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 473.16590
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).
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.
(via B vitamin )
Application(s): 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.
(via B vitamin )
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-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
View more database links
Registry Numbers Types Sources
101559 Beilstein Registry Number Beilstein
2800-34-2 CAS Registry Number ChemIDplus
Last Modified
07 January 2019
General Comment
2004-01-09 The naturally occurring compound is the 6S stereoisomer