(1R,3S,4S)-1,3-Dimethyl-3-(4-methylpent-3-en-1-yl)-2-oxabicyclo[2.2.2]oct-5-ene

Details

• Internal ID: e63478c8-44ed-4821-80b5-ad8edd0ea100
• Taxonomy: Organoheterocyclic compounds > Pyrans
• IUPAC Name: 1,3-dimethyl-3-(4-methylpent-3-enyl)-2-oxabicyclo[2.2.2]oct-5-ene
• InChI: InChI=1S/C15H24O/c1-12(2)6-5-9-15(4)13-7-10-14(3,16-15)11-8-13/h6-7,10,13H,5,8-9,11H2,1-4H3
• InChI Key: VLUGOADEEDGFLB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O
• Molecular Weight: 220.35 g/mol
• Exact Mass: 220.182715385 g/mol
• Topological Polar Surface Area (TPSA): 9.20 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.25
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• VLUGOADEEDGFLB-UHFFFAOYSA-N
• (1R,3S,4S)-1,3-Dimethyl-3-(4-methylpent-3-en-1-yl)-2-oxabicyclo[2.2.2]oct-5-ene
• 2-Oxabicyclo[2.2.2]oct-5-ene, 1,3-dimethyl-3-(4-methyl-3-penten-1-yl)-, (1R,3S,4S)-
• 2-Oxabicyclo[2.2.2]oct-5-ene, 1,3-dimethyl-3-(4-methyl-3-pentenyl)-, (1R,3S,4S)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9897	98.97%
Caco-2	+	0.8923	89.23%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.3392	33.92%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.8838	88.38%
OATP1B3 inhibitior	+	0.9272	92.72%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7137	71.37%
P-glycoprotein inhibitior	-	0.9507	95.07%
P-glycoprotein substrate	-	0.8757	87.57%
CYP3A4 substrate	+	0.5500	55.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7583	75.83%
CYP3A4 inhibition	-	0.8428	84.28%
CYP2C9 inhibition	-	0.7168	71.68%
CYP2C19 inhibition	-	0.5517	55.17%
CYP2D6 inhibition	-	0.9250	92.50%
CYP1A2 inhibition	-	0.6599	65.99%
CYP2C8 inhibition	-	0.8546	85.46%
CYP inhibitory promiscuity	-	0.6840	68.40%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.5985	59.85%
Eye corrosion	-	0.9457	94.57%
Eye irritation	-	0.6494	64.94%
Skin irritation	-	0.5840	58.40%
Skin corrosion	-	0.9668	96.68%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6772	67.72%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.5880	58.80%
skin sensitisation	+	0.7747	77.47%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.6889	68.89%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.5560	55.60%
Acute Oral Toxicity (c)	III	0.8538	85.38%
Estrogen receptor binding	-	0.7242	72.42%
Androgen receptor binding	-	0.8539	85.39%
Thyroid receptor binding	+	0.5303	53.03%
Glucocorticoid receptor binding	-	0.5290	52.90%
Aromatase binding	-	0.7039	70.39%
PPAR gamma	-	0.7175	71.75%
Honey bee toxicity	-	0.8816	88.16%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9321	93.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.47%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	89.00%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.10%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.85%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.09%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.58%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.96%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.70%	85.14%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.46%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.69%	92.62%
CHEMBL2581	P07339	Cathepsin D	80.15%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73812766
• LOTUS: LTS0139283
• wikiData: Q105288704