3,5-Dimethoxy-4-prenylstilbene

Details

• Internal ID: 46c7d610-6d03-4e56-8c95-9acc2cec4533
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 1,3-dimethoxy-2-(3-methylbut-2-enyl)-5-(2-phenylethenyl)benzene
• SMILES (Canonical): CC(=CCC1=C(C=C(C=C1OC)C=CC2=CC=CC=C2)OC)C
• SMILES (Isomeric): CC(=CCC1=C(C=C(C=C1OC)C=CC2=CC=CC=C2)OC)C
• InChI: InChI=1S/C21H24O2/c1-16(2)10-13-19-20(22-3)14-18(15-21(19)23-4)12-11-17-8-6-5-7-9-17/h5-12,14-15H,13H2,1-4H3
• InChI Key: NNMRGAKKWWIQTM-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₂
• Molecular Weight: 308.40 g/mol
• Exact Mass: 308.177630004 g/mol
• Topological Polar Surface Area (TPSA): 18.50 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 5.38
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• 3,5-dimethoxy-4-prenylstilbene

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8776	87.76%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7479	74.79%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.8978	89.78%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9301	93.01%
P-glycoprotein inhibitior	+	0.7901	79.01%
P-glycoprotein substrate	-	0.9220	92.20%
CYP3A4 substrate	-	0.6211	62.11%
CYP2C9 substrate	+	0.6061	60.61%
CYP2D6 substrate	+	0.3712	37.12%
CYP3A4 inhibition	-	0.8045	80.45%
CYP2C9 inhibition	-	0.6799	67.99%
CYP2C19 inhibition	+	0.8919	89.19%
CYP2D6 inhibition	-	0.8102	81.02%
CYP1A2 inhibition	+	0.8265	82.65%
CYP2C8 inhibition	+	0.5600	56.00%
CYP inhibitory promiscuity	+	0.9517	95.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6933	69.33%
Carcinogenicity (trinary)	Non-required	0.6119	61.19%
Eye corrosion	-	0.9829	98.29%
Eye irritation	+	0.6224	62.24%
Skin irritation	-	0.8276	82.76%
Skin corrosion	-	0.9668	96.68%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8483	84.83%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5480	54.80%
skin sensitisation	+	0.5711	57.11%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.7383	73.83%
Acute Oral Toxicity (c)	III	0.8185	81.85%
Estrogen receptor binding	+	0.8734	87.34%
Androgen receptor binding	+	0.8559	85.59%
Thyroid receptor binding	+	0.7611	76.11%
Glucocorticoid receptor binding	+	0.7638	76.38%
Aromatase binding	+	0.7301	73.01%
PPAR gamma	+	0.8798	87.98%
Honey bee toxicity	-	0.8733	87.33%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9952	99.52%

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	97.79%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.78%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.09%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.10%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.98%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.94%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.33%	94.73%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.81%	93.99%
CHEMBL221	P23219	Cyclooxygenase-1	86.02%	90.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.20%	89.62%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.63%	94.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.36%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.16%	96.95%

Plants that contains it

• Deguelia rariflora

Cross-Links

• PubChem: 69712924
• LOTUS: LTS0212583
• wikiData: Q104179806