phoyunbene B (CHEBI:66754)

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ChEBI Name	phoyunbene B

ChEBI ID	CHEBI:66754

Definition	A stilbenoid that is trans-stilbene substituted by hydroxy groups at positions 3 and 4' and methoxy groups at positions 2', 3' and 5. Isolated from Pholidota yunnanensis, it exhibits inhibitory effects on production of nitric oxide.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

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Formula

C17H18O5

Net Charge

Average Mass

302.32180

Monoisotopic Mass

302.11542

InChI

InChI=1S/C17H18O5/c1-20-14-9-11(8-13(18)10-14)4-5-12-6-7-15(19)17(22-3)16(12)21-2/h4-10,18-19H,1-3H3/b5-4+

InChIKey

VACLJIVMBBSOOR-SNAWJCMRSA-N

SMILES

COc1cc(O)cc(\C=C\c2ccc(O)c(OC)c2OC)c1

Metabolite of Species	Details
Pholidota yunnanensis (NCBI:txid169181)	Found in whole plant (BTO:0001461). See: PubMed

Roles Classification
Biological Role(s):	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	phoyunbene B (CHEBI:66754) has role EC 1.14.13.39 (nitric oxide synthase) inhibitor (CHEBI:61908) phoyunbene B (CHEBI:66754) has role metabolite (CHEBI:25212) phoyunbene B (CHEBI:66754) is a methoxybenzenes (CHEBI:51683) phoyunbene B (CHEBI:66754) is a polyphenol (CHEBI:26195) phoyunbene B (CHEBI:66754) is a stilbenoid (CHEBI:26776)

IUPAC Name

4-[(E)-2-(3-hydroxy-5-methoxyphenyl)ethenyl]-2,3-dimethoxyphenol

Synonym	Source
trans-3,4'-dihydroxy-2',3',5-trimethoxy stilbene	ChEBI

Registry Number	Type	Source
10275166	Reaxys Registry Number	Reaxys

Citation	Type	Source
16394543	PubMed citation	Europe PMC

Last Modified

25 September 2013