(4S,5S)-5-[(4aS,8aR)-5,5,8a-trimethyl-3-oxo-4a,6,7,8-tetrahydro-4H-naphthalen-2-yl]-4-hydroxy-4-propan-2-yloxolan-2-one

Details

• Internal ID: 900ce244-cdfc-4d69-8f83-a0e3d3a77a9c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (4S,5S)-5-[(4aS,8aR)-5,5,8a-trimethyl-3-oxo-4a,6,7,8-tetrahydro-4H-naphthalen-2-yl]-4-hydroxy-4-propan-2-yloxolan-2-one
• InChI: InChI=1S/C20H30O4/c1-12(2)20(23)11-16(22)24-17(20)13-10-19(5)8-6-7-18(3,4)15(19)9-14(13)21/h10,12,15,17,23H,6-9,11H2,1-5H3/t15-,17-,19+,20-/m0/s1
• InChI Key: QWNXWWLWZFRVOD-UUXHPUJUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.42
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	+	0.7679	76.79%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7421	74.21%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	+	0.8501	85.01%
OATP1B3 inhibitior	+	0.8608	86.08%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7453	74.53%
P-glycoprotein inhibitior	-	0.6773	67.73%
P-glycoprotein substrate	-	0.8569	85.69%
CYP3A4 substrate	+	0.5734	57.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9008	90.08%
CYP3A4 inhibition	-	0.6594	65.94%
CYP2C9 inhibition	-	0.8792	87.92%
CYP2C19 inhibition	-	0.8919	89.19%
CYP2D6 inhibition	-	0.9579	95.79%
CYP1A2 inhibition	-	0.8469	84.69%
CYP2C8 inhibition	-	0.8843	88.43%
CYP inhibitory promiscuity	-	0.9545	95.45%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4895	48.95%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9260	92.60%
Skin irritation	+	0.5933	59.33%
Skin corrosion	-	0.8907	89.07%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5732	57.32%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7926	79.26%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6350	63.50%
Acute Oral Toxicity (c)	I	0.6587	65.87%
Estrogen receptor binding	+	0.6508	65.08%
Androgen receptor binding	+	0.5722	57.22%
Thyroid receptor binding	+	0.6037	60.37%
Glucocorticoid receptor binding	+	0.6599	65.99%
Aromatase binding	-	0.6708	67.08%
PPAR gamma	+	0.7467	74.67%
Honey bee toxicity	-	0.8459	84.59%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9927	99.27%

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%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.39%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.37%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.02%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.52%	93.04%
CHEMBL2581	P07339	Cathepsin D	86.95%	98.95%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	86.54%	83.10%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.37%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	85.20%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.49%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.22%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.85%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.70%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.58%	86.33%

Plants that contains it

• Scutellaria repens

Cross-Links

• PubChem: 10830575
• LOTUS: LTS0124460
• wikiData: Q105229307