2-[(2R,4aR,8aR)-4a-methyl-8-oxo-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]prop-2-enoic acid

Details

• Internal ID: 4ab293d7-6dec-4c42-ac0e-63a65b58b3d7
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Ketones
• IUPAC Name: 2-[(2R,4aR,8aR)-4a-methyl-8-oxo-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]prop-2-enoic acid
• SMILES (Canonical): CC12CCCC(=O)C1CC(CC2)C(=C)C(=O)O
• SMILES (Isomeric): C[C@]12CCCC(=O)[C@@H]1C[C@@H](CC2)C(=C)C(=O)O
• InChI: InChI=1S/C14H20O3/c1-9(13(16)17)10-5-7-14(2)6-3-4-12(15)11(14)8-10/h10-11H,1,3-8H2,2H3,(H,16,17)/t10-,11+,14-/m1/s1
• InChI Key: STRWNEDWAIXKSI-UHIISALHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₃
• Molecular Weight: 236.31 g/mol
• Exact Mass: 236.14124450 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.80
• 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	+	0.9934	99.34%
Caco-2	+	0.7192	71.92%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7620	76.20%
OATP2B1 inhibitior	-	0.8501	85.01%
OATP1B1 inhibitior	+	0.9122	91.22%
OATP1B3 inhibitior	+	0.9168	91.68%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.8755	87.55%
P-glycoprotein inhibitior	-	0.9517	95.17%
P-glycoprotein substrate	-	0.9052	90.52%
CYP3A4 substrate	+	0.5448	54.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8928	89.28%
CYP3A4 inhibition	-	0.7497	74.97%
CYP2C9 inhibition	-	0.9031	90.31%
CYP2C19 inhibition	-	0.8487	84.87%
CYP2D6 inhibition	-	0.9383	93.83%
CYP1A2 inhibition	-	0.7030	70.30%
CYP2C8 inhibition	-	0.8724	87.24%
CYP inhibitory promiscuity	-	0.9603	96.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5342	53.42%
Eye corrosion	-	0.9842	98.42%
Eye irritation	+	0.6743	67.43%
Skin irritation	+	0.5578	55.78%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	-	0.6137	61.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6249	62.49%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5428	54.28%
skin sensitisation	+	0.4883	48.83%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6383	63.83%
Acute Oral Toxicity (c)	III	0.8072	80.72%
Estrogen receptor binding	-	0.4763	47.63%
Androgen receptor binding	-	0.5506	55.06%
Thyroid receptor binding	-	0.6315	63.15%
Glucocorticoid receptor binding	+	0.5776	57.76%
Aromatase binding	-	0.5503	55.03%
PPAR gamma	+	0.5463	54.63%
Honey bee toxicity	-	0.9333	93.33%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9961	99.61%

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	94.65%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.92%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.07%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.24%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.93%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.04%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.56%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.12%	93.03%
CHEMBL340	P08684	Cytochrome P450 3A4	84.11%	91.19%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.53%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.13%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.67%	92.94%

Plants that contains it

• Apalochlamys spectabilis

Cross-Links

• PubChem: 14707079
• LOTUS: LTS0089462
• wikiData: Q105260587