[(2R,8S,8aR)-5-acetyl-3,8-dimethyl-6-oxo-2,7,8,8a-tetrahydro-1H-naphthalen-2-yl] acetate

Details

• Internal ID: 8478ed02-2710-498f-8827-369b64a79b2a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: [(2R,8S,8aR)-5-acetyl-3,8-dimethyl-6-oxo-2,7,8,8a-tetrahydro-1H-naphthalen-2-yl] acetate
• InChI: InChI=1S/C16H20O4/c1-8-6-14(19)16(10(3)17)13-5-9(2)15(7-12(8)13)20-11(4)18/h5,8,12,15H,6-7H2,1-4H3/t8-,12+,15+/m0/s1
• InChI Key: ASWJAMHXDPXJPL-IBRIGMFSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₄
• Molecular Weight: 276.33 g/mol
• Exact Mass: 276.13615911 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.8958	89.58%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7202	72.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9294	92.94%
OATP1B3 inhibitior	+	0.9364	93.64%
MATE1 inhibitior	+	0.6000	60.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6844	68.44%
P-glycoprotein inhibitior	-	0.8739	87.39%
P-glycoprotein substrate	-	0.6525	65.25%
CYP3A4 substrate	+	0.5583	55.83%
CYP2C9 substrate	-	0.8058	80.58%
CYP2D6 substrate	-	0.9017	90.17%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.8361	83.61%
CYP2C19 inhibition	-	0.8673	86.73%
CYP2D6 inhibition	-	0.9391	93.91%
CYP1A2 inhibition	-	0.6934	69.34%
CYP2C8 inhibition	-	0.8071	80.71%
CYP inhibitory promiscuity	-	0.7746	77.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8556	85.56%
Carcinogenicity (trinary)	Non-required	0.5367	53.67%
Eye corrosion	-	0.9810	98.10%
Eye irritation	-	0.8308	83.08%
Skin irritation	-	0.6433	64.33%
Skin corrosion	-	0.9755	97.55%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7143	71.43%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.7013	70.13%
skin sensitisation	-	0.6855	68.55%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6095	60.95%
Acute Oral Toxicity (c)	III	0.6101	61.01%
Estrogen receptor binding	-	0.5879	58.79%
Androgen receptor binding	-	0.5307	53.07%
Thyroid receptor binding	-	0.7235	72.35%
Glucocorticoid receptor binding	-	0.6054	60.54%
Aromatase binding	-	0.8803	88.03%
PPAR gamma	-	0.7762	77.62%
Honey bee toxicity	-	0.7575	75.75%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.63%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.10%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.26%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.16%	97.25%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.99%	94.80%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.74%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.77%	86.33%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.14%	86.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.14%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.70%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.27%	91.19%

Plants that contains it

• Ageratina adenophora

Cross-Links

• PubChem: 102513184
• LOTUS: LTS0000749
• wikiData: Q104918140