3-Methoxy-5-hydroxy-2-(3-methyl-2-butenyl)bibenzyl

Details

• Internal ID: 3f3aba59-317f-4440-bce5-fb284011168d
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 3-methoxy-4-(3-methylbut-2-enyl)-5-(2-phenylethyl)phenol
• SMILES (Canonical): CC(=CCC1=C(C=C(C=C1OC)O)CCC2=CC=CC=C2)C
• SMILES (Isomeric): CC(=CCC1=C(C=C(C=C1OC)O)CCC2=CC=CC=C2)C
• InChI: InChI=1S/C20H24O2/c1-15(2)9-12-19-17(13-18(21)14-20(19)22-3)11-10-16-7-5-4-6-8-16/h4-9,13-14,21H,10-12H2,1-3H3
• InChI Key: AGAVZGGLSQTDIW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₂
• Molecular Weight: 296.40 g/mol
• Exact Mass: 296.177630004 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 4.69
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.9277	92.77%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8798	87.98%
OATP2B1 inhibitior	-	0.8528	85.28%
OATP1B1 inhibitior	+	0.8639	86.39%
OATP1B3 inhibitior	+	0.9229	92.29%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7311	73.11%
P-glycoprotein inhibitior	+	0.6288	62.88%
P-glycoprotein substrate	-	0.6597	65.97%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	+	0.6000	60.00%
CYP2D6 substrate	+	0.4334	43.34%
CYP3A4 inhibition	-	0.7252	72.52%
CYP2C9 inhibition	-	0.5457	54.57%
CYP2C19 inhibition	+	0.8794	87.94%
CYP2D6 inhibition	-	0.8083	80.83%
CYP1A2 inhibition	+	0.7407	74.07%
CYP2C8 inhibition	+	0.8276	82.76%
CYP inhibitory promiscuity	+	0.8476	84.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7603	76.03%
Carcinogenicity (trinary)	Non-required	0.7063	70.63%
Eye corrosion	-	0.9839	98.39%
Eye irritation	+	0.5835	58.35%
Skin irritation	-	0.7581	75.81%
Skin corrosion	-	0.9082	90.82%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8596	85.96%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.6238	62.38%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.6404	64.04%
Acute Oral Toxicity (c)	III	0.6313	63.13%
Estrogen receptor binding	+	0.7513	75.13%
Androgen receptor binding	+	0.6951	69.51%
Thyroid receptor binding	+	0.6422	64.22%
Glucocorticoid receptor binding	+	0.6116	61.16%
Aromatase binding	-	0.5064	50.64%
PPAR gamma	+	0.7583	75.83%
Honey bee toxicity	-	0.7536	75.36%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
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
CHEMBL240	Q12809	HERG	99.07%	89.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.19%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.95%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.73%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.24%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.19%	99.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.15%	94.62%
CHEMBL1255126	O15151	Protein Mdm4	88.55%	90.20%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.38%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.02%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	87.86%	94.73%
CHEMBL2535	P11166	Glucose transporter	87.32%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.70%	96.95%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.20%	95.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.16%	96.00%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	80.49%	100.00%

Plants that contains it

• Radula kojana

Cross-Links

• PubChem: 9922230
• LOTUS: LTS0141323
• wikiData: Q104911671