3-acetyl-5-hydroxy-5,8a-dimethyl-4a,6,7,8-tetrahydro-4H-naphthalen-1-one

Details

• Internal ID: 8b1e2068-4bbd-4f9b-b3bf-c6f86226a905
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 3-acetyl-5-hydroxy-5,8a-dimethyl-4a,6,7,8-tetrahydro-4H-naphthalen-1-one
• InChI: InChI=1S/C14H20O3/c1-9(15)10-7-11-13(2,12(16)8-10)5-4-6-14(11,3)17/h8,11,17H,4-7H2,1-3H3
• InChI Key: PWULEKRDNJYHCH-UHFFFAOYSA-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: 1.00
• Atomic LogP (AlogP): 2.03
• H-Bond Acceptor: 3
• 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	+	0.7885	78.85%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8381	83.81%
OATP2B1 inhibitior	-	0.8503	85.03%
OATP1B1 inhibitior	+	0.9064	90.64%
OATP1B3 inhibitior	+	0.9621	96.21%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.7500	75.00%
BSEP inhibitior	-	0.8592	85.92%
P-glycoprotein inhibitior	-	0.9388	93.88%
P-glycoprotein substrate	-	0.8870	88.70%
CYP3A4 substrate	+	0.5272	52.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8953	89.53%
CYP3A4 inhibition	-	0.6255	62.55%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.8330	83.30%
CYP2D6 inhibition	-	0.9498	94.98%
CYP1A2 inhibition	-	0.9420	94.20%
CYP2C8 inhibition	-	0.9168	91.68%
CYP inhibitory promiscuity	-	0.9395	93.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5245	52.45%
Eye corrosion	-	0.9946	99.46%
Eye irritation	-	0.6628	66.28%
Skin irritation	+	0.6694	66.94%
Skin corrosion	-	0.9574	95.74%
Ames mutagenesis	-	0.7354	73.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7213	72.13%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5730	57.30%
skin sensitisation	+	0.4874	48.74%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.4678	46.78%
Acute Oral Toxicity (c)	III	0.5553	55.53%
Estrogen receptor binding	-	0.6238	62.38%
Androgen receptor binding	+	0.5585	55.85%
Thyroid receptor binding	-	0.5397	53.97%
Glucocorticoid receptor binding	-	0.6271	62.71%
Aromatase binding	-	0.7477	74.77%
PPAR gamma	-	0.7020	70.20%
Honey bee toxicity	-	0.9414	94.14%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9913	99.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.60%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.41%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.06%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.67%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.27%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.14%	99.23%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	85.72%	85.30%
CHEMBL1937	Q92769	Histone deacetylase 2	84.59%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.52%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.60%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.24%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.08%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.01%	93.04%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.40%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	80.37%	91.19%

Plants that contains it

• Teucrium heterophyllum

Cross-Links

• PubChem: 162842893
• LOTUS: LTS0178375
• wikiData: Q105215996