CHEBI:15640 - 5-formyltetrahydrofolic acid

ChEBI IDCHEBI:15640
ChEBI Name5-formyltetrahydrofolic acid
Stars
DefinitionA formyltetrahydrofolic acid in which the formyl group is located at position 5.
Secondary ChEBI IDsCHEBI:2057, CHEBI:12127, CHEBI:18607
Last Modified23 December 2018
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC20H23N7O7
Net Charge0
Average Mass473.446
Monoisotopic Mass473.16590
SMILES[H]C(=O)N1c2c(nc(N)nc2=O)NCC1CNc1ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc1
InChIInChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)27(9-28)12(8-23-16)7-22-11-3-1-10(2-4-11)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,12-13,22H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,23,25,26,32)/t12?,13-/m0/s1
InChIKeyVVIAGPKUTFNRDU-ABLWVSNPSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Escherichia coli (ncbitaxon:562) - PubMed (21988831)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
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)
5-formyltetrahydrofolic acid (CHEBI:15640) has role Escherichia coli metabolite (CHEBI:76971)
5-formyltetrahydrofolic acid (CHEBI:15640) has role mouse metabolite (CHEBI:75771)
5-formyltetrahydrofolic acid (CHEBI:15640) is a formyltetrahydrofolic acid (CHEBI:24099)
5-formyltetrahydrofolic acid (CHEBI:15640) is conjugate acid of 5-formyltetrahydrofolate(2−) (CHEBI:65340)
Incoming Relation(s)
(6S)-5-formyltetrahydrofolic acid (CHEBI:63606) is a 5-formyltetrahydrofolic acid (CHEBI:15640)
5-formyltetrahydrofolate(2−) (CHEBI:65340) is conjugate base of 5-formyltetrahydrofolic acid (CHEBI:15640)
IUPAC Name 
N-[4-({[2-amino-5-formyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)benzoyl]-L-glutamic acid
Synonyms  Source
5-FormyltetrahydrofolateKEGG COMPOUND
L(-)-5-Formyl-5,6,7,8-tetrahydrofolic acidKEGG COMPOUND
Folinic acidKEGG COMPOUND
N-(5-formyl-5,6,7,8-tetrahydropteroyl)-L-glutamic acidChEBI
(5-formyl-5,6,7,8-tetrahydropteroyl)glutamateChEBI
folinateChEBI
Manual XrefsDatabases
C03479KEGG COMPOUND
Folinic_acidWikipedia
DB03256DrugBank
D07986KEGG DRUG
LSM-5146LINCS
1232DrugCentral
Registry NumbersSources
Reaxys:101688Reaxys
CAS:58-05-9KEGG COMPOUND
CAS:58-05-9ChemIDplus