[(3R,5S,6S,7R)-6,10-dimethyl-8-oxo-3-prop-1-en-2-ylspiro[4.5]dec-9-en-7-yl] acetate

Details

• Internal ID: ff659541-922e-432d-88fa-0530d4e2efaf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(3R,5S,6S,7R)-6,10-dimethyl-8-oxo-3-prop-1-en-2-ylspiro[4.5]dec-9-en-7-yl] acetate
• InChI: InChI=1S/C17H24O3/c1-10(2)14-6-7-17(9-14)11(3)8-15(19)16(12(17)4)20-13(5)18/h8,12,14,16H,1,6-7,9H2,2-5H3/t12-,14-,16-,17-/m1/s1
• InChI Key: MBYMPIVTBYFYFY-ODVANORSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₃
• Molecular Weight: 276.40 g/mol
• Exact Mass: 276.17254462 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.45
• H-Bond Acceptor: 3
• 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	+	0.9910	99.10%
Caco-2	+	0.6911	69.11%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7704	77.04%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.9321	93.21%
OATP1B3 inhibitior	+	0.9296	92.96%
MATE1 inhibitior	+	0.6000	60.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7049	70.49%
P-glycoprotein inhibitior	-	0.8337	83.37%
P-glycoprotein substrate	-	0.7418	74.18%
CYP3A4 substrate	+	0.6087	60.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9051	90.51%
CYP3A4 inhibition	-	0.7700	77.00%
CYP2C9 inhibition	-	0.8736	87.36%
CYP2C19 inhibition	-	0.7215	72.15%
CYP2D6 inhibition	-	0.9216	92.16%
CYP1A2 inhibition	-	0.7942	79.42%
CYP2C8 inhibition	-	0.8610	86.10%
CYP inhibitory promiscuity	-	0.8828	88.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8923	89.23%
Carcinogenicity (trinary)	Non-required	0.5139	51.39%
Eye corrosion	-	0.9594	95.94%
Eye irritation	-	0.8915	89.15%
Skin irritation	+	0.5646	56.46%
Skin corrosion	-	0.9601	96.01%
Ames mutagenesis	-	0.7715	77.15%
Human Ether-a-go-go-Related Gene inhibition	-	0.5224	52.24%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5792	57.92%
skin sensitisation	+	0.5764	57.64%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.4849	48.49%
Acute Oral Toxicity (c)	III	0.6228	62.28%
Estrogen receptor binding	-	0.5524	55.24%
Androgen receptor binding	-	0.5282	52.82%
Thyroid receptor binding	-	0.6339	63.39%
Glucocorticoid receptor binding	+	0.5383	53.83%
Aromatase binding	-	0.5573	55.73%
PPAR gamma	+	0.5625	56.25%
Honey bee toxicity	-	0.8135	81.35%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	0.9945	99.45%

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	96.00%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.95%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.68%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.58%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.79%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.29%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.88%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.25%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.68%	94.80%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.67%	86.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.23%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.19%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.05%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.33%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.14%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.06%	99.23%

Plants that contains it

• Hyoscyamus albus

Cross-Links

• PubChem: 101371654
• LOTUS: LTS0024220
• wikiData: Q105161036