(3aS,7R,8S,8aR,8bS)-7-hydroxy-3a,7,8-trimethyl-2,3,6,8,8a,8b-hexahydro-1H-acenaphthylen-4-one

Details

• Internal ID: ad64b901-5b99-4fff-8334-88d75d197338
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (3aS,7R,8S,8aR,8bS)-7-hydroxy-3a,7,8-trimethyl-2,3,6,8,8a,8b-hexahydro-1H-acenaphthylen-4-one
• InChI: InChI=1S/C15H22O2/c1-9-12-4-5-14(2)8-11(16)6-10(13(12)14)7-15(9,3)17/h6,9,12-13,17H,4-5,7-8H2,1-3H3/t9-,12-,13-,14-,15+/m0/s1
• InChI Key: YVDIKOYRFZVBOY-XOKYVNOHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

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	+	0.8988	89.88%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6126	61.26%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.9287	92.87%
OATP1B3 inhibitior	+	0.9855	98.55%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.8750	87.50%
BSEP inhibitior	-	0.8605	86.05%
P-glycoprotein inhibitior	-	0.9426	94.26%
P-glycoprotein substrate	-	0.8480	84.80%
CYP3A4 substrate	+	0.5702	57.02%
CYP2C9 substrate	-	0.8284	82.84%
CYP2D6 substrate	-	0.8927	89.27%
CYP3A4 inhibition	-	0.8780	87.80%
CYP2C9 inhibition	-	0.8994	89.94%
CYP2C19 inhibition	-	0.7432	74.32%
CYP2D6 inhibition	-	0.9480	94.80%
CYP1A2 inhibition	-	0.7866	78.66%
CYP2C8 inhibition	-	0.9560	95.60%
CYP inhibitory promiscuity	-	0.8619	86.19%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4542	45.42%
Eye corrosion	-	0.9946	99.46%
Eye irritation	-	0.9461	94.61%
Skin irritation	+	0.7521	75.21%
Skin corrosion	-	0.9644	96.44%
Ames mutagenesis	-	0.7737	77.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5854	58.54%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5246	52.46%
skin sensitisation	-	0.5657	56.57%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6227	62.27%
Acute Oral Toxicity (c)	III	0.8734	87.34%
Estrogen receptor binding	-	0.7079	70.79%
Androgen receptor binding	+	0.6375	63.75%
Thyroid receptor binding	+	0.5494	54.94%
Glucocorticoid receptor binding	-	0.5747	57.47%
Aromatase binding	-	0.8393	83.93%
PPAR gamma	-	0.8160	81.60%
Honey bee toxicity	-	0.8668	86.68%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9815	98.15%

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	93.83%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.44%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.81%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.16%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.35%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.90%	97.09%
CHEMBL2581	P07339	Cathepsin D	85.23%	98.95%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	84.22%	85.30%
CHEMBL1871	P10275	Androgen Receptor	84.09%	96.43%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.42%	93.04%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	82.24%	94.78%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.16%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.00%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.15%	89.00%

Plants that contains it

• Cestrum parqui

Cross-Links

• PubChem: 21574480
• LOTUS: LTS0020894
• wikiData: Q105365229