[(3S,3aS,8aR)-3-(2-hydroxypropan-2-yl)-8a-methyl-2,3,3a,4,7,8-hexahydro-1H-azulen-6-yl]methyl acetate

Details

• Internal ID: 6c29903a-fdbc-41bf-9470-2fac97f57b78
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(3S,3aS,8aR)-3-(2-hydroxypropan-2-yl)-8a-methyl-2,3,3a,4,7,8-hexahydro-1H-azulen-6-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1=CCC2C(CCC2(CC1)C)C(C)(C)O
• SMILES (Isomeric): CC(=O)OCC1=CC[C@H]2[C@H](CC[C@@]2(CC1)C)C(C)(C)O
• InChI: InChI=1S/C17H28O3/c1-12(18)20-11-13-5-6-15-14(16(2,3)19)8-10-17(15,4)9-7-13/h5,14-15,19H,6-11H2,1-4H3/t14-,15-,17-/m0/s1
• InChI Key: VHRJMEHJSCAVKS-ZOBUZTSGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₈O₃
• Molecular Weight: 280.40 g/mol
• Exact Mass: 280.20384475 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.46
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	+	0.6556	65.56%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7277	72.77%
OATP2B1 inhibitior	-	0.8526	85.26%
OATP1B1 inhibitior	+	0.9089	90.89%
OATP1B3 inhibitior	+	0.8748	87.48%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.6210	62.10%
P-glycoprotein inhibitior	-	0.8536	85.36%
P-glycoprotein substrate	-	0.8465	84.65%
CYP3A4 substrate	+	0.6282	62.82%
CYP2C9 substrate	-	0.7912	79.12%
CYP2D6 substrate	-	0.8744	87.44%
CYP3A4 inhibition	-	0.8815	88.15%
CYP2C9 inhibition	+	0.6127	61.27%
CYP2C19 inhibition	-	0.6814	68.14%
CYP2D6 inhibition	-	0.9055	90.55%
CYP1A2 inhibition	-	0.6604	66.04%
CYP2C8 inhibition	+	0.4470	44.70%
CYP inhibitory promiscuity	-	0.7098	70.98%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5570	55.70%
Eye corrosion	-	0.9623	96.23%
Eye irritation	-	0.6485	64.85%
Skin irritation	-	0.6440	64.40%
Skin corrosion	-	0.9782	97.82%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3874	38.74%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5497	54.97%
skin sensitisation	+	0.5939	59.39%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.5645	56.45%
Acute Oral Toxicity (c)	III	0.6253	62.53%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.5168	51.68%
Thyroid receptor binding	-	0.5400	54.00%
Glucocorticoid receptor binding	+	0.7265	72.65%
Aromatase binding	-	0.5238	52.38%
PPAR gamma	-	0.5964	59.64%
Honey bee toxicity	-	0.8192	81.92%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9936	99.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.61%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.55%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.89%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.01%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.91%	97.09%
CHEMBL2581	P07339	Cathepsin D	84.91%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.58%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.86%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.23%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.92%	95.89%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.26%	90.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.21%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162844345
• LOTUS: LTS0251942
• wikiData: Q105286588