CHEBI:15637 - 10-formyltetrahydrofolic acid

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ChEBI Name 10-formyltetrahydrofolic acid
ChEBI ID CHEBI:15637
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:698, CHEBI:11304, CHEBI:19108, CHEBI:19109
Supplier Information
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Formula C20H23N7O7
Net Charge 0
Average Mass 473.43960
Monoisotopic Mass 473.166
InChI InChI=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+/m1/s1
InChIKey AUFGTPPARQZWDO-YPMHNXCESA-N
SMILES [H]C(=O)N(C[C@H]1CNc2nc(N)[nH]c(=O)c2N1)c1ccc(cc1)C(=O)N[C@@H](CCC(O)=O)C(O)=O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Roles Classification
Biological Role(s): 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).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 10-formyltetrahydrofolyl polyglutamate macromolecule (CHEBI:28010) has functional parent 10-formyltetrahydrofolic acid (CHEBI:15637)
10-formyltetrahydrofolate(2−) (CHEBI:57454) is conjugate base of 10-formyltetrahydrofolic acid (CHEBI:15637)
IUPAC Name
N-[4-(N-{[(6S)-2-amino-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}formamido)benzoyl]-L-glutamic acid
Synonyms Sources
(6S)-10-HCO-H4folate JCBN
10-Formyl-THF KEGG COMPOUND
10-Formyltetrahydrofolate KEGG COMPOUND
10-formyltetrahydrofolic acid UniProt
10-formyltetrahydropteroylglutamic acid ChemIDplus
10-FTHF ChemIDplus
N-(10-formyl-5,6,7,8-tetrahydropteroyl)-L-glutamic acid ChEBI
Manual Xrefs Databases
C00007251 KNApSAcK
C00234 KEGG COMPOUND
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Registry Numbers Types Sources
101559 Beilstein Registry Number Beilstein
2800-34-2 CAS Registry Number ChemIDplus
Last Modified
27 January 2016
General Comment
2004-01-09 The naturally occurring compound is the 6S stereoisomer