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

Default Structure
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:
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:
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