6-(2-But-2-en-2-yl-5-chloro-6-hydroxy-1a,6-dimethyl-2,3,3a,4,5,7,7a,7b-octahydronaphtho[1,2-b]oxiren-3-yl)-3-methylhexa-3,5-dien-2-one

Details

• Internal ID: c9f718f8-1c8a-4b4b-9294-6e9008a6f148
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: 6-(2-but-2-en-2-yl-5-chloro-6-hydroxy-1a,6-dimethyl-2,3,3a,4,5,7,7a,7b-octahydronaphtho[1,2-b]oxiren-3-yl)-3-methylhexa-3,5-dien-2-one
• InChI: InChI=1S/C23H33ClO3/c1-7-13(2)20-16(10-8-9-14(3)15(4)25)17-11-19(24)22(5,26)12-18(17)21-23(20,6)27-21/h7-10,16-21,26H,11-12H2,1-6H3
• InChI Key: CVRAYWZAMFZKCQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₃ClO₃
• Molecular Weight: 393.00 g/mol
• Exact Mass: 392.2118226 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.83
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.5126	51.26%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5622	56.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8679	86.79%
OATP1B3 inhibitior	+	0.9598	95.98%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9040	90.40%
P-glycoprotein inhibitior	-	0.6210	62.10%
P-glycoprotein substrate	-	0.6142	61.42%
CYP3A4 substrate	+	0.6565	65.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8806	88.06%
CYP3A4 inhibition	-	0.5625	56.25%
CYP2C9 inhibition	-	0.7168	71.68%
CYP2C19 inhibition	-	0.7541	75.41%
CYP2D6 inhibition	-	0.9103	91.03%
CYP1A2 inhibition	-	0.7935	79.35%
CYP2C8 inhibition	-	0.6415	64.15%
CYP inhibitory promiscuity	-	0.8305	83.05%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7885	78.85%
Carcinogenicity (trinary)	Non-required	0.5136	51.36%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9776	97.76%
Skin irritation	-	0.5869	58.69%
Skin corrosion	-	0.9129	91.29%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7909	79.09%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.6213	62.13%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6850	68.50%
Acute Oral Toxicity (c)	III	0.5139	51.39%
Estrogen receptor binding	+	0.8614	86.14%
Androgen receptor binding	+	0.5790	57.90%
Thyroid receptor binding	+	0.7470	74.70%
Glucocorticoid receptor binding	+	0.6444	64.44%
Aromatase binding	+	0.5568	55.68%
PPAR gamma	+	0.5753	57.53%
Honey bee toxicity	+	0.6338	63.38%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6248	62.48%
Fish aquatic toxicity	+	0.9900	99.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2039	P27338	Monoamine oxidase B	93.77%	92.51%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.64%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.54%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	91.41%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	89.90%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.41%	94.45%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.19%	98.75%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.52%	94.80%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.50%	91.24%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.95%	89.05%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.83%	89.34%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.50%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.55%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.27%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85081018
• LOTUS: LTS0069697
• wikiData: Q103818094