[(3aR,6aR,7S,9aS,9bR)-2,2,9a-trimethyl-7-propan-2-yl-4,6a,7,8,9,9b-hexahydro-3aH-azuleno[4,5-d][1,3]dioxol-5-yl]methanol

Details

• Internal ID: fe79511e-93b9-4ba1-8ae5-b9ba599c04dc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(3aR,6aR,7S,9aS,9bR)-2,2,9a-trimethyl-7-propan-2-yl-4,6a,7,8,9,9b-hexahydro-3aH-azuleno[4,5-d][1,3]dioxol-5-yl]methanol
• InChI: InChI=1S/C18H30O3/c1-11(2)13-6-7-18(5)14(13)8-12(10-19)9-15-16(18)21-17(3,4)20-15/h8,11,13-16,19H,6-7,9-10H2,1-5H3/t13-,14-,15+,16-,18-/m0/s1
• InChI Key: NRNQVCNAWNDYOT-RPUYLAQPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₀O₃
• Molecular Weight: 294.40 g/mol
• Exact Mass: 294.21949481 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.52
• H-Bond Acceptor: 3
• 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	+	0.9871	98.71%
Caco-2	+	0.8112	81.12%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5407	54.07%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.9016	90.16%
OATP1B3 inhibitior	+	0.9024	90.24%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.9354	93.54%
P-glycoprotein inhibitior	-	0.8359	83.59%
P-glycoprotein substrate	-	0.6716	67.16%
CYP3A4 substrate	+	0.5718	57.18%
CYP2C9 substrate	-	0.7853	78.53%
CYP2D6 substrate	-	0.7788	77.88%
CYP3A4 inhibition	-	0.7831	78.31%
CYP2C9 inhibition	-	0.7043	70.43%
CYP2C19 inhibition	-	0.8067	80.67%
CYP2D6 inhibition	-	0.9036	90.36%
CYP1A2 inhibition	-	0.7173	71.73%
CYP2C8 inhibition	-	0.7672	76.72%
CYP inhibitory promiscuity	-	0.8652	86.52%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5736	57.36%
Eye corrosion	-	0.9738	97.38%
Eye irritation	-	0.9553	95.53%
Skin irritation	-	0.7449	74.49%
Skin corrosion	-	0.9348	93.48%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5546	55.46%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5435	54.35%
skin sensitisation	-	0.6432	64.32%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7760	77.60%
Acute Oral Toxicity (c)	III	0.6032	60.32%
Estrogen receptor binding	+	0.7525	75.25%
Androgen receptor binding	+	0.5944	59.44%
Thyroid receptor binding	+	0.6999	69.99%
Glucocorticoid receptor binding	+	0.7222	72.22%
Aromatase binding	-	0.5098	50.98%
PPAR gamma	-	0.5137	51.37%
Honey bee toxicity	-	0.8489	84.89%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.7253	72.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.99%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.36%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.73%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.40%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.46%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.25%	100.00%
CHEMBL2581	P07339	Cathepsin D	87.18%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.48%	95.89%
CHEMBL3310	Q96DB2	Histone deacetylase 11	86.32%	88.56%
CHEMBL1937	Q92769	Histone deacetylase 2	83.85%	94.75%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.00%	96.61%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.68%	90.08%
CHEMBL221	P23219	Cyclooxygenase-1	81.65%	90.17%
CHEMBL2996	Q05655	Protein kinase C delta	81.41%	97.79%

Plants that contains it

• Jatropha neopauciflora

Cross-Links

• PubChem: 101394433
• LOTUS: LTS0126521
• wikiData: Q105184668