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CHEBI:15637 - 10-formyltetrahydrofolic acid

ChEBI IDCHEBI:15637
ChEBI Name10-formyltetrahydrofolic acid
Stars
DefinitionA form of tetrahydrofolate that acts as a donor of formyl groups in anabolism. In these reactions 10-formyltetrahydrofolic acid is used as a substrate in formyltransferase reactions, which is important in purine biosynthesis.
Secondary ChEBI IDsCHEBI:698, CHEBI:11304, CHEBI:19108, CHEBI:19109
Last Modified11 July 2023
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC20H23N7O7
Net Charge0
Average Mass473.446
Monoisotopic Mass473.16590
SMILES[H]C(=O)N(CC1CNc2nc(N)nc(=O)c2N1)c1ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc1
InChIInChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)23-11(7-22-16)8-27(9-28)12-3-1-10(2-4-12)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,11,13,23H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,22,25,26,32)/t11?,13-/m0/s1
InChIKeyAUFGTPPARQZWDO-YUZLPWPTSA-N
Species of MetaboliteComponentSourceComments
Escherichia coli (ncbitaxon:562) - PubMed (21988831)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Trypanosoma brucei (ncbitaxon:5691) - MetaboLights (MTBLS49) From MetaboLights
Roles Classification
Biological Roles:
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
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.
Application:
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)
10-formyltetrahydrofolic acid (CHEBI:15637) has role Escherichia coli metabolite (CHEBI:76971)
10-formyltetrahydrofolic acid (CHEBI:15637) has role mouse metabolite (CHEBI:75771)
10-formyltetrahydrofolic acid (CHEBI:15637) is a formyltetrahydrofolic acid (CHEBI:24099)
10-formyltetrahydrofolic acid (CHEBI:15637) is conjugate acid of 10-formyltetrahydrofolate(2−) (CHEBI:57454)
Incoming Relation(s)
10-formyltetrahydrofolyl polyglutamate macromolecule (CHEBI:28010) has functional parent 10-formyltetrahydrofolic acid (CHEBI:15637)
(6R)-10-formyltetrahydrofolic acid (CHEBI:195364) is a 10-formyltetrahydrofolic acid (CHEBI:15637)
(6S)-10-formyltetrahydrofolic acid (CHEBI:195365) is a 10-formyltetrahydrofolic acid (CHEBI:15637)
10-formyltetrahydrofolate(2−) (CHEBI:57454) is conjugate base of 10-formyltetrahydrofolic acid (CHEBI:15637)
IUPAC Name 
N-(4-{[(2-amino-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl)methyl](formyl)amino}benzoyl)-L-glutamic acid
Synonyms  Source
10-FormyltetrahydrofolateKEGG COMPOUND
10-formyl-THFKEGG COMPOUND
N-(10-formyl-5,6,7,8-tetrahydropteroyl)-L-glutamic acidChEBI
10-HCO-H4folic acidChEBI
N10-formyl-THFChEBI
10-formyl-5,6,7,8-tetrahydrofolic acidChEBI
Manual XrefsDatabases
C00234KEGG COMPOUND
C00007251KNApSAcK
HMDB0000972HMDB
FDB022345FooDB
Registry NumbersSources
Beilstein:101559Beilstein
CAS:2800-34-2ChemIDplus
CAS:2800-34-2KEGG COMPOUND
Citations