(13bS)-1,13b-Dihydro-4,13b-dimethylbenzo[c]naphth[2,3-e]oxepin-7,9,12(2H)-trione

Details

• Internal ID: 80567fd4-4499-4e2a-9922-33f6600263ee
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: (13bS)-4,13b-dimethyl-1,2-dihydronaphtho[7,6-d][2]benzoxepine-7,9,12-trione
• InChI: InChI=1S/C20H16O4/c1-11-4-3-7-20(2)15-9-13-12(17(21)5-6-18(13)22)8-14(15)19(23)24-10-16(11)20/h4-6,8-10H,3,7H2,1-2H3/t20-/m0/s1
• InChI Key: LOOXMSCVIBKMCM-FQEVSTJZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₆O₄
• Molecular Weight: 320.30 g/mol
• Exact Mass: 320.10485899 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.67
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• (13bS)-1,13b-Dihydro-4,13b-dimethylbenzo[c]naphth[2,3-e]oxepin-7,9,12(2H)-trione
• 151171-18-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.8463	84.63%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6646	66.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9083	90.83%
OATP1B3 inhibitior	+	0.9560	95.60%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6742	67.42%
P-glycoprotein inhibitior	-	0.6036	60.36%
P-glycoprotein substrate	-	0.8044	80.44%
CYP3A4 substrate	+	0.5869	58.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8703	87.03%
CYP3A4 inhibition	-	0.7488	74.88%
CYP2C9 inhibition	-	0.6075	60.75%
CYP2C19 inhibition	-	0.6488	64.88%
CYP2D6 inhibition	-	0.7069	70.69%
CYP1A2 inhibition	+	0.7115	71.15%
CYP2C8 inhibition	-	0.7671	76.71%
CYP inhibitory promiscuity	-	0.7047	70.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9029	90.29%
Carcinogenicity (trinary)	Non-required	0.5826	58.26%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.8786	87.86%
Skin irritation	-	0.5971	59.71%
Skin corrosion	-	0.9139	91.39%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4356	43.56%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5274	52.74%
skin sensitisation	-	0.6360	63.60%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5357	53.57%
Acute Oral Toxicity (c)	III	0.6196	61.96%
Estrogen receptor binding	+	0.7522	75.22%
Androgen receptor binding	+	0.6451	64.51%
Thyroid receptor binding	-	0.5395	53.95%
Glucocorticoid receptor binding	+	0.7264	72.64%
Aromatase binding	+	0.5232	52.32%
PPAR gamma	+	0.7262	72.62%
Honey bee toxicity	-	0.9048	90.48%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9958	99.58%

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	94.58%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.53%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	92.01%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.82%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.03%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	89.99%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.01%	89.00%
CHEMBL4208	P20618	Proteasome component C5	88.30%	90.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.34%	96.21%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.18%	93.99%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	85.36%	96.67%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.96%	85.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.86%	94.00%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.16%	96.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 23427553
• LOTUS: LTS0123287
• wikiData: Q105154839