[(E)-5-[(1S,3S,4R)-1,3-dimethyl-2-oxabicyclo[2.2.2]oct-5-en-3-yl]-2-methylpent-2-enyl] acetate

Details

• Internal ID: 4a2df124-9cf3-43f5-867b-0621ddba130e
• Taxonomy: Organoheterocyclic compounds > Pyrans
• IUPAC Name: [(E)-5-[(1S,3S,4R)-1,3-dimethyl-2-oxabicyclo[2.2.2]oct-5-en-3-yl]-2-methylpent-2-enyl] acetate
• InChI: InChI=1S/C17H26O3/c1-13(12-19-14(2)18)6-5-9-17(4)15-7-10-16(3,20-17)11-8-15/h6-7,10,15H,5,8-9,11-12H2,1-4H3/b13-6+/t15-,16+,17-/m0/s1
• InChI Key: PSNPEWTWUKLZTG-HCHVNFJNSA-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): 35.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.79
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9876	98.76%
Caco-2	+	0.6878	68.78%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6858	68.58%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.8770	87.70%
OATP1B3 inhibitior	+	0.9199	91.99%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6324	63.24%
P-glycoprotein inhibitior	-	0.8065	80.65%
P-glycoprotein substrate	-	0.8214	82.14%
CYP3A4 substrate	+	0.6313	63.13%
CYP2C9 substrate	-	0.8111	81.11%
CYP2D6 substrate	-	0.8754	87.54%
CYP3A4 inhibition	-	0.8311	83.11%
CYP2C9 inhibition	-	0.6611	66.11%
CYP2C19 inhibition	-	0.6377	63.77%
CYP2D6 inhibition	-	0.9065	90.65%
CYP1A2 inhibition	-	0.6661	66.61%
CYP2C8 inhibition	-	0.6598	65.98%
CYP inhibitory promiscuity	-	0.5565	55.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5604	56.04%
Eye corrosion	-	0.9684	96.84%
Eye irritation	-	0.9029	90.29%
Skin irritation	-	0.7500	75.00%
Skin corrosion	-	0.9841	98.41%
Ames mutagenesis	-	0.6170	61.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6715	67.15%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5630	56.30%
skin sensitisation	-	0.5843	58.43%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.6009	60.09%
Acute Oral Toxicity (c)	III	0.6335	63.35%
Estrogen receptor binding	+	0.6396	63.96%
Androgen receptor binding	-	0.7670	76.70%
Thyroid receptor binding	+	0.5877	58.77%
Glucocorticoid receptor binding	+	0.7866	78.66%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8163	81.63%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5455	54.55%
Fish aquatic toxicity	+	0.9736	97.36%

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	97.17%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.76%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.27%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.85%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.59%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.81%	85.14%
CHEMBL2581	P07339	Cathepsin D	84.75%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.31%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.63%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.33%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.12%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.02%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	80.53%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 15043227
• LOTUS: LTS0257648
• wikiData: Q105214282