CHEBI:15637 - 10-formyltetrahydrofolic acid

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ChEBI Name 10-formyltetrahydrofolic acid
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 C20H21N7O7
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-/m0/s1
SMILES [H]C(=O)N(CC1CNC2=C(N1)C(=O)NC(N)=N2)C1=CC=C(C=C1)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
Trypanosoma brucei (NCBI:txid5691) From MetaboLights See: MetaboLights Study
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)
(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)
N-(4-{[(2-amino-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl)methyl](formyl)amino}benzoyl)-L-glutamic acid
Synonyms Sources
10-formyl-(6RS)-tetrahydrofolic acid ChEBI
10-formyl-5,6,7,8-tetrahydrofolic acid ChEBI
10-Formyltetrahydrofolate KEGG COMPOUND
10-formyltetrahydropteroylglutamic acid ChemIDplus
10-FTHF ChemIDplus
10-HCO-H4folic acid ChEBI
N-(10-formyl-5,6,7,8-tetrahydropteroyl)-L-glutamic acid ChEBI
N10-formyl-5,6,7,8-tetrahydrofolic acid ChEBI
N10-formyl-THF ChEBI
N10-formyltetrahydrofolic acid ChEBI
Manual Xrefs Databases
C00007251 KNApSAcK
FDB022345 FooDB
HMDB0000972 HMDB
View more database links
Registry Numbers Types Sources
101559 Beilstein Registry Number Beilstein
2800-34-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
1095054 PubMed citation Europe PMC
13336106 PubMed citation Europe PMC
13672973 PubMed citation Europe PMC
9833324 PubMed citation Europe PMC
Last Modified
11 July 2023
General Comment
2023-07-11 The naturally occurring compound is the 6S stereoisomer (CHEBI:195365)