FooDB
Vitis rotundifolia	FooDB	FooDB
Vitis vinifera L.	FooDB	FooDB
Xanthosoma sagittifolium	FooDB	FooDB
Zea mays L.	FooDB	FooDB
Zingiber officinale	FooDB	FooDB
Zizania	FooDB	FooDB
Zizania aquatica	FooDB	FooDB
Ziziphus zizyphus	FooDB	FooDB

Species Where Detected

Species Name	Source	Reference
Escherichia coli	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetrahydrofolic acids. These are heterocyclic compounds based on the 5,6,7,8-tetrahydropteroic acid skeleton conjugated with at least one L-glutamic acid unit.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pteridines and derivatives

Sub Class

Pterins and derivatives

Direct Parent

Tetrahydrofolic acids

Alternative Parents

Substituents

Tetrahydrofolic acid
Glutamic acid or derivatives
Hippuric acid or derivatives
Hippuric acid
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Aminobenzamide
Aminobenzoic acid or derivatives
Benzamide
Benzoic acid or derivatives
Benzoyl
Phenylalkylamine
Aniline or substituted anilines
Aminopyrimidine
Pyrimidone
Secondary aliphatic/aromatic amine
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Benzenoid
Pyrimidine
Heteroaromatic compound
Vinylogous amide
Amino acid or derivatives
Secondary carboxylic acid amide
Carboxamide group
Amino acid
Azacycle
Carboxylic acid derivative
Carboxylic acid
Secondary amine
Primary amine
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Amine
Organopnictogen compound
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	250 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.27 g/L	Not Available
LogP	-2.7	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.27 g/L	ALOGPS
logP	-0.96	ALOGPS
logP	-3.6	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	2.04	ChemAxon
pKa (Strongest Basic)	5.76	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	208.26 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	132.4 m³·mol⁻¹	ChemAxon
Polarizability	44.57 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0001846

