CHEBI:15635 - (6S)-5,6,7,8-tetrahydrofolic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (6S)-5,6,7,8-tetrahydrofolic acid
ChEBI ID CHEBI:15635
ChEBI ASCII Name (6S)-5,6,7,8-tetrahydrofolic acid
Definition A derivative of folic acid in which the pteridine ring is fully reduced; it is the parent compound of a variety of coenzymes that serve as carriers of one-carbon groups in metabolic reactions.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:15220, CHEBI:9482, CHEBI:46069, CHEBI:10931, CHEBI:12075, CHEBI:18606
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Formula C19H23N7O6
Net Charge 0
Average Mass 445.42950
Monoisotopic Mass 445.17098
InChI 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
InChIKey MSTNYGQPCMXVAQ-RYUDHWBXSA-N
SMILES Nc1nc2NC[C@H](CNc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)Nc2c(=O)[nH]1
Roles Classification
Biological Role(s): cofactor
An organic molecule or ion (usually a metal ion) that is required by an enzyme for its activity. It may be attached either loosely (coenzyme) or tightly (prosthetic group).
Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
(via 5,6,7,8-tetrahydrofolic acid )
water-soluble vitamin (role)
Any vitamin that dissolves in water and readily absorbed into tissues for immediate use. Unlike the fat-soluble vitamins, they are not stored in the body and need to be replenished regularly in the diet and will rarely accumulate to toxic levels since they are quickly excreted from the body via urine.
(via B vitamin )
Application(s): nutraceutical
A product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance.
(via B vitamin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (6S)-5,6,7,8-tetrahydrofolic acid (CHEBI:15635) has role cofactor (CHEBI:23357)
(6S)-5,6,7,8-tetrahydrofolic acid (CHEBI:15635) is a 5,6,7,8-tetrahydrofolic acid (CHEBI:20506)
(6S)-5,6,7,8-tetrahydrofolic acid (CHEBI:15635) is conjugate acid of (6S)-5,6,7,8-tetrahydrofolate(2−) (CHEBI:57453)
Incoming (6S)-5,6,7,8-tetrahydrofolate(2−) (CHEBI:57453) is conjugate base of (6S)-5,6,7,8-tetrahydrofolic acid (CHEBI:15635)
IUPAC Name
N-[4-({[(6S)-2-amino-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)benzoyl]-L-glutamic acid
Synonyms Sources
(6S)-5,6,7,8-tetrahydrofolate ChEBI
(6S)-5,6,7,8-TETRAHYDROFOLATE PDBeChem
(6S)-5,6,7,8-tetrahydropteroylglutamate ChEBI
(6S)-H4folate JCBN
(6S)-tetrahydrofolate ChEBI
(6S)-Tetrahydrofolate KEGG COMPOUND
(6S)-Tetrahydrofolic acid KEGG COMPOUND
(6S)-THFA KEGG COMPOUND
5,6,7,8-Tetrahydrofolate KEGG COMPOUND
N-(5,6,7,8-tetrahydropteroyl)-L-glutamic acid ChEBI
Tetrahydrofolate KEGG COMPOUND
Tetrahydrofolic acid KEGG COMPOUND
THF KEGG COMPOUND
Manual Xrefs Databases
C00101 KEGG COMPOUND
DB02031 DrugBank
THG PDBeChem
View more database links
Registry Numbers Types Sources
101190 Beilstein Registry Number Beilstein
135-16-0 CAS Registry Number KEGG COMPOUND
135-16-0 CAS Registry Number ChemIDplus
Last Modified
25 July 2019
General Comment
2004-01-09 The natural product is the 6S stereoisomer.