[(1S,2R,4aR,8S,8aR)-3',3',8,8a-tetramethyl-3-oxospiro[4,4a,5,6,7,8-hexahydro-1H-naphthalene-2,2'-oxirane]-1-yl] acetate

Details

• Internal ID: b037f11f-15d1-467c-b5c2-c36e1a3f03c5
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Carboxylic acid derivatives > Carboxylic acid esters
• IUPAC Name: [(1S,2R,4aR,8S,8aR)-3',3',8,8a-tetramethyl-3-oxospiro[4,4a,5,6,7,8-hexahydro-1H-naphthalene-2,2'-oxirane]-1-yl] acetate
• InChI: InChI=1S/C17H26O4/c1-10-7-6-8-12-9-13(19)17(15(3,4)21-17)14(16(10,12)5)20-11(2)18/h10,12,14H,6-9H2,1-5H3/t10-,12+,14-,16+,17+/m0/s1
• InChI Key: DPWOQVYZNDXRAN-OEWFIBSQSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₄
• Molecular Weight: 294.40 g/mol
• Exact Mass: 294.18310931 g/mol
• Topological Polar Surface Area (TPSA): 55.90 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9769	97.69%
Caco-2	+	0.7663	76.63%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7051	70.51%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.9121	91.21%
OATP1B3 inhibitior	+	0.9772	97.72%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9126	91.26%
P-glycoprotein inhibitior	-	0.8136	81.36%
P-glycoprotein substrate	-	0.9067	90.67%
CYP3A4 substrate	+	0.5755	57.55%
CYP2C9 substrate	-	0.8108	81.08%
CYP2D6 substrate	-	0.8441	84.41%
CYP3A4 inhibition	-	0.7514	75.14%
CYP2C9 inhibition	-	0.7919	79.19%
CYP2C19 inhibition	-	0.7577	75.77%
CYP2D6 inhibition	-	0.9639	96.39%
CYP1A2 inhibition	-	0.6766	67.66%
CYP2C8 inhibition	-	0.8113	81.13%
CYP inhibitory promiscuity	-	0.9707	97.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6694	66.94%
Eye corrosion	-	0.9800	98.00%
Eye irritation	-	0.8188	81.88%
Skin irritation	-	0.6148	61.48%
Skin corrosion	-	0.8963	89.63%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7097	70.97%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.5191	51.91%
skin sensitisation	-	0.7634	76.34%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.7029	70.29%
Acute Oral Toxicity (c)	III	0.5254	52.54%
Estrogen receptor binding	+	0.8098	80.98%
Androgen receptor binding	+	0.6142	61.42%
Thyroid receptor binding	+	0.5265	52.65%
Glucocorticoid receptor binding	+	0.6231	62.31%
Aromatase binding	+	0.5987	59.87%
PPAR gamma	-	0.7339	73.39%
Honey bee toxicity	-	0.9191	91.91%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5150	51.50%
Fish aquatic toxicity	+	0.9846	98.46%

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	95.92%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.81%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.37%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.74%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.65%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	86.39%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.23%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.72%	86.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.99%	93.04%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	83.34%	98.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.34%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.19%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.14%	94.00%

Plants that contains it

• Ligularia lamarum

Cross-Links

• PubChem: 101780471
• LOTUS: LTS0268559
• wikiData: Q104986751