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

Details

• Internal ID: b091ca21-3436-4126-9187-aa265b54df08
• 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] propanoate
• InChI: InChI=1S/C18H28O3/c1-5-16(19)20-13-14(2)7-6-10-18(4)15-8-11-17(3,21-18)12-9-15/h7-8,11,15H,5-6,9-10,12-13H2,1-4H3/b14-7+/t15-,17+,18-/m0/s1
• InChI Key: MQJPOSCYXGJLPQ-IUOWXXPRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₈O₃
• Molecular Weight: 292.40 g/mol
• Exact Mass: 292.20384475 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 4.18
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	+	0.7325	73.25%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5920	59.20%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.8707	87.07%
OATP1B3 inhibitior	+	0.9522	95.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7766	77.66%
P-glycoprotein inhibitior	-	0.6901	69.01%
P-glycoprotein substrate	-	0.7348	73.48%
CYP3A4 substrate	+	0.6477	64.77%
CYP2C9 substrate	-	0.8111	81.11%
CYP2D6 substrate	-	0.8754	87.54%
CYP3A4 inhibition	-	0.7462	74.62%
CYP2C9 inhibition	-	0.6344	63.44%
CYP2C19 inhibition	-	0.5354	53.54%
CYP2D6 inhibition	-	0.8872	88.72%
CYP1A2 inhibition	-	0.6776	67.76%
CYP2C8 inhibition	+	0.4671	46.71%
CYP inhibitory promiscuity	+	0.6162	61.62%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.5582	55.82%
Eye corrosion	-	0.9718	97.18%
Eye irritation	-	0.8867	88.67%
Skin irritation	-	0.7920	79.20%
Skin corrosion	-	0.9836	98.36%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7466	74.66%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5451	54.51%
skin sensitisation	-	0.6300	63.00%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.4515	45.15%
Acute Oral Toxicity (c)	III	0.5998	59.98%
Estrogen receptor binding	+	0.6288	62.88%
Androgen receptor binding	-	0.7916	79.16%
Thyroid receptor binding	+	0.6612	66.12%
Glucocorticoid receptor binding	+	0.7552	75.52%
Aromatase binding	-	0.5321	53.21%
PPAR gamma	+	0.5750	57.50%
Honey bee toxicity	-	0.8220	82.20%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5545	55.45%
Fish aquatic toxicity	+	0.9827	98.27%

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	97.55%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.44%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.82%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.01%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.90%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.50%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.94%	100.00%
CHEMBL2664	P23526	Adenosylhomocysteinase	83.33%	86.67%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.03%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.92%	95.50%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.71%	97.50%
CHEMBL2581	P07339	Cathepsin D	81.51%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.40%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.29%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 15043228
• LOTUS: LTS0103148
• wikiData: Q105170057