[4-[2-(3,5-Dihydroxyphenyl)ethyl]-2-(3-methylbut-2-enyl)phenyl] acetate

Details

• Internal ID: 19559ef5-43a6-4ff8-8e2c-d489ab350877
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: [4-[2-(3,5-dihydroxyphenyl)ethyl]-2-(3-methylbut-2-enyl)phenyl] acetate
• SMILES (Canonical): CC(=CCC1=C(C=CC(=C1)CCC2=CC(=CC(=C2)O)O)OC(=O)C)C
• SMILES (Isomeric): CC(=CCC1=C(C=CC(=C1)CCC2=CC(=CC(=C2)O)O)OC(=O)C)C
• InChI: InChI=1S/C21H24O4/c1-14(2)4-8-18-10-16(7-9-21(18)25-15(3)22)5-6-17-11-19(23)13-20(24)12-17/h4,7,9-13,23-24H,5-6,8H2,1-3H3
• InChI Key: ULZWZZSQPOWPSG-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₄
• Molecular Weight: 340.40 g/mol
• Exact Mass: 340.16745924 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.32
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9761	97.61%
Caco-2	+	0.6091	60.91%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8904	89.04%
OATP2B1 inhibitior	-	0.7158	71.58%
OATP1B1 inhibitior	+	0.9310	93.10%
OATP1B3 inhibitior	+	0.8739	87.39%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9056	90.56%
P-glycoprotein inhibitior	+	0.6137	61.37%
P-glycoprotein substrate	-	0.6808	68.08%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6075	60.75%
CYP2D6 substrate	-	0.8246	82.46%
CYP3A4 inhibition	-	0.6482	64.82%
CYP2C9 inhibition	+	0.8384	83.84%
CYP2C19 inhibition	+	0.9009	90.09%
CYP2D6 inhibition	-	0.6942	69.42%
CYP1A2 inhibition	+	0.8082	80.82%
CYP2C8 inhibition	+	0.6212	62.12%
CYP inhibitory promiscuity	+	0.8686	86.86%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7616	76.16%
Carcinogenicity (trinary)	Non-required	0.7686	76.86%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.5835	58.35%
Skin irritation	-	0.7801	78.01%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8457	84.57%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.6998	69.98%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5818	58.18%
Estrogen receptor binding	+	0.9483	94.83%
Androgen receptor binding	+	0.6208	62.08%
Thyroid receptor binding	+	0.5306	53.06%
Glucocorticoid receptor binding	+	0.6943	69.43%
Aromatase binding	+	0.8358	83.58%
PPAR gamma	+	0.8849	88.49%
Honey bee toxicity	-	0.7601	76.01%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6555	65.55%
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
CHEMBL2581	P07339	Cathepsin D	96.62%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.20%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.06%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.52%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.88%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.34%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	90.28%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.43%	96.95%
CHEMBL3194	P02766	Transthyretin	85.62%	90.71%
CHEMBL2535	P11166	Glucose transporter	84.05%	98.75%
CHEMBL4208	P20618	Proteasome component C5	83.83%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.84%	95.50%

Plants that contains it

• Glycyrrhiza glabra

Cross-Links

• PubChem: 11244716
• LOTUS: LTS0193530
• wikiData: Q105275444