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CHEBI:66756 - phoyunbene D

Default Structure
ChEBI IDCHEBI:66756
ChEBI Namephoyunbene D
Stars
DefinitionA stilbenoid that is trans-stilbene substituted by a hydroxy group at position 3 and methoxy groups at positions 2', 3' and 5. Isolated from Pholidota yunnanensis, it exhibits inhibitory effects on production of nitric oxide.
Last Modified25 September 2013
DownloadsMolfile
FormulaC17H18O4
Net Charge0
Average Mass286.327
Monoisotopic Mass286.12051
SMILESCOc1cc(O)cc(/C=C/c2cccc(OC)c2OC)c1
InChIInChI=1S/C17H18O4/c1-19-15-10-12(9-14(18)11-15)7-8-13-5-4-6-16(20-2)17(13)21-3/h4-11,18H,1-3H3/b8-7+
InChIKeyJTNSCGPJCOQOIF-BQYQJAHWSA-N
Species of MetaboliteComponentSourceComments
Pholidota yunnanensis (ncbitaxon:169181) whole plant (BTO:0001461) PubMed (16394543)
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.
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).
ChEBI Ontology
Outgoing Relation(s)
phoyunbene D (CHEBI:66756) has role EC 1.14.13.39 (nitric oxide synthase) inhibitor (CHEBI:61908)
phoyunbene D (CHEBI:66756) has role metabolite (CHEBI:25212)
phoyunbene D (CHEBI:66756) is a methoxybenzenes (CHEBI:51683)
phoyunbene D (CHEBI:66756) is a phenols (CHEBI:33853)
phoyunbene D (CHEBI:66756) is a stilbenoid (CHEBI:26776)
IUPAC Name 
3-[(E)-2-(2,3-dimethoxyphenyl)ethenyl]-5-methoxyphenol
Synonym  Source
trans-3-hydroxy-2',3',5-trimethoxystilbeneChEBI
Registry NumbersSources
Reaxys:10266399Reaxys
Citations