5-[2-(4-Hydroxy-2-methoxyphenyl)ethyl]-3,4-bis(3-methylbut-2-enyl)benzene-1,2-diol

Details

• Internal ID: e92c9f92-077a-4603-ba3f-f03db213efd3
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 5-[2-(4-hydroxy-2-methoxyphenyl)ethyl]-3,4-bis(3-methylbut-2-enyl)benzene-1,2-diol
• SMILES (Canonical): CC(=CCC1=C(C(=C(C=C1CCC2=C(C=C(C=C2)O)OC)O)O)CC=C(C)C)C
• SMILES (Isomeric): CC(=CCC1=C(C(=C(C=C1CCC2=C(C=C(C=C2)O)OC)O)O)CC=C(C)C)C
• InChI: InChI=1S/C25H32O4/c1-16(2)6-12-21-19(9-8-18-10-11-20(26)15-24(18)29-5)14-23(27)25(28)22(21)13-7-17(3)4/h6-7,10-11,14-15,26-28H,8-9,12-13H2,1-5H3
• InChI Key: KBKNQDCASMPJSE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₂O₄
• Molecular Weight: 396.50 g/mol
• Exact Mass: 396.23005950 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 5.61
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9747	97.47%
Caco-2	+	0.6247	62.47%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8805	88.05%
OATP2B1 inhibitior	-	0.7132	71.32%
OATP1B1 inhibitior	+	0.8248	82.48%
OATP1B3 inhibitior	+	0.9163	91.63%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9427	94.27%
P-glycoprotein inhibitior	+	0.6814	68.14%
P-glycoprotein substrate	-	0.5827	58.27%
CYP3A4 substrate	-	0.5066	50.66%
CYP2C9 substrate	+	0.6000	60.00%
CYP2D6 substrate	+	0.3868	38.68%
CYP3A4 inhibition	-	0.7074	70.74%
CYP2C9 inhibition	+	0.6222	62.22%
CYP2C19 inhibition	+	0.7487	74.87%
CYP2D6 inhibition	-	0.7278	72.78%
CYP1A2 inhibition	+	0.7014	70.14%
CYP2C8 inhibition	+	0.7509	75.09%
CYP inhibitory promiscuity	+	0.5467	54.67%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8386	83.86%
Carcinogenicity (trinary)	Non-required	0.7291	72.91%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.5972	59.72%
Skin irritation	-	0.7819	78.19%
Skin corrosion	-	0.9204	92.04%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8209	82.09%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.6997	69.97%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7033	70.33%
Acute Oral Toxicity (c)	III	0.5940	59.40%
Estrogen receptor binding	+	0.9315	93.15%
Androgen receptor binding	+	0.8589	85.89%
Thyroid receptor binding	+	0.7155	71.55%
Glucocorticoid receptor binding	+	0.8040	80.40%
Aromatase binding	+	0.6675	66.75%
PPAR gamma	+	0.8316	83.16%
Honey bee toxicity	-	0.8365	83.65%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.28%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.21%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.11%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.10%	89.62%
CHEMBL3194	P02766	Transthyretin	90.64%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.65%	99.17%
CHEMBL2581	P07339	Cathepsin D	89.02%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.11%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.61%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	84.52%	90.20%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.32%	94.00%
CHEMBL4208	P20618	Proteasome component C5	81.85%	90.00%
CHEMBL2535	P11166	Glucose transporter	81.28%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.82%	96.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.82%	99.15%

Plants that contains it

• Broussonetia papyrifera

Cross-Links

• PubChem: 162986521
• LOTUS: LTS0197755
• wikiData: Q105138307