(4R,4aS,5R)-4-hydroxy-5-methyl-4a,5,6,7-tetrahydro-4H-naphthalen-1-one

Details

• Internal ID: 4ab0fc4c-85e2-47ae-aa0e-2efa559bcf7a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (4R,4aS,5R)-4-hydroxy-5-methyl-4a,5,6,7-tetrahydro-4H-naphthalen-1-one
• InChI: InChI=1S/C11H14O2/c1-7-3-2-4-8-9(12)5-6-10(13)11(7)8/h4-7,10-11,13H,2-3H2,1H3/t7-,10-,11+/m1/s1
• InChI Key: VEPJYMZVLHBTJT-ONOSFVFSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₂
• Molecular Weight: 178.23 g/mol
• Exact Mass: 178.099379685 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.46
• 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	+	0.7571	75.71%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5174	51.74%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9592	95.92%
OATP1B3 inhibitior	+	0.9666	96.66%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9567	95.67%
P-glycoprotein inhibitior	-	0.9727	97.27%
P-glycoprotein substrate	-	0.9073	90.73%
CYP3A4 substrate	-	0.5511	55.11%
CYP2C9 substrate	-	0.8273	82.73%
CYP2D6 substrate	-	0.8706	87.06%
CYP3A4 inhibition	-	0.7956	79.56%
CYP2C9 inhibition	-	0.7341	73.41%
CYP2C19 inhibition	-	0.5906	59.06%
CYP2D6 inhibition	-	0.7433	74.33%
CYP1A2 inhibition	+	0.7286	72.86%
CYP2C8 inhibition	-	0.9742	97.42%
CYP inhibitory promiscuity	-	0.6306	63.06%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.4879	48.79%
Eye corrosion	-	0.9173	91.73%
Eye irritation	-	0.8595	85.95%
Skin irritation	+	0.5342	53.42%
Skin corrosion	-	0.8793	87.93%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6683	66.83%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	+	0.7365	73.65%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.6085	60.85%
Acute Oral Toxicity (c)	III	0.7381	73.81%
Estrogen receptor binding	-	0.8783	87.83%
Androgen receptor binding	-	0.7355	73.55%
Thyroid receptor binding	-	0.9145	91.45%
Glucocorticoid receptor binding	-	0.9194	91.94%
Aromatase binding	-	0.9562	95.62%
PPAR gamma	-	0.8947	89.47%
Honey bee toxicity	-	0.9436	94.36%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9322	93.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	90.14%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.57%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.25%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.66%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.33%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.28%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.96%	100.00%
CHEMBL4208	P20618	Proteasome component C5	80.77%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.68%	89.00%
CHEMBL1871	P10275	Androgen Receptor	80.42%	96.43%

Plants that contains it

• Stachys chinensis

Cross-Links

• PubChem: 130900151
• LOTUS: LTS0027609
• wikiData: Q105284755