DrugBank ID

Not Available

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

20506

Good Scents ID

Not Available

References

General References

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Pufulete M, Al-Ghnaniem R, Khushal A, Appleby P, Harris N, Gout S, Emery PW, Sanders TA: Effect of folic acid supplementation on genomic DNA methylation in patients with colorectal adenoma. Gut. 2005 May;54(5):648-53. [PubMed:15831910 ]
Stuerenburg HJ, Ganzer S, Arlt S, Muller-Thomsen T: The influence of smoking on plasma folate and lipoproteins in Alzheimer disease, mild cognitive impairment and depression. Neuro Endocrinol Lett. 2005 Jun;26(3):261-3. [PubMed:15990733 ]
Tchantchou F: Homocysteine metabolism and various consequences of folate deficiency. J Alzheimers Dis. 2006 Aug;9(4):421-7. [PubMed:16917151 ]
Garbis SD, Melse-Boonstra A, West CE, van Breemen RB: Determination of folates in human plasma using hydrophilic interaction chromatography-tandem mass spectrometry. Anal Chem. 2001 Nov 15;73(22):5358-64. [PubMed:11816560 ]
Kamen BA, Smith AK: A review of folate receptor alpha cycling and 5-methyltetrahydrofolate accumulation with an emphasis on cell models in vitro. Adv Drug Deliv Rev. 2004 Apr 29;56(8):1085-97. [PubMed:15094208 ]
Ahmed F, Khan MR, Akhtaruzzaman M, Karim R, Marks GC, Banu CP, Nahar B, Williams G: Efficacy of twice-weekly multiple micronutrient supplementation for improving the hemoglobin and micronutrient status of anemic adolescent schoolgirls in Bangladesh. Am J Clin Nutr. 2005 Oct;82(4):829-35. [PubMed:16210713 ]
Zhu WY, Alliegro MA, Melera PW: The rate of folate receptor alpha (FR alpha) synthesis in folate depleted CHL cells is regulated by a translational mechanism sensitive to media folate levels, while stable overexpression of its mRNA is mediated by gene amplification and an increase in transcript half-life. J Cell Biochem. 2001 Mar 26;81(2):205-19. [PubMed:11241661 ]
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Asrar FM, O'Connor DL: Bacterially synthesized folate and supplemental folic acid are absorbed across the large intestine of piglets. J Nutr Biochem. 2005 Oct;16(10):587-93. [PubMed:16081276 ]
Pieniazek D, Kubalska J, Pronicka E, Stecko E: Disturbances in histidine metabolism in children with speech abnormalities. Acta Anthropogenet. 1985;9(1-3):117-21. [PubMed:2887178 ]
Ozer B, Serin E, Gumurdulu Y, Kayaselcuk F, Anarat R, Gur G, Kul K, Guclu M, Boyacioglu S: Helicobacter pylori eradication lowers serum homocysteine level in patients without gastric atrophy. World J Gastroenterol. 2005 May 14;11(18):2764-7. [PubMed:15884118 ]
Greenwald P, Milner JA, Anderson DE, McDonald SS: Micronutrients in cancer chemoprevention. Cancer Metastasis Rev. 2002;21(3-4):217-30. [PubMed:12549762 ]
Siega-Riz AM, Savitz DA, Zeisel SH, Thorp JM, Herring A: Second trimester folate status and preterm birth. Am J Obstet Gynecol. 2004 Dec;191(6):1851-7. [PubMed:15592264 ]
Taber LD, O'Brien P, Bowsher RR, Sportsman JR: Competitive particle concentration fluorescence immunoassay for measuring 5,10-dideaza-5,6,7,8-tetrahydrofolic acid (lometrexol) in serum. Clin Chem. 1991 Feb;37(2):254-60. [PubMed:1993335 ]
Mattson MP: Gene-diet interactions in brain aging and neurodegenerative disorders. Ann Intern Med. 2003 Sep 2;139(5 Pt 2):441-4. [PubMed:12965973 ]
Baggott JE, Johanning GL, Branham KE, Prince CW, Morgan SL, Eto I, Vaughn WH: Cofactor role for 10-formyldihydrofolic acid. Biochem J. 1995 Jun 15;308 ( Pt 3):1031-6. [PubMed:8948466 ]
Makino Y, Nagano M, Tamura K, Kawarabayashi T: Pregnancy complicated with pure red cell aplasia: a case report. J Perinat Med. 2003;31(6):530-4. [PubMed:14711112 ]
Pljesa S: [Possible complications of erythropoietin therapy in patients with chronic renal failure]. Med Pregl. 2004 May-Jun;57(5-6):254-7. [PubMed:15503795 ]
Wang S, Low PS: Folate-mediated targeting of antineoplastic drugs, imaging agents, and nucleic acids to cancer cells. J Control Release. 1998 Apr 30;53(1-3):39-48. [PubMed:9741912 ]
Hankey GJ, Eikelboom JW, Loh K, Tang M, Pizzi J, Thom J, Yi Q: Sustained homocysteine-lowering effect over time of folic acid-based multivitamin therapy in stroke patients despite increasing folate status in the population. Cerebrovasc Dis. 2005;19(2):110-6. Epub 2004 Dec 17. [PubMed:15608435 ]
Ramaekers VT, Rothenberg SP, Sequeira JM, Opladen T, Blau N, Quadros EV, Selhub J: Autoantibodies to folate receptors in the cerebral folate deficiency syndrome. N Engl J Med. 2005 May 12;352(19):1985-91. [PubMed:15888699 ]
Verwei M, Arkbage K, Mocking H, Havenaar R, Groten J: The binding of folic acid and 5-methyltetrahydrofolate to folate-binding proteins during gastric passage differs in a dynamic in vitro gastrointestinal model. J Nutr. 2004 Jan;134(1):31-7. [PubMed:14704289 ]
Mattson MP: Will caloric restriction and folate protect against AD and PD? Neurology. 2003 Feb 25;60(4):690-5. [PubMed:12601113 ]
Omura Y: Excessive use of Steroid Hormone & beneficial effects of True St. 36 acupuncture on malignant brain tumors--part I; how to estimate non-invasively presence of excess dose of Steroid Hormone in patients, baseball players & other professional athletes from its toxic effects on heart & pancreas, as well as persistent or recurrent infection--part II. Acupunct Electrother Res. 2005;30(1-2):57-102. [PubMed:16231633 ]
Paulionis L, Kane SL, Meckling KA: Vitamin status and cognitive function in a long-term care population. BMC Geriatr. 2005 Dec 13;5:16. [PubMed:16351716 ]
Lu S, Chen GL, Ren C, Kwabi-Addo B, Epner DE: Methionine restriction selectively targets thymidylate synthase in prostate cancer cells. Biochem Pharmacol. 2003 Sep 1;66(5):791-800. [PubMed:12948860 ]
Durga J, van Boxtel MP, Schouten EG, Bots ML, Kok FJ, Verhoef P: Folate and the methylenetetrahydrofolate reductase 677C-->T mutation correlate with cognitive performance. Neurobiol Aging. 2006 Feb;27(2):334-43. Epub 2005 Feb 24. [PubMed:16399216 ]
Smith DE, Kok RM, Teerlink T, Jakobs C, Smulders YM: Quantitative determination of erythrocyte folate vitamer distribution by liquid chromatography-tandem mass spectrometry. Clin Chem Lab Med. 2006;44(4):450-9. [PubMed:16599840 ]
Wolters M, Strohle A, Hahn A: [Age-associated changes in the metabolism of vitamin B(12) and folic acid: prevalence, aetiopathogenesis and pathophysiological consequences]. Z Gerontol Geriatr. 2004 Apr;37(2):109-35. [PubMed:15103481 ]
Sahr T, Ravanel S, Rebeille F: Tetrahydrofolate biosynthesis and distribution in higher plants. Biochem Soc Trans. 2005 Aug;33(Pt 4):758-62. [PubMed:16042593 ]

Showing NP-Card for Tetrahydrofolic acid (NP0000590)

MOL for NP0000590 (Tetrahydrofolic acid)

3D MOL for NP0000590 (Tetrahydrofolic acid)

3D SDF for NP0000590 (Tetrahydrofolic acid)

3D-SDF for NP0000590 (Tetrahydrofolic acid)

PDB for NP0000590 (Tetrahydrofolic acid)

3D PDB for NP0000590 (Tetrahydrofolic acid)

SMILES for NP0000590 (Tetrahydrofolic acid)

INCHI for NP0000590 (Tetrahydrofolic acid)

Structure for NP0000590 (Tetrahydrofolic acid)

3D Structure for NP0000590 (Tetrahydrofolic acid)