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

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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:10931, CHEBI:46069, CHEBI:12075, CHEBI:18606, CHEBI:15220, CHEBI:9482
Supplier Information
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Formula Source
C19H23N7O6 KEGG COMPOUND
Net Charge 0
Average Mass 445.42950
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
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
View more on the ChEBI Ontology
ChEBI Ontology
Outgoing (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 KEGG COMPOUND
(6S)-tetrahydrofolate ChEBI
(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
Database Links 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
General Comment
2004-01-09 The natural product is the 6S stereoisomer.
 
Last Modified
07 July 2010

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