CHEBI:18388 - apigenin

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ChEBI Name apigenin
ChEBI ID CHEBI:18388
Definition A trihydroxyflavone that is flavone substituted by hydroxy groups at positions 4', 5 and 7.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:12084, CHEBI:2768, CHEBI:22588
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Formula C15H10O5
Net Charge 0
Average Mass 270.23690
Monoisotopic Mass 270.053
InChI InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-7,16-18H
InChIKey KZNIFHPLKGYRTM-UHFFFAOYSA-N
SMILES Oc1ccc(cc1)-c1cc(=O)c2c(O)cc(O)cc2o1
Metabolite of Species Details
Ficus mucuso (NCBI:309328) Found in fruit (BTO:0000486). Methanolic extract of air-dried and powdered figs(fruits) See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing apigenin (CHEBI:18388) has role antineoplastic agent (CHEBI:35610)
apigenin (CHEBI:18388) has role metabolite (CHEBI:25212)
apigenin (CHEBI:18388) is a trihydroxyflavone (CHEBI:27116)
apigenin (CHEBI:18388) is conjugate acid of apigenin-7-olate (CHEBI:58470)
Incoming 3-methoxyapigenin (CHEBI:1579) has functional parent apigenin (CHEBI:18388)
5,7-dihydroxy-4'-methoxyflavone (CHEBI:15335) has functional parent apigenin (CHEBI:18388)
7-O-[β-D-arabinopyranosyl-(1→6)-β-D-glucosyl]apigenin (CHEBI:75556) has functional parent apigenin (CHEBI:18388)
apigenin 7,4'-dimethyl ether (CHEBI:2769) has functional parent apigenin (CHEBI:18388)
apigenin 7-O-β-D-glucoside (CHEBI:16778) has functional parent apigenin (CHEBI:18388)
apigenin 7-O-neohesperidoside (CHEBI:31227) has functional parent apigenin (CHEBI:18388)
apiin (CHEBI:15932) has functional parent apigenin (CHEBI:18388)
genkwanin (CHEBI:75718) has functional parent apigenin (CHEBI:18388)
hinokiflavone (CHEBI:5721) has functional parent apigenin (CHEBI:18388)
isoschaftoside (CHEBI:75589) has functional parent apigenin (CHEBI:18388)
isoscutellarein (CHEBI:6059) has functional parent apigenin (CHEBI:18388)
isovitexin (CHEBI:18330) has functional parent apigenin (CHEBI:18388)
neoschaftoside (CHEBI:7513) has functional parent apigenin (CHEBI:18388)
schaftoside (CHEBI:9047) has functional parent apigenin (CHEBI:18388)
scutellarein (CHEBI:9062) has functional parent apigenin (CHEBI:18388)
vitexin (CHEBI:16954) has functional parent apigenin (CHEBI:18388)
apigenin-7-olate (CHEBI:58470) is conjugate base of apigenin (CHEBI:18388)
IUPAC Name
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
Synonyms Sources
2-(p-hydroxyphenyl)-5,7-dihydroxychromone ChemIDplus
4',5,7-Trihydroxyflavone KEGG COMPOUND
5,7,4'-Trihydroxyflavone KEGG COMPOUND
5,7-dihydroxy-2-(4-hydroxyphenyl)-4-benzopyrone ChemIDplus
5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one ChemIDplus
Apigenin KEGG COMPOUND
C.I. Natural Yellow 1 ChemIDplus
chamomile ChEBI
spigenin ChEBI
versulin ChEBI
Database Links Databases
AGI PDBeChem
Apigenin Wikipedia
C00003817 KNApSAcK
C01477 KEGG COMPOUND
CPD-431 MetaCyc
HMDB02124 HMDB
LMPK12110005 LIPID MAPS
LSM-5206 LINCS
View more database links
Registry Numbers Types Sources
262620 Reaxys Registry Number Reaxys
262620 Beilstein Registry Number Beilstein
520-36-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
23304222 PubMed citation Europe PMC
23344191 PubMed citation Europe PMC
23354402 PubMed citation Europe PMC
23359392 PubMed citation Europe PMC
Last Modified
25 February 2016