CHEBI:27470 - folic acid

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ChEBI Name folic acid
ChEBI ID CHEBI:27470
Definition An N-acyl-amino acid that is a form of the water-soluble vitamin B9. Its biologically active forms (tetrahydrofolate and others) are essential for nucleotide biosynthesis and homocysteine remethylation.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:42610, CHEBI:5140, CHEBI:569217, CHEBI:24075
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Formulae C19H19N7O6
C19H19N7O6
Net Charge 0
Average Mass 441.39750
Monoisotopic Mass 441.140
InChI InChI=1S/C19H19N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,8,12,21H,5-7H2,(H,24,29)(H,27,28)(H,31,32)(H3,20,22,25,26,30)/t12-/m0/s1
InChIKey OVBPIULPVIDEAO-LBPRGKRZSA-N
SMILES Nc1nc2ncc(CNc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)nc2c(=O)[nH]1
Metabolite of Species Details
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
Homo sapiens (NCBI:9606) See: DOI
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
B vitamin
Any of the group of eight water-soluble vitamins originally thought to be a single compound (vitamin B) that play important roles in cell metabolism. The group comprises vitamin B1, B2, B3, B5, B6, B7, B9, and B12. (Around 20 other compounds were once thought to be B vitamins but are no longer classified as such.)
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
nutrient
A nutrient is a chemical element needed by all life forms.
Application(s): B vitamin
Any of the group of eight water-soluble vitamins originally thought to be a single compound (vitamin B) that play important roles in cell metabolism. The group comprises vitamin B1, B2, B3, B5, B6, B7, B9, and B12. (Around 20 other compounds were once thought to be B vitamins but are no longer classified as such.)
View more via ChEBI Ontology
ChEBI Ontology
Outgoing folic acid (CHEBI:27470) has functional parent pteroic acid (CHEBI:38794)
folic acid (CHEBI:27470) has role B vitamin (CHEBI:75769)
folic acid (CHEBI:27470) has role human metabolite (CHEBI:77746)
folic acid (CHEBI:27470) has role mouse metabolite (CHEBI:75771)
folic acid (CHEBI:27470) has role nutrient (CHEBI:33284)
folic acid (CHEBI:27470) is a N-acyl-amino acid (CHEBI:51569)
folic acid (CHEBI:27470) is a folic acids (CHEBI:37445)
folic acid (CHEBI:27470) is conjugate acid of folate(2−) (CHEBI:62501)
Incoming 4-aminofolic acid (CHEBI:22526) has functional parent folic acid (CHEBI:27470)
vitamin B complex (CHEBI:75782) has part folic acid (CHEBI:27470)
folate(2−) (CHEBI:62501) is conjugate base of folic acid (CHEBI:27470)
IUPAC Name
N-(4-{[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl]amino}benzoyl)-L-glutamic acid
Synonyms Sources
Folate KEGG COMPOUND
Folic acid KEGG COMPOUND
FOLIC ACID PDBeChem
Folic acid KEGG COMPOUND
Folsäure ChEBI
N-[(4-{[(2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl]amino}phenyl)carbonyl]-L-glutamic acid PDBeChem
N-pteroyl-L-glutamic acid ChEBI
PGA NIST Chemistry WebBook
PteGlu NIST Chemistry WebBook
pteroyl-L-glutamic acid ChemIDplus
pteroyl-L-monoglutamic acid ChemIDplus
Pteroylglutamic acid KEGG COMPOUND
vitamin Bc ChemIDplus
vitamin M ChemIDplus
Database Links Databases
C00001539 KNApSAcK
C00504 KEGG COMPOUND
CPD-12826 MetaCyc
D00070 KEGG DRUG
DB00158 DrugBank
FOL PDBeChem
Folic_Acid Wikipedia
LSM-5355 LINCS
View more database links
Registry Numbers Types Sources
100781 Reaxys Registry Number Reaxys
100781 Beilstein Registry Number Beilstein
59-30-3 CAS Registry Number NIST Chemistry WebBook
59-30-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11261364 PubMed citation Europe PMC
11451208 PubMed citation Europe PMC
14387833 PubMed citation Europe PMC
15754725 PubMed citation Europe PMC
17784727 PubMed citation Europe PMC
18788725 PubMed citation ChEMBL
19355913 PubMed citation Europe PMC
24650098 PubMed citation Europe PMC
9040515 PubMed citation Europe PMC
Last Modified
25 February 2016