4a-Methyl-5-oxo-8-propan-2-yl-3,4,6,7,8,8a-hexahydronaphthalene-2-carboxylic acid

Details

• Internal ID: 770c3e2b-d20e-4b1e-8315-40c521bf3c90
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Ketones
• IUPAC Name: 4a-methyl-5-oxo-8-propan-2-yl-3,4,6,7,8,8a-hexahydronaphthalene-2-carboxylic acid
• SMILES (Canonical): CC(C)C1CCC(=O)C2(C1C=C(CC2)C(=O)O)C
• SMILES (Isomeric): CC(C)C1CCC(=O)C2(C1C=C(CC2)C(=O)O)C
• InChI: InChI=1S/C15H22O3/c1-9(2)11-4-5-13(16)15(3)7-6-10(14(17)18)8-12(11)15/h8-9,11-12H,4-7H2,1-3H3,(H,17,18)
• InChI Key: MIDNQBYFRKSCPM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.05
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	+	0.8512	85.12%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8971	89.71%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.9388	93.88%
OATP1B3 inhibitior	+	0.8362	83.62%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.9241	92.41%
P-glycoprotein inhibitior	-	0.9362	93.62%
P-glycoprotein substrate	-	0.9529	95.29%
CYP3A4 substrate	-	0.5223	52.23%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.9114	91.14%
CYP3A4 inhibition	-	0.7787	77.87%
CYP2C9 inhibition	-	0.8814	88.14%
CYP2C19 inhibition	-	0.8444	84.44%
CYP2D6 inhibition	-	0.9537	95.37%
CYP1A2 inhibition	-	0.8995	89.95%
CYP2C8 inhibition	-	0.9495	94.95%
CYP inhibitory promiscuity	-	0.9353	93.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5905	59.05%
Eye corrosion	-	0.9947	99.47%
Eye irritation	-	0.7578	75.78%
Skin irritation	+	0.6331	63.31%
Skin corrosion	-	0.9630	96.30%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7186	71.86%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5574	55.74%
skin sensitisation	+	0.6635	66.35%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7160	71.60%
Acute Oral Toxicity (c)	III	0.7156	71.56%
Estrogen receptor binding	-	0.6352	63.52%
Androgen receptor binding	-	0.5388	53.88%
Thyroid receptor binding	-	0.5820	58.20%
Glucocorticoid receptor binding	+	0.6033	60.33%
Aromatase binding	-	0.7292	72.92%
PPAR gamma	-	0.8235	82.35%
Honey bee toxicity	-	0.9516	95.16%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8100	81.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.30%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.69%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.21%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.65%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.07%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.29%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.63%	93.04%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.10%	94.45%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	83.59%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	82.63%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.24%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.09%	90.71%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.10%	93.00%

Plants that contains it

• Cosmos sulphureus

Cross-Links

• PubChem: 163046039
• LOTUS: LTS0239976
• wikiData: Q105164526