8-hydroxy-4a,8-dimethyl-4,5,6,7-tetrahydro-3H-naphthalen-2-one

Details

• Internal ID: 0e8cc6fc-53b5-4eb2-99f9-36663dfacec9
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 8-hydroxy-4a,8-dimethyl-4,5,6,7-tetrahydro-3H-naphthalen-2-one
• SMILES (Canonical): CC12CCCC(C1=CC(=O)CC2)(C)O
• SMILES (Isomeric): CC12CCCC(C1=CC(=O)CC2)(C)O
• InChI: InChI=1S/C12H18O2/c1-11-5-3-6-12(2,14)10(11)8-9(13)4-7-11/h8,14H,3-7H2,1-2H3
• InChI Key: NGTFVDVHOJMAJY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₂
• Molecular Weight: 194.27 g/mol
• Exact Mass: 194.130679813 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.22
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 133369-42-3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9693	96.93%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7237	72.37%
OATP2B1 inhibitior	-	0.8408	84.08%
OATP1B1 inhibitior	+	0.9065	90.65%
OATP1B3 inhibitior	+	0.9828	98.28%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6901	69.01%
BSEP inhibitior	-	0.8567	85.67%
P-glycoprotein inhibitior	-	0.9514	95.14%
P-glycoprotein substrate	-	0.9466	94.66%
CYP3A4 substrate	-	0.5370	53.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8650	86.50%
CYP3A4 inhibition	-	0.8290	82.90%
CYP2C9 inhibition	-	0.8528	85.28%
CYP2C19 inhibition	-	0.6125	61.25%
CYP2D6 inhibition	-	0.9258	92.58%
CYP1A2 inhibition	-	0.8724	87.24%
CYP2C8 inhibition	-	0.9577	95.77%
CYP inhibitory promiscuity	-	0.9109	91.09%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4552	45.52%
Eye corrosion	-	0.9877	98.77%
Eye irritation	+	0.7793	77.93%
Skin irritation	+	0.5179	51.79%
Skin corrosion	-	0.9636	96.36%
Ames mutagenesis	-	0.6754	67.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.8248	82.48%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5822	58.22%
skin sensitisation	+	0.5974	59.74%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8424	84.24%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6472	64.72%
Acute Oral Toxicity (c)	III	0.7215	72.15%
Estrogen receptor binding	-	0.8649	86.49%
Androgen receptor binding	-	0.5635	56.35%
Thyroid receptor binding	-	0.7934	79.34%
Glucocorticoid receptor binding	-	0.7457	74.57%
Aromatase binding	-	0.6865	68.65%
PPAR gamma	-	0.7058	70.58%
Honey bee toxicity	-	0.9619	96.19%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9705	97.05%

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	96.62%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.51%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.49%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.78%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.13%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.69%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.10%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.07%	100.00%
CHEMBL4208	P20618	Proteasome component C5	83.05%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.03%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.17%	82.69%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.97%	85.14%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.28%	85.30%

Plants that contains it

• Alpinia oxyphylla
• Chiliadenus montanus
• Teucrium heterophyllum
• Turnera diffusa

Cross-Links

• PubChem: 72746331
• LOTUS: LTS0058666
• wikiData: Q105179171