(E)2',4,5'-Trimethoxystilbene

Details

• Internal ID: f73d41d4-c6b7-493e-a63f-f83b595ce1f5
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 1,4-dimethoxy-2-[(E)-2-(4-methoxyphenyl)ethenyl]benzene
• SMILES (Canonical): COC1=CC=C(C=C1)C=CC2=C(C=CC(=C2)OC)OC
• SMILES (Isomeric): COC1=CC=C(C=C1)/C=C/C2=C(C=CC(=C2)OC)OC
• InChI: InChI=1S/C17H18O3/c1-18-15-8-5-13(6-9-15)4-7-14-12-16(19-2)10-11-17(14)20-3/h4-12H,1-3H3/b7-4+
• InChI Key: DLCNDQOPSZAQAT-QPJJXVBHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₃
• Molecular Weight: 270.32 g/mol
• Exact Mass: 270.125594432 g/mol
• Topological Polar Surface Area (TPSA): 27.70 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.88
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• SCHEMBL5501588
• CHEMBL2043271
• (E)2',4,5'-Trimethoxystilbene

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9503	95.03%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8527	85.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9249	92.49%
OATP1B3 inhibitior	+	0.9804	98.04%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.4501	45.01%
P-glycoprotein inhibitior	-	0.7477	74.77%
P-glycoprotein substrate	-	0.9309	93.09%
CYP3A4 substrate	-	0.6038	60.38%
CYP2C9 substrate	-	0.5886	58.86%
CYP2D6 substrate	+	0.3530	35.30%
CYP3A4 inhibition	-	0.5107	51.07%
CYP2C9 inhibition	-	0.8330	83.30%
CYP2C19 inhibition	+	0.7627	76.27%
CYP2D6 inhibition	-	0.9265	92.65%
CYP1A2 inhibition	+	0.9017	90.17%
CYP2C8 inhibition	-	0.6024	60.24%
CYP inhibitory promiscuity	+	0.9072	90.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6766	67.66%
Carcinogenicity (trinary)	Non-required	0.4985	49.85%
Eye corrosion	-	0.9515	95.15%
Eye irritation	+	0.9490	94.90%
Skin irritation	-	0.8377	83.77%
Skin corrosion	-	0.9914	99.14%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7720	77.20%
Micronuclear	-	0.7167	71.67%
Hepatotoxicity	-	0.5592	55.92%
skin sensitisation	-	0.7997	79.97%
Respiratory toxicity	-	0.9111	91.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	-	0.6077	60.77%
Acute Oral Toxicity (c)	III	0.7256	72.56%
Estrogen receptor binding	+	0.8961	89.61%
Androgen receptor binding	+	0.8062	80.62%
Thyroid receptor binding	+	0.6250	62.50%
Glucocorticoid receptor binding	+	0.6493	64.93%
Aromatase binding	+	0.7935	79.35%
PPAR gamma	-	0.5272	52.72%
Honey bee toxicity	-	0.9217	92.17%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.8100	81.00%
Fish aquatic toxicity	+	0.9888	98.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.63%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.98%	95.56%
CHEMBL2487	P05067	Beta amyloid A4 protein	92.83%	96.74%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.24%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.99%	93.99%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.17%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.07%	96.09%
CHEMBL3194	P02766	Transthyretin	87.15%	90.71%
CHEMBL1907	P15144	Aminopeptidase N	86.65%	93.31%
CHEMBL4208	P20618	Proteasome component C5	85.37%	90.00%

Plants that contains it

• Virola elongata

Cross-Links

• PubChem: 69465576
• LOTUS: LTS0022209
• wikiData: Q104984133