CHEBI:18388 - apigenin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name apigenin
ChEBI ID CHEBI:18388
Definition A trihydroxyflavone that is flavone substituted by hydroxy groups at positions 4', 5 and 7. It induces autophagy in leukaemia cells.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:12084, CHEBI:2768, CHEBI:22588
Supplier Information ChemicalBook:CB6441658, eMolecules:530918
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Wikipedia License
Theophylline, also known as 1,3-dimethylxanthine, is a drug that inhibits phosphodiesterase and blocks adenosine receptors. It is used to treat chronic obstructive pulmonary disease (COPD) and asthma. Its pharmacology is similar to other methylxanthine drugs (e.g., theobromine and caffeine). Trace amounts of theophylline are naturally present in tea, coffee, chocolate, yerba maté, guarana, and kola nut. The name 'theophylline' derives from "Thea"—the former genus name for tea + Legacy Greek φύλλον (phúllon, "leaf") + -ine.
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Formula C15H10O5
Net Charge 0
Average Mass 270.23690
Monoisotopic Mass 270.05282
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:txid309328) 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.
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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)
6,8-di-C-α-L-arabinosylapigenin (CHEBI:142912) has functional parent apigenin (CHEBI:18388)
6-C-(α-L-arabinosyl)-8-C-(β-L-arabinosyl)apigenin (CHEBI:131754) has functional parent apigenin (CHEBI:18388)
6-C-D-Xylopyranosyl-8-C-L-arabinopyranosylapigenin (CHEBI:142908) has functional parent apigenin (CHEBI:18388)
6-C-L-arabinopyranosyl-8-C-D-xylopyranosylapigenin (CHEBI:142907) 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)
8-C-glucopyranosyl-6-C-xylopyranosylapigenin (CHEBI:142913) 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-β-L-glucoside (CHEBI:132818) has functional parent apigenin (CHEBI:18388)
apigenin 7-O-neohesperidoside (CHEBI:31227) has functional parent apigenin (CHEBI:18388)
apigenin C-pentoside (CHEBI:131755) has functional parent apigenin (CHEBI:18388)
apigenin-7-O-gentiobioside (CHEBI:145768) 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)
ochnaflavone (CHEBI:194126) has functional parent apigenin (CHEBI:18388)
schaftoside (CHEBI:9047) has functional parent apigenin (CHEBI:18388)
scutellarein (CHEBI:9062) has functional parent apigenin (CHEBI:18388)
swertisin (CHEBI:131838) 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
Manual Xrefs Databases
AGI PDBeChem
Apigenin Wikipedia
C00003817 KNApSAcK
C01477 KEGG COMPOUND
CPD-431 MetaCyc
HMDB0002124 HMDB
LMPK12110005 LIPID MAPS
LSM-5206 LINCS
View more database links
Registry Numbers Types Sources
262620 Reaxys Registry Number Reaxys
520-36-5 CAS Registry Number ChemIDplus
Citations
Last Modified
23 December 2022