CHEBI:57453 - (6S)-5,6,7,8-tetrahydrofolate(2−)

ChEBI IDCHEBI:57453
ChEBI Name(6S)-5,6,7,8-tetrahydrofolate(2−)
Stars
ASCII Name(6S)-5,6,7,8-tetrahydrofolate(2-)
DefinitionDianion of (6S)-5,6,7,8-tetrahydrofolic acid arising from deprotonation of both carboxylic acid functions.
Last Modified25 July 2019
DownloadsMolfile
FormulaC19H21N7O6
Net Charge-2
Average Mass443.420
Monoisotopic Mass443.15643
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)/p-2/t11-,12-/m0/s1
InChIKeyMSTNYGQPCMXVAQ-RYUDHWBXSA-L
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Roles Classification
Biological Roles:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
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).
ChEBI Ontology
Outgoing Relation(s)
(6S)-5,6,7,8-tetrahydrofolate(2−) (CHEBI:57453) has role cofactor (CHEBI:23357)
(6S)-5,6,7,8-tetrahydrofolate(2−) (CHEBI:57453) has role human metabolite (CHEBI:77746)
(6S)-5,6,7,8-tetrahydrofolate(2−) (CHEBI:57453) is a dicarboxylic acid dianion (CHEBI:28965)
(6S)-5,6,7,8-tetrahydrofolate(2−) (CHEBI:57453) is conjugate base of (6S)-5,6,7,8-tetrahydrofolic acid (CHEBI:15635)
Incoming Relation(s)
(6S)-5,6,7,8-tetrahydrofolic acid (CHEBI:15635) is conjugate acid of (6S)-5,6,7,8-tetrahydrofolate(2−) (CHEBI:57453)
IUPAC Name 
N-[4-({[(6S)-2-amino-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)benzoyl]-L-glutamate
Synonym  Source
(6S)-5,6,7,8-tetrahydrofolate dianionChEBI
UniProt Name  Source
(6S)-5,6,7,8-tetrahydrofolateUniProt
Registry NumbersSources
Beilstein:10223255Beilstein