(E)-3,5,30,50-Tetramethoxystilbene

Details

• Internal ID: b6fff762-0c79-4862-8658-da4efdb14435
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 1-[(E)-2-(3,5-dimethoxyphenyl)ethenyl]-3,5-dimethoxybenzene
• SMILES (Canonical): COC1=CC(=CC(=C1)C=CC2=CC(=CC(=C2)OC)OC)OC
• SMILES (Isomeric): COC1=CC(=CC(=C1)/C=C/C2=CC(=CC(=C2)OC)OC)OC
• InChI: InChI=1S/C18H20O4/c1-19-15-7-13(8-16(11-15)20-2)5-6-14-9-17(21-3)12-18(10-14)22-4/h5-12H,1-4H3/b6-5+
• InChI Key: PVCLRSRSMZBWMF-AATRIKPKSA-N
• Popularity: 10 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₄
• Molecular Weight: 300.30 g/mol
• Exact Mass: 300.13615911 g/mol
• Topological Polar Surface Area (TPSA): 36.90 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.89
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• (E)-3,5,30,50-Tetramethoxystilbene
• SCHEMBL1743363
• SCHEMBL1743365
• BDBM50108049
• 3,3',5,5'-tetramethoxy-trans-stilbene
• 1-[(E)-2-(3,5-dimethoxyphenyl)vinyl]-3,5-dimethoxybenzene

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.8238	82.38%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7638	76.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9465	94.65%
OATP1B3 inhibitior	+	0.9775	97.75%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7942	79.42%
P-glycoprotein inhibitior	-	0.6797	67.97%
P-glycoprotein substrate	-	0.9898	98.98%
CYP3A4 substrate	-	0.7601	76.01%
CYP2C9 substrate	-	0.5886	58.86%
CYP2D6 substrate	+	0.3530	35.30%
CYP3A4 inhibition	+	0.7655	76.55%
CYP2C9 inhibition	-	0.9552	95.52%
CYP2C19 inhibition	-	0.5432	54.32%
CYP2D6 inhibition	-	0.9253	92.53%
CYP1A2 inhibition	+	0.7831	78.31%
CYP2C8 inhibition	-	0.9362	93.62%
CYP inhibitory promiscuity	+	0.8391	83.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5979	59.79%
Carcinogenicity (trinary)	Non-required	0.5484	54.84%
Eye corrosion	-	0.9659	96.59%
Eye irritation	+	0.9722	97.22%
Skin irritation	-	0.8702	87.02%
Skin corrosion	-	0.9935	99.35%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3596	35.96%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.5766	57.66%
skin sensitisation	-	0.8272	82.72%
Respiratory toxicity	-	0.8889	88.89%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	+	0.4910	49.10%
Acute Oral Toxicity (c)	III	0.6018	60.18%
Estrogen receptor binding	+	0.8689	86.89%
Androgen receptor binding	-	0.4822	48.22%
Thyroid receptor binding	+	0.7134	71.34%
Glucocorticoid receptor binding	+	0.6040	60.40%
Aromatase binding	+	0.6457	64.57%
PPAR gamma	+	0.5200	52.00%
Honey bee toxicity	-	0.8783	87.83%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7900	79.00%
Fish aquatic toxicity	+	0.9739	97.39%

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	93.53%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.34%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.53%	91.11%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	88.72%	92.68%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.27%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.47%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	81.92%	94.73%

Plants that contains it

• Centipeda minima

Cross-Links

• PubChem: 9817804
• LOTUS: LTS0010963
• wikiData: Q105215384