2,5-Dihydro-6-hydroxy-3-methyl-8-(2-phenylethyl)-1-benzoxepin-9-carboxylic acid

Details

• Internal ID: b3913f86-e807-4647-814a-097196c16f4a
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 6-hydroxy-3-methyl-8-(2-phenylethyl)-2,5-dihydro-1-benzoxepine-9-carboxylic acid
• InChI: InChI=1S/C20H20O4/c1-13-7-10-16-17(21)11-15(9-8-14-5-3-2-4-6-14)18(20(22)23)19(16)24-12-13/h2-7,11,21H,8-10,12H2,1H3,(H,22,23)
• InChI Key: NVKJHPTXEFDWHJ-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₄
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.90
• 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	+	0.9864	98.64%
Caco-2	-	0.6019	60.19%
Blood Brain Barrier	-	0.5572	55.72%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7890	78.90%
OATP2B1 inhibitior	-	0.5794	57.94%
OATP1B1 inhibitior	+	0.9384	93.84%
OATP1B3 inhibitior	+	0.9337	93.37%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7591	75.91%
P-glycoprotein inhibitior	+	0.5828	58.28%
P-glycoprotein substrate	-	0.7461	74.61%
CYP3A4 substrate	+	0.5384	53.84%
CYP2C9 substrate	-	0.8135	81.35%
CYP2D6 substrate	-	0.8672	86.72%
CYP3A4 inhibition	-	0.5432	54.32%
CYP2C9 inhibition	-	0.5445	54.45%
CYP2C19 inhibition	+	0.7797	77.97%
CYP2D6 inhibition	-	0.6446	64.46%
CYP1A2 inhibition	+	0.8884	88.84%
CYP2C8 inhibition	+	0.5722	57.22%
CYP inhibitory promiscuity	+	0.5539	55.39%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6817	68.17%
Eye corrosion	-	0.9899	98.99%
Eye irritation	+	0.6598	65.98%
Skin irritation	-	0.7465	74.65%
Skin corrosion	-	0.9524	95.24%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4503	45.03%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.6140	61.40%
skin sensitisation	-	0.7863	78.63%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.6432	64.32%
Acute Oral Toxicity (c)	III	0.2873	28.73%
Estrogen receptor binding	+	0.8497	84.97%
Androgen receptor binding	+	0.7545	75.45%
Thyroid receptor binding	-	0.5566	55.66%
Glucocorticoid receptor binding	+	0.7361	73.61%
Aromatase binding	+	0.6451	64.51%
PPAR gamma	+	0.8618	86.18%
Honey bee toxicity	-	0.9104	91.04%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
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
CHEMBL2581	P07339	Cathepsin D	96.13%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.56%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	94.34%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.05%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.02%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.67%	96.09%
CHEMBL240	Q12809	HERG	86.64%	89.76%
CHEMBL5805	Q9NR97	Toll-like receptor 8	86.54%	96.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.79%	94.45%
CHEMBL2535	P11166	Glucose transporter	83.55%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.37%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.81%	96.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.36%	95.50%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.78%	95.17%
CHEMBL3902	P09211	Glutathione S-transferase Pi	80.71%	93.81%

Plants that contains it

• Radula javanica

Cross-Links

• PubChem: 11674225
• LOTUS: LTS0058747
• wikiData: Q105186276