1-(4'-hydroxy-3'-methoxyphenyl)-7-phenyl-3-heptanone (CHEBI:66033)

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ChEBI Name	1-(4'-hydroxy-3'-methoxyphenyl)-7-phenyl-3-heptanone

ChEBI ID	CHEBI:66033

Definition	A ketone that is heptan-3-one substituted by a 4-hydroxy-3-methoxyphenyl group at position 1 and a phenyl group at position 7. Isolated from in Alpinia oxyphylla, it exhibits antineoplastic and inhibitory activities against COX-1, COX-2 and NO synthase.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

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Formula

C20H24O3

Net Charge

Average Mass

312.40280

Monoisotopic Mass

312.17254

InChI

InChI=1S/C20H24O3/c1-23-20-15-17(12-14-19(20)22)11-13-18(21)10-6-5-9-16-7-3-2-4-8-16/h2-4,7-8,12,14-15,22H,5-6,9-11,13H2,1H3

InChIKey

TXELARZTKDBEKS-UHFFFAOYSA-N

SMILES

COc1cc(CCC(=O)CCCCc2ccccc2)ccc1O

Metabolite of Species	Details
Alpinia oxyphylla (NCBI:txid125261)	See: DOI

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. cyclooxygenase 1 inhibitor A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 1. cyclooxygenase 2 inhibitor A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2. EC 1.14.13.39 (nitric oxide synthase) inhibitor An EC 1.14.13.* (oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor) inhibitor that interferes with the action of nitric oxide synthase (EC 1.14.13.39).

Application(s):	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology
Outgoing	1-(4'-hydroxy-3'-methoxyphenyl)-7-phenyl-3-heptanone (CHEBI:66033) has role antineoplastic agent (CHEBI:35610) 1-(4'-hydroxy-3'-methoxyphenyl)-7-phenyl-3-heptanone (CHEBI:66033) has role cyclooxygenase 1 inhibitor (CHEBI:50630) 1-(4'-hydroxy-3'-methoxyphenyl)-7-phenyl-3-heptanone (CHEBI:66033) has role cyclooxygenase 2 inhibitor (CHEBI:50629) 1-(4'-hydroxy-3'-methoxyphenyl)-7-phenyl-3-heptanone (CHEBI:66033) has role EC 1.14.13.39 (nitric oxide synthase) inhibitor (CHEBI:61908) 1-(4'-hydroxy-3'-methoxyphenyl)-7-phenyl-3-heptanone (CHEBI:66033) has role metabolite (CHEBI:25212) 1-(4'-hydroxy-3'-methoxyphenyl)-7-phenyl-3-heptanone (CHEBI:66033) is a ketone (CHEBI:17087) 1-(4'-hydroxy-3'-methoxyphenyl)-7-phenyl-3-heptanone (CHEBI:66033) is a monomethoxybenzene (CHEBI:25235) 1-(4'-hydroxy-3'-methoxyphenyl)-7-phenyl-3-heptanone (CHEBI:66033) is a phenols (CHEBI:33853)

IUPAC Name

1-(4-hydroxy-3-methoxyphenyl)-7-phenylheptan-3-one

Synonym	Source
Yakuchinone-A	ChemIDplus

Last Modified

21 February 2013