6-(2-Phenylethyl)-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-4,7-diol

Details

• Internal ID: c3dd1ead-2a5f-46bd-b08b-f922b5ce01e3
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 6-(2-phenylethyl)-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-4,7-diol
• SMILES (Canonical): CC(=C)C1CC2=C(C=C(C(=C2O1)O)CCC3=CC=CC=C3)O
• SMILES (Isomeric): CC(=C)C1CC2=C(C=C(C(=C2O1)O)CCC3=CC=CC=C3)O
• InChI: InChI=1S/C19H20O3/c1-12(2)17-11-15-16(20)10-14(18(21)19(15)22-17)9-8-13-6-4-3-5-7-13/h3-7,10,17,20-21H,1,8-9,11H2,2H3
• InChI Key: QPONMEZYLNOBOL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₃
• Molecular Weight: 296.40 g/mol
• Exact Mass: 296.14124450 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 3.76
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	-	0.7404	74.04%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7006	70.06%
OATP2B1 inhibitior	-	0.8533	85.33%
OATP1B1 inhibitior	+	0.8368	83.68%
OATP1B3 inhibitior	+	0.9536	95.36%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8820	88.20%
BSEP inhibitior	-	0.5050	50.50%
P-glycoprotein inhibitior	-	0.5867	58.67%
P-glycoprotein substrate	-	0.6136	61.36%
CYP3A4 substrate	+	0.5315	53.15%
CYP2C9 substrate	-	0.6075	60.75%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	-	0.7606	76.06%
CYP2C9 inhibition	+	0.6817	68.17%
CYP2C19 inhibition	+	0.7260	72.60%
CYP2D6 inhibition	-	0.7887	78.87%
CYP1A2 inhibition	+	0.8566	85.66%
CYP2C8 inhibition	+	0.5341	53.41%
CYP inhibitory promiscuity	+	0.9154	91.54%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.4345	43.45%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.5690	56.90%
Skin irritation	-	0.6668	66.68%
Skin corrosion	-	0.8650	86.50%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6623	66.23%
Micronuclear	-	0.6382	63.82%
Hepatotoxicity	-	0.5540	55.40%
skin sensitisation	-	0.6241	62.41%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7674	76.74%
Acute Oral Toxicity (c)	III	0.3839	38.39%
Estrogen receptor binding	+	0.6295	62.95%
Androgen receptor binding	+	0.6769	67.69%
Thyroid receptor binding	+	0.6393	63.93%
Glucocorticoid receptor binding	+	0.7402	74.02%
Aromatase binding	+	0.7326	73.26%
PPAR gamma	+	0.8294	82.94%
Honey bee toxicity	-	0.8000	80.00%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9865	98.65%

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	99.38%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.64%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.71%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.66%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	88.92%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	87.47%	91.49%
CHEMBL5805	Q9NR97	Toll-like receptor 8	85.94%	96.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.82%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.46%	94.62%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	85.33%	96.37%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.44%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.02%	95.89%
CHEMBL233	P35372	Mu opioid receptor	82.17%	97.93%

Plants that contains it

• Radula perrottetii

Cross-Links

• PubChem: 162845458
• LOTUS: LTS0018570
• wikiData: Q104397129