CHEBI:66755 - phoyunbene C

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ChEBI Name phoyunbene C
ChEBI ID CHEBI:66755
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C16H16O4
Net Charge 0
Average Mass 272.29580
Monoisotopic Mass 272.10486
InChI InChI=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+
InChIKey NYSXLCHSDQNVBS-VOTSOKGWSA-N
SMILES COc1cc(O)cc(\C=C\c2cccc(O)c2OC)c1
Metabolite of Species Details
Pholidota yunnanensis (NCBI:txid169181) Found in whole plant (BTO:0001461). See: PubMed
Roles Classification
Biological Role(s): 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).
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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ChEBI Ontology
Outgoing 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-dimethoxystilbene ChEBI
Registry Number Type Source
10267005 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
16394543 PubMed citation Europe PMC
Last Modified
25 September 2013