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

ChEBI IDCHEBI:15635
ChEBI Name(6S)-5,6,7,8-tetrahydrofolic acid
Stars
ASCII Name(6S)-5,6,7,8-tetrahydrofolic acid
DefinitionA 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.
Secondary ChEBI IDsCHEBI:9482, CHEBI:10931, CHEBI:12075, CHEBI:15220, CHEBI:18606, CHEBI:46069
Last Modified25 July 2019
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC19H23N7O6
Net Charge0
Average Mass445.436
Monoisotopic Mass445.17098
SMILESNc1nc2c(c(=O)n1)N[C@@H](CNc1ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc1)CN2
InChIInChI=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
InChIKeyMSTNYGQPCMXVAQ-RYUDHWBXSA-N
Roles Classification
Biological Roles:
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 ).
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.
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.
Applications:
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.
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.
ChEBI Ontology
Outgoing Relation(s)
(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 Relation(s)
(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  Source
TetrahydrofolateKEGG COMPOUND
5,6,7,8-TetrahydrofolateKEGG COMPOUND
Tetrahydrofolic acidKEGG COMPOUND
THFKEGG COMPOUND
(6S)-TetrahydrofolateKEGG COMPOUND
(6S)-Tetrahydrofolic acidKEGG COMPOUND
Manual XrefsDatabases
C00101KEGG COMPOUND
THGPDBeChem
DB02031DrugBank
Registry NumbersSources
Beilstein:101190Beilstein
CAS:135-16-0KEGG COMPOUND
CAS:135-16-0ChemIDplus