4,3',5'-tri-O-methylpiceatannol

Details

• Internal ID: acab1a3c-656a-4287-9142-d5f71669782f
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 5-[(E)-2-(3,5-dimethoxyphenyl)ethenyl]-2-methoxyphenol
• SMILES (Canonical): COC1=C(C=C(C=C1)C=CC2=CC(=CC(=C2)OC)OC)O
• SMILES (Isomeric): COC1=C(C=C(C=C1)/C=C/C2=CC(=CC(=C2)OC)OC)O
• InChI: InChI=1S/C17H18O4/c1-19-14-8-13(9-15(11-14)20-2)5-4-12-6-7-17(21-3)16(18)10-12/h4-11,18H,1-3H3/b5-4+
• InChI Key: UQIWTPQGJCCTPA-SNAWJCMRSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₄
• Molecular Weight: 286.32 g/mol
• Exact Mass: 286.12050905 g/mol
• Topological Polar Surface Area (TPSA): 47.90 Ų
• XlogP: 3.80

Synonyms

• NSC-381864
• 4,3',5'-Tri-O-methylpiceatannol
• KPM93CW8F2
• 3'-Hydroxy-3,5,4'-trimethoxystilbene, (E)-
• RefChem:96155
• (E)-3'-Hydroxy-3,5,4'-trimethoxystilbene
• 5-[(E)-2-(3,5-dimethoxyphenyl)ethenyl]-2-methoxyphenol
• 5-[(E)-2-(3,5-dimethoxyphenyl)ethenyl]-2-methoxy-phenol
• CHEMBL419378
• (E)-5-(3,5-Dimethoxystyryl)-2-methoxyphenol
• CAY10616
• NSC381864
• (Z)-5-(3,5-dimethoxystyryl)-2-methoxyphenol
• 5-[2-(3,5-dimethoxyphenyl)ethenyl]-2-methoxyphenol
• SCHEMBL1743353
• (E)-5-(2-(3,5-Dimethoxyphenyl)ethenyl)-2-methoxyphenol
• WLZ3608
• UQIWTPQGJCCTPA-SNAWJCMRSA-N
• Phenol,5-[(1E)-2-(3,5-dimethoxyphenyl)ethenyl]-2-methoxy-
• BDBM50332182
• 4,3'',5''-tri-O-methylpiceatannol
• AKOS015914978
• AC-24233
• PICEATANNOL,3',5'-TRIMETHYL,1S0
• DB-349785
• (E)-5-(3,5 -dimethoxystyryl) -2-methoxy phenol
• 5-(2-(3,5-Dimethoxyphenyl)vinyl)-2-methoxyphenol
• I14-6881
• 5-[2-(3,5-Dimethoxy-phenyl)-vinyl]-2-methoxy-phenol
• Phenol, 5-[2-(3,5-dimethoxyphenyl)ethenyl]-2-methoxy-
• 1,3-dimethoxy-5-[(E)-3-hydroxy-4-methoxy-styryl]benzene
• 5-[(1E)-2-(3,5-Dimethoxyphenyl)ethenyl]-2-methoxyphenol
• 5-[(E)-2-(3,5-Dimethoxy-phenyl)-vinyl]-2-methoxy-phenol
• Phenol, 5-[(1E)-2-(3,5-dimethoxyphenyl)ethenyl]-2-methoxy-
• Phenol, 5-(2-(3,5-dimethoxyphenyl)ethenyl)-2-methoxy-, (E)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3959	P16083	Quinone reductase 2	15000 nM	IC50	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.21%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.87%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.58%	91.11%
CHEMBL3194	P02766	Transthyretin	92.98%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.61%	86.33%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	88.87%	92.68%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.77%	96.09%
CHEMBL1929	P47989	Xanthine dehydrogenase	88.61%	96.12%
CHEMBL4208	P20618	Proteasome component C5	86.23%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.52%	99.15%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.10%	90.24%
CHEMBL2535	P11166	Glucose transporter	80.78%	98.75%

Plants that contains it

• Rheum rhabarbarum

Cross-Links

• PubChem: 5385086
• NPASS: NPC473411
• ChEMBL: CHEMBL419378