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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Formula C19H19N7O6
Net Charge 0
Average Mass 441.39750
Monoisotopic Mass 441.13968
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:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Mus musculus (NCBI:txid10090) From MetaboLights See: MetaboLights Study
Arabidopsis thaliana (NCBI:txid3702) Found in cell suspension culture (BTO:0000221). From MetaboLights See: MetaboLights Study
Brassica napus (NCBI:txid3708) Found in leaf lamina (BTO:0000719). From MetaboLights See: MetaboLights Study
Brassica napus (NCBI:txid3708) From MetaboLights See: MetaboLights Study
Brassica napus (NCBI:txid3708) From MetaboLights See: MetaboLights Study
Micromonas pusilla (NCBI:txid38833) From MetaboLights See: MetaboLights Study
Trypanosoma brucei (NCBI:txid5691) From MetaboLights See: MetaboLights Study
Ruegeria pomeroyi (NCBI:txid89184) Found in endometabolome From MetaboLights See: MetaboLights Study
Homo sapiens (NCBI:txid9606) See: DOI
Homo sapiens (NCBI:txid9606) Found in cytoplasm (GO:0005737). See: Geigy Scientific Tables, 8th Rev edition, pp. 131. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Homo sapiens (NCBI:txid9606) Found in blood (UBERON:0000178). See: PubMed
Homo sapiens (NCBI:txid9606) Found in urine (BTO:0001419). See: Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Homo sapiens (NCBI:txid9606) Found in cerebrospinal fluid (UBERON:0001359). See: PubMed
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).
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
nutrient
A nutrient is a food component that an organism uses to survive and grow.
water-soluble vitamin

(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 folic acid (CHEBI:27470) has functional parent pteroic acid (CHEBI:38794)
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
INNs Sources
acide folique WHO MedNet
ácido fólico WHO MedNet
acidum folicum WHO MedNet
folic acid WHO MedNet
Synonyms Sources
(2S)-2-(4-{[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl]amino}benzamido)pentanedioic acid IUPAC
Folate 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
pteroylmonoglutamic acid ChemIDplus
vitamin B11 ChemIDplus
vitamin B9 ChemIDplus
vitamin Bc ChemIDplus
vitamin Be ChemIDplus
vitamin M ChemIDplus
Brand Names Sources
Acfol ChemIDplus
Folicet KEGG DRUG
Manual Xrefs Databases
1231 DrugCentral
5815 ChemSpider
C00001539 KNApSAcK
C00504 KEGG COMPOUND
CPD-12826 MetaCyc
D00070 KEGG DRUG
DB00158 DrugBank
FDB014504 FooDB
FOL PDBeChem
Folic_Acid Wikipedia
HMDB0000121 HMDB
LSM-5355 LINCS
View more database links
Registry Numbers Types Sources
100781 Beilstein Registry Number Beilstein
100781 Reaxys Registry Number Reaxys
59-30-3 CAS Registry Number NIST Chemistry WebBook
59-30-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
23 July 2021