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

ChEBI IDCHEBI:66033
ChEBI Name1-(4'-hydroxy-3'-methoxyphenyl)-7-phenyl-3-heptanone
Stars
DefinitionA 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.
Last Modified21 February 2013
DownloadsMolfile
FormulaC20H24O3
Net Charge0
Average Mass312.409
Monoisotopic Mass312.17254
SMILESCOc1cc(CCC(=O)CCCCc2ccccc2)ccc1O
InChIInChI=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
InChIKeyTXELARZTKDBEKS-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Alpinia oxyphylla (ncbitaxon:125261) - DOI (10.1016/0031-9422(81)85171-0)
Roles Classification
Biological Roles:
cyclooxygenase 2 inhibitor  A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
cyclooxygenase 1 inhibitor  A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 1.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
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-AChemIDplus
Registry NumbersSources
Reaxys:3404294Reaxys
CAS:78954-23-1ChemIDplus
Citations