4-(3-Methylbut-2-enyl)-5-(2-phenylethyl)benzene-1,2,3-triol

Details

• Internal ID: de7d7012-f91a-439d-8eb0-c19c92d59fea
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 4-(3-methylbut-2-enyl)-5-(2-phenylethyl)benzene-1,2,3-triol
• SMILES (Canonical): CC(=CCC1=C(C(=C(C=C1CCC2=CC=CC=C2)O)O)O)C
• SMILES (Isomeric): CC(=CCC1=C(C(=C(C=C1CCC2=CC=CC=C2)O)O)O)C
• InChI: InChI=1S/C19H22O3/c1-13(2)8-11-16-15(12-17(20)19(22)18(16)21)10-9-14-6-4-3-5-7-14/h3-8,12,20-22H,9-11H2,1-2H3
• InChI Key: KKZWUCNAHXFISF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₃
• Molecular Weight: 298.40 g/mol
• Exact Mass: 298.15689456 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.10
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9796	97.96%
Caco-2	+	0.6348	63.48%
Blood Brain Barrier	-	0.5524	55.24%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8579	85.79%
OATP2B1 inhibitior	-	0.5669	56.69%
OATP1B1 inhibitior	+	0.8402	84.02%
OATP1B3 inhibitior	+	0.9542	95.42%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7088	70.88%
BSEP inhibitior	+	0.8357	83.57%
P-glycoprotein inhibitior	-	0.5150	51.50%
P-glycoprotein substrate	-	0.8004	80.04%
CYP3A4 substrate	-	0.5838	58.38%
CYP2C9 substrate	-	0.7912	79.12%
CYP2D6 substrate	+	0.3482	34.82%
CYP3A4 inhibition	-	0.6385	63.85%
CYP2C9 inhibition	+	0.7923	79.23%
CYP2C19 inhibition	+	0.6592	65.92%
CYP2D6 inhibition	-	0.6990	69.90%
CYP1A2 inhibition	+	0.7518	75.18%
CYP2C8 inhibition	+	0.4882	48.82%
CYP inhibitory promiscuity	+	0.7663	76.63%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8823	88.23%
Carcinogenicity (trinary)	Non-required	0.7093	70.93%
Eye corrosion	-	0.9804	98.04%
Eye irritation	+	0.5882	58.82%
Skin irritation	-	0.7265	72.65%
Skin corrosion	-	0.7391	73.91%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6901	69.01%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	+	0.5455	54.55%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8298	82.98%
Acute Oral Toxicity (c)	III	0.6793	67.93%
Estrogen receptor binding	+	0.8809	88.09%
Androgen receptor binding	+	0.7775	77.75%
Thyroid receptor binding	+	0.6448	64.48%
Glucocorticoid receptor binding	+	0.7821	78.21%
Aromatase binding	+	0.6521	65.21%
PPAR gamma	+	0.8950	89.50%
Honey bee toxicity	-	0.9134	91.34%
Biodegradation	-	0.9250	92.50%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.18%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.76%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.44%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.94%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.65%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	89.09%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.10%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.49%	91.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.65%	95.50%
CHEMBL240	Q12809	HERG	83.93%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.77%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.16%	99.17%
CHEMBL5805	Q9NR97	Toll-like receptor 8	82.22%	96.25%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	81.44%	100.00%

Plants that contains it

• Radula perrottetii

Cross-Links

• PubChem: 86056178
• LOTUS: LTS0142901
• wikiData: Q105142457