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CHEBI:66753 - phoyunbene A

ChEBI IDCHEBI:66753
ChEBI Namephoyunbene A
Stars
DefinitionA stilbenoid that is trans-stilbene substituted by hydroxy groups at positions 3 and 3' and methoxy groups at positions 2', 4' and 5. Isolated from Pholidota yunnanensis, it exhibits inhibitory effects on production of nitric oxide.
Last Modified25 September 2013
DownloadsMolfile
FormulaC17H18O5
Net Charge0
Average Mass302.326
Monoisotopic Mass302.11542
SMILESCOc1cc(O)cc(/C=C/c2ccc(OC)c(O)c2OC)c1
InChIInChI=1S/C17H18O5/c1-20-14-9-11(8-13(18)10-14)4-5-12-6-7-15(21-2)16(19)17(12)22-3/h4-10,18-19H,1-3H3/b5-4+
InChIKeyDYWOJJOORBDHBP-SNAWJCMRSA-N
Species of MetaboliteComponentSourceComments
Pholidota yunnanensis (ncbitaxon:169181) whole plant (BTO:0001461) PubMed (16394543)
Roles Classification
Biological Roles:
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.
ChEBI Ontology
Outgoing Relation(s)
phoyunbene A (CHEBI:66753) has role EC 1.14.13.39 (nitric oxide synthase) inhibitor (CHEBI:61908)
phoyunbene A (CHEBI:66753) has role metabolite (CHEBI:25212)
phoyunbene A (CHEBI:66753) is a methoxybenzenes (CHEBI:51683)
phoyunbene A (CHEBI:66753) is a polyphenol (CHEBI:26195)
phoyunbene A (CHEBI:66753) is a stilbenoid (CHEBI:26776)
IUPAC Name 
3-[(E)-2-(3-hydroxy-5-methoxyphenyl)ethenyl]-2,6-dimethoxyphenol
Synonym  Source
trans-3,3'-dihydroxy-2',4',5-trimethoxystilbeneChEBI
Registry NumbersSources
Reaxys:10275377Reaxys
Citations