CHEBI:27470 - folic acid

ChEBI IDCHEBI:27470
ChEBI Namefolic acid
Stars
DefinitionAn 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.
Secondary ChEBI IDsCHEBI:5140, CHEBI:24075, CHEBI:42610, CHEBI:569217
Last Modified23 July 2021
DownloadsMolfile
FormulaC19H19N7O6
Net Charge0
Average Mass441.404
Monoisotopic Mass441.13968
SMILESNc1nc(=O)c2nc(CNc3ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc3)cnc2n1
InChIInChI=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
InChIKeyOVBPIULPVIDEAO-LBPRGKRZSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606)
- DOI (10.1038/nbt.2488)
blood (UBERON:0000178) PubMed (16277678)
cytoplasm (GO:0005737) Article (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.)
urine (BTO:0001419) Article (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.)
cerebrospinal fluid (UBERON:0001359) PubMed (11959400)
Mus musculus (ncbitaxon:10090)
- PubMed (19425150) Source: BioModels - MODEL1507180067
- MetaboLights (MTBLS292) From MetaboLights
Brassica napus (ncbitaxon:3708)
leaf lamina (BTO:0000719) MetaboLights (MTBLS309) From MetaboLights
- MetaboLights (MTBLS309) From MetaboLights
- MetaboLights (MTBLS312) From MetaboLights
Micromonas pusilla (ncbitaxon:38833) - MetaboLights (MTBLS295) From MetaboLights
Trypanosoma brucei (ncbitaxon:5691) - MetaboLights (MTBLS49) From MetaboLights
Arabidopsis thaliana (ncbitaxon:3702) cell suspension culture (BTO:0000221) MetaboLights (MTBLS311) From MetaboLights
Ruegeria pomeroyi (ncbitaxon:89184) endometabolome MetaboLights (MTBLS157) From MetaboLights
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
nutrient  A nutrient is a food component that an organism uses to survive and grow.
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).
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)
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 Relation(s)
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  Source
folic acidWHO MedNet
acidum folicumWHO MedNet
acide foliqueWHO MedNet
ácido fólicoWHO MedNet
Synonyms  Source
FolateKEGG COMPOUND
pteroylglutamic acidKEGG COMPOUND
N-pteroyl-L-glutamic acidChEBI
FolsäureChEBI
PteGluNIST Chemistry WebBook
vitamin MChemIDplus
Brand Names  Source
FolicetKEGG DRUG
AcfolChemIDplus
Manual XrefsDatabases
C00504KEGG COMPOUND
FOLPDBeChem
CPD-12826MetaCyc
Folic_AcidWikipedia
DB00158DrugBank
D00070KEGG DRUG
C00001539KNApSAcK
HMDB0000121HMDB
LSM-5355LINCS
1231DrugCentral
FDB014504FooDB
5815ChemSpider
Registry NumbersSources
Reaxys:100781Reaxys
CAS:59-30-3KEGG COMPOUND
CAS:59-30-3NIST Chemistry WebBook
CAS:59-30-3ChemIDplus
Citations