[(E)-3-[(1aS,3aR,4R,7S,7aS)-1a,4-dimethyl-3,3a,4,5,6,7-hexahydro-2H-indeno[1,7a-b]oxiren-7-yl]-2-methylprop-2-enyl] acetate

Details

• Internal ID: c6fbc97f-b0b9-4c5f-95dd-fdc70d95d830
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(E)-3-[(1aS,3aR,4R,7S,7aS)-1a,4-dimethyl-3,3a,4,5,6,7-hexahydro-2H-indeno[1,7a-b]oxiren-7-yl]-2-methylprop-2-enyl] acetate
• InChI: InChI=1S/C17H26O3/c1-11(10-19-13(3)18)9-14-6-5-12(2)15-7-8-16(4)17(14,15)20-16/h9,12,14-15H,5-8,10H2,1-4H3/b11-9+/t12-,14+,15-,16+,17-/m1/s1
• InChI Key: XFYJEZCEBAVINO-GGLMBGNOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₃
• Molecular Weight: 278.40 g/mol
• Exact Mass: 278.18819469 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.48
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9914	99.14%
Caco-2	+	0.8263	82.63%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6189	61.89%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.8896	88.96%
OATP1B3 inhibitior	+	0.9420	94.20%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6903	69.03%
P-glycoprotein inhibitior	-	0.7656	76.56%
P-glycoprotein substrate	-	0.8897	88.97%
CYP3A4 substrate	+	0.6492	64.92%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8485	84.85%
CYP3A4 inhibition	-	0.8432	84.32%
CYP2C9 inhibition	-	0.5584	55.84%
CYP2C19 inhibition	-	0.5790	57.90%
CYP2D6 inhibition	-	0.8898	88.98%
CYP1A2 inhibition	-	0.6005	60.05%
CYP2C8 inhibition	-	0.6051	60.51%
CYP inhibitory promiscuity	+	0.5644	56.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6140	61.40%
Eye corrosion	-	0.9750	97.50%
Eye irritation	-	0.7978	79.78%
Skin irritation	-	0.7372	73.72%
Skin corrosion	-	0.9616	96.16%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5371	53.71%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.5366	53.66%
skin sensitisation	-	0.5425	54.25%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.4759	47.59%
Acute Oral Toxicity (c)	III	0.6370	63.70%
Estrogen receptor binding	+	0.6062	60.62%
Androgen receptor binding	+	0.5438	54.38%
Thyroid receptor binding	+	0.6256	62.56%
Glucocorticoid receptor binding	+	0.7485	74.85%
Aromatase binding	+	0.5247	52.47%
PPAR gamma	-	0.5450	54.50%
Honey bee toxicity	-	0.7358	73.58%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	0.9792	97.92%

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	97.46%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.48%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.11%	96.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.01%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.67%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.27%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.03%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	86.24%	91.19%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.63%	94.80%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.98%	89.05%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.49%	89.50%
CHEMBL2581	P07339	Cathepsin D	81.32%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.19%	94.45%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.19%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.13%	95.50%

Plants that contains it

• Valeriana officinalis

Cross-Links

• PubChem: 44482331
• LOTUS: LTS0266936
• wikiData: Q105327385