6-[4-(2-Acetyl-5-methylcyclopent-2-en-1-yl)butan-2-yl]-7a-methyl-3-propan-2-yl-1,3,3a,4,6,7-hexahydroindene-2,5-dione

Details

• Internal ID: 425d9845-ab5d-440d-9f14-3101b2312453
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones
• IUPAC Name: 6-[4-(2-acetyl-5-methylcyclopent-2-en-1-yl)butan-2-yl]-7a-methyl-3-propan-2-yl-1,3,3a,4,6,7-hexahydroindene-2,5-dione
• SMILES (Canonical): CC1CC=C(C1CCC(C)C2CC3(CC(=O)C(C3CC2=O)C(C)C)C)C(=O)C
• SMILES (Isomeric): CC1CC=C(C1CCC(C)C2CC3(CC(=O)C(C3CC2=O)C(C)C)C)C(=O)C
• InChI: InChI=1S/C25H38O3/c1-14(2)24-21-11-22(27)20(12-25(21,6)13-23(24)28)16(4)7-9-18-15(3)8-10-19(18)17(5)26/h10,14-16,18,20-21,24H,7-9,11-13H2,1-6H3
• InChI Key: AWPHMVTYYBNUDK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₈O₃
• Molecular Weight: 386.60 g/mol
• Exact Mass: 386.28209507 g/mol
• Topological Polar Surface Area (TPSA): 51.20 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 5.42
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.5177	51.77%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7476	74.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8992	89.92%
OATP1B3 inhibitior	+	0.9307	93.07%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.9079	90.79%
P-glycoprotein inhibitior	+	0.7611	76.11%
P-glycoprotein substrate	+	0.6365	63.65%
CYP3A4 substrate	+	0.6357	63.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	-	0.8553	85.53%
CYP2C9 inhibition	-	0.8687	86.87%
CYP2C19 inhibition	-	0.8867	88.67%
CYP2D6 inhibition	-	0.9599	95.99%
CYP1A2 inhibition	-	0.9103	91.03%
CYP2C8 inhibition	-	0.8602	86.02%
CYP inhibitory promiscuity	-	0.7882	78.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5521	55.21%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.9460	94.60%
Skin irritation	+	0.6061	60.61%
Skin corrosion	-	0.9607	96.07%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3979	39.79%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	+	0.7751	77.51%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5336	53.36%
Acute Oral Toxicity (c)	III	0.5982	59.82%
Estrogen receptor binding	+	0.7763	77.63%
Androgen receptor binding	+	0.6695	66.95%
Thyroid receptor binding	-	0.4916	49.16%
Glucocorticoid receptor binding	+	0.6315	63.15%
Aromatase binding	-	0.5472	54.72%
PPAR gamma	-	0.4845	48.45%
Honey bee toxicity	-	0.7075	70.75%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9911	99.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.31%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.05%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.49%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.99%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.00%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	86.25%	94.75%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.23%	90.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.01%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.52%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.89%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.85%	86.33%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.74%	94.00%

Plants that contains it

• Gentianella alborosea

Cross-Links

• PubChem: 162844914
• LOTUS: LTS0121444
• wikiData: Q104920187