(1R,7S,8aS)-7-(2-hydroxypropan-2-yl)-1-methyl-3,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one

Details

• Internal ID: b5d36554-29ce-4082-8b21-9c1c3a88f64e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (1R,7S,8aS)-7-(2-hydroxypropan-2-yl)-1-methyl-3,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one
• SMILES (Canonical): CC1C2CC(CCC2=CCC1=O)C(C)(C)O
• SMILES (Isomeric): C[C@@H]1[C@@H]2C[C@H](CCC2=CCC1=O)C(C)(C)O
• InChI: InChI=1S/C14H22O2/c1-9-12-8-11(14(2,3)16)6-4-10(12)5-7-13(9)15/h5,9,11-12,16H,4,6-8H2,1-3H3/t9-,11+,12+/m1/s1
• InChI Key: NBOAZLRJZITJPD-USWWRNFRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂O₂
• Molecular Weight: 222.32 g/mol
• Exact Mass: 222.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

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	-	0.5346	53.46%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8455	84.55%
OATP2B1 inhibitior	-	0.8528	85.28%
OATP1B1 inhibitior	+	0.9350	93.50%
OATP1B3 inhibitior	+	0.9572	95.72%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.8974	89.74%
P-glycoprotein inhibitior	-	0.9648	96.48%
P-glycoprotein substrate	-	0.8469	84.69%
CYP3A4 substrate	+	0.5129	51.29%
CYP2C9 substrate	-	0.8245	82.45%
CYP2D6 substrate	-	0.7981	79.81%
CYP3A4 inhibition	-	0.8806	88.06%
CYP2C9 inhibition	-	0.8299	82.99%
CYP2C19 inhibition	-	0.5682	56.82%
CYP2D6 inhibition	-	0.9371	93.71%
CYP1A2 inhibition	-	0.8334	83.34%
CYP2C8 inhibition	-	0.8534	85.34%
CYP inhibitory promiscuity	-	0.8304	83.04%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5570	55.70%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.7956	79.56%
Skin irritation	+	0.5863	58.63%
Skin corrosion	-	0.9738	97.38%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5420	54.20%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.7229	72.29%
skin sensitisation	+	0.6475	64.75%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6125	61.25%
Acute Oral Toxicity (c)	III	0.8456	84.56%
Estrogen receptor binding	-	0.8698	86.98%
Androgen receptor binding	-	0.6573	65.73%
Thyroid receptor binding	-	0.5719	57.19%
Glucocorticoid receptor binding	+	0.5658	56.58%
Aromatase binding	-	0.8388	83.88%
PPAR gamma	-	0.7340	73.40%
Honey bee toxicity	-	0.9233	92.33%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9829	98.29%

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	98.54%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.21%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.57%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.78%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.52%	95.56%
CHEMBL1871	P10275	Androgen Receptor	84.92%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.58%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.17%	96.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.34%	93.04%

Plants that contains it

• Carissa spinarum

Cross-Links

• PubChem: 162909208
• LOTUS: LTS0097728
• wikiData: Q105176874