3-Hydroxyl-5-methoxy-2-(3'-hydroxyl-3'-methylbutyl)-bibenzyl

Details

• Internal ID: 5586d71b-f08c-4f24-920e-889c03b2cd61
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 2-(3-hydroxy-3-methylbutyl)-5-methoxy-3-(2-phenylethyl)phenol
• SMILES (Canonical): CC(C)(CCC1=C(C=C(C=C1O)OC)CCC2=CC=CC=C2)O
• SMILES (Isomeric): CC(C)(CCC1=C(C=C(C=C1O)OC)CCC2=CC=CC=C2)O
• InChI: InChI=1S/C20H26O3/c1-20(2,22)12-11-18-16(13-17(23-3)14-19(18)21)10-9-15-7-5-4-6-8-15/h4-8,13-14,21-22H,9-12H2,1-3H3
• InChI Key: VFVHYIDVTDGUCS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₃
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.18819469 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.89
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.8732	87.32%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.9245	92.45%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.8575	85.75%
OATP1B3 inhibitior	+	0.9193	91.93%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7500	75.00%
P-glycoprotein inhibitior	+	0.5798	57.98%
P-glycoprotein substrate	-	0.6297	62.97%
CYP3A4 substrate	-	0.5223	52.23%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	+	0.4049	40.49%
CYP3A4 inhibition	-	0.8270	82.70%
CYP2C9 inhibition	-	0.5748	57.48%
CYP2C19 inhibition	+	0.5051	50.51%
CYP2D6 inhibition	-	0.8898	88.98%
CYP1A2 inhibition	-	0.5097	50.97%
CYP2C8 inhibition	+	0.7927	79.27%
CYP inhibitory promiscuity	-	0.7361	73.61%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7511	75.11%
Carcinogenicity (trinary)	Non-required	0.6709	67.09%
Eye corrosion	-	0.9882	98.82%
Eye irritation	+	0.5802	58.02%
Skin irritation	-	0.7912	79.12%
Skin corrosion	-	0.9428	94.28%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7815	78.15%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6017	60.17%
skin sensitisation	-	0.8023	80.23%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8110	81.10%
Acute Oral Toxicity (c)	III	0.6590	65.90%
Estrogen receptor binding	+	0.8894	88.94%
Androgen receptor binding	+	0.7215	72.15%
Thyroid receptor binding	+	0.8219	82.19%
Glucocorticoid receptor binding	+	0.6668	66.68%
Aromatase binding	+	0.6491	64.91%
PPAR gamma	+	0.8142	81.42%
Honey bee toxicity	-	0.8325	83.25%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9924	99.24%

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	98.44%	91.11%
CHEMBL240	Q12809	HERG	96.95%	89.76%
CHEMBL2581	P07339	Cathepsin D	96.27%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.37%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.10%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.27%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.26%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.09%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.74%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	87.17%	94.73%
CHEMBL2535	P11166	Glucose transporter	87.15%	98.75%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.23%	94.62%
CHEMBL4208	P20618	Proteasome component C5	83.08%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.44%	96.95%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.60%	91.71%

Plants that contains it

• Radula kojana

Cross-Links

• PubChem: 14805897
• LOTUS: LTS0059410
• wikiData: Q105285607