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CHEBI:66755 - phoyunbene C

Default Structure
ChEBI IDCHEBI:66755
ChEBI Namephoyunbene C
Stars
DefinitionA stilbenoid that is trans-stilbene substituted by hydroxy groups at positions 3 and 3' and methoxy groups at positions 2' and 5. Isolated from Pholidota yunnanensis, it exhibits inhibitory activity on nitric oxide production.
Last Modified25 September 2013
DownloadsMolfile
FormulaC16H16O4
Net Charge0
Average Mass272.300
Monoisotopic Mass272.10486
SMILESCOc1cc(O)cc(/C=C/c2cccc(O)c2OC)c1
InChIInChI=1S/C16H16O4/c1-19-14-9-11(8-13(17)10-14)6-7-12-4-3-5-15(18)16(12)20-2/h3-10,17-18H,1-2H3/b7-6+
InChIKeyNYSXLCHSDQNVBS-VOTSOKGWSA-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 C (CHEBI:66755) has role EC 1.14.13.39 (nitric oxide synthase) inhibitor (CHEBI:61908)
phoyunbene C (CHEBI:66755) has role metabolite (CHEBI:25212)
phoyunbene C (CHEBI:66755) is a methoxybenzenes (CHEBI:51683)
phoyunbene C (CHEBI:66755) is a polyphenol (CHEBI:26195)
phoyunbene C (CHEBI:66755) is a stilbenoid (CHEBI:26776)
IUPAC Name 
3-[(E)-2-(3-hydroxy-5-methoxyphenyl)ethenyl]-2-methoxyphenol
Synonym  Source
trans-3,3'-dihydroxy-2',5-dimethoxystilbeneChEBI
Registry NumbersSources
Reaxys:10267005Reaxys
Citations