CHEBI:65439 - artocarpin

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ChEBI Name artocarpin
ChEBI ID CHEBI:65439
Definition A trihydroxyflavone that is flavone substituted by hydroxy groups at positions 5, 2', and 4', a methoxy group at position 7, a prenyl group at position 3 and a (1E)-3-methylbut-1-enyl group at position 6. Isolated from Artocarpus heterophyllus and Artocarpus integrifolia, it exhibits antineoplastic activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C26H28O6
Net Charge 0
Average Mass 436.49690
Monoisotopic Mass 436.18859
InChI InChI=1S/C26H28O6/c1-14(2)6-9-18-21(31-5)13-22-23(24(18)29)25(30)19(10-7-15(3)4)26(32-22)17-11-8-16(27)12-20(17)28/h6-9,11-14,27-29H,10H2,1-5H3/b9-6+
InChIKey KRGDFVQWQJIMEK-RMKNXTFCSA-N
SMILES COc1cc2oc(-c3ccc(O)cc3O)c(CC=C(C)C)c(=O)c2c(O)c1\C=C\C(C)C
Metabolite of Species Details
Artocarpus (NCBI:txid3488) Found in xylem (BTO:0001468). Previous component: wood; See: J SCI IND RES,1956,15B,183
Artocarpus heterophyllus (NCBI:txid3489) Found in root (BTO:0001188). See: DOI
Artocarpus chama (NCBI:txid709040) Found in root (BTO:0001188). 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 artocarpin (CHEBI:65439) has role antineoplastic agent (CHEBI:35610)
artocarpin (CHEBI:65439) has role metabolite (CHEBI:25212)
artocarpin (CHEBI:65439) is a monomethoxyflavone (CHEBI:25401)
artocarpin (CHEBI:65439) is a trihydroxyflavone (CHEBI:27116)
IUPAC Name
2-(2,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-6-[(1E)-3-methylbut-1-en-1-yl]-3-(3-methylbut-2-en-1-yl)-4H-chromen-4-one
Synonyms Sources
2',4',5-trihydroxy-7-methoxy-6-(3-methyl-1-butenyl)-3-(3-methyl-2-butenyl)flavone LIPID MAPS
5-hydroxy-7-methoxy-3-(3-methyl-2-butenyl)-6-(3-methyl-1-butenyl)-2-(2,4-dihydroxyphenyl)-4H-1-benzopyran-4-one ChEBI
Manual Xref Database
LMPK12110898 LIPID MAPS
View more database links
Registry Number Type Source
62644 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11902840 PubMed citation Europe PMC
15165133 PubMed citation Europe PMC
20082761 PubMed citation Europe PMC
20544395 PubMed citation Europe PMC
21941923 PubMed citation Europe PMC
Last Modified
30 January 2013
General Comment
2012-07-27 J SCI IND RES,1956,15B,183