1-Oxaspiro[2.5]octane, 5,5-dimethyl-4-(3-methyl-1,3-butadienyl)-

Details

• Internal ID: f5a7af27-62cc-40ba-9ff8-5f1c5f86d5e4
• Taxonomy: Organoheterocyclic compounds > Epoxides
• IUPAC Name: 5,5-dimethyl-4-[(1E)-3-methylbuta-1,3-dienyl]-1-oxaspiro[2.5]octane
• SMILES (Canonical): CC(=C)C=CC1C(CCCC12CO2)(C)C
• SMILES (Isomeric): CC(=C)/C=C/C1C(CCCC12CO2)(C)C
• InChI: InChI=1S/C14H22O/c1-11(2)6-7-12-13(3,4)8-5-9-14(12)10-15-14/h6-7,12H,1,5,8-10H2,2-4H3/b7-6+
• InChI Key: HQWBEAAZOBOEBO-VOTSOKGWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂O
• Molecular Weight: 206.32 g/mol
• Exact Mass: 206.167065321 g/mol
• Topological Polar Surface Area (TPSA): 12.50 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.71
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 1-Oxaspiro[2.5]octane, 5,5-dimethyl-4-(3-methyl-1,3-butadienyl)-
• 5,5-Dimethyl-4-[(1E)-3-methyl-1,3-butadienyl]-1-oxaspiro[2.5]octane #

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9886	98.86%
Caco-2	+	0.8932	89.32%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Lysosomes	0.5676	56.76%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.8792	87.92%
OATP1B3 inhibitior	+	0.8948	89.48%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9169	91.69%
P-glycoprotein inhibitior	-	0.9717	97.17%
P-glycoprotein substrate	-	0.9128	91.28%
CYP3A4 substrate	-	0.5065	50.65%
CYP2C9 substrate	-	0.8003	80.03%
CYP2D6 substrate	-	0.7912	79.12%
CYP3A4 inhibition	-	0.8334	83.34%
CYP2C9 inhibition	-	0.5358	53.58%
CYP2C19 inhibition	+	0.5683	56.83%
CYP2D6 inhibition	-	0.9298	92.98%
CYP1A2 inhibition	+	0.6233	62.33%
CYP2C8 inhibition	-	0.7891	78.91%
CYP inhibitory promiscuity	-	0.7941	79.41%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.5122	51.22%
Eye corrosion	-	0.9224	92.24%
Eye irritation	+	0.8568	85.68%
Skin irritation	-	0.5127	51.27%
Skin corrosion	-	0.9626	96.26%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5781	57.81%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5501	55.01%
skin sensitisation	+	0.7322	73.22%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	-	0.7556	75.56%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.6492	64.92%
Acute Oral Toxicity (c)	III	0.7681	76.81%
Estrogen receptor binding	-	0.6449	64.49%
Androgen receptor binding	-	0.7273	72.73%
Thyroid receptor binding	+	0.5163	51.63%
Glucocorticoid receptor binding	-	0.6849	68.49%
Aromatase binding	-	0.7387	73.87%
PPAR gamma	-	0.7977	79.77%
Honey bee toxicity	-	0.7900	79.00%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5484	54.84%
Fish aquatic toxicity	+	0.9767	97.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.57%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.15%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	90.70%	91.49%
CHEMBL240	Q12809	HERG	86.39%	89.76%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.42%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.42%	92.94%
CHEMBL233	P35372	Mu opioid receptor	84.21%	97.93%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.42%	98.75%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.16%	89.34%
CHEMBL2061	P19793	Retinoid X receptor alpha	81.32%	91.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.16%	86.33%
CHEMBL325	Q13547	Histone deacetylase 1	81.08%	95.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.76%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.68%	95.50%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	80.20%	100.00%

Plants that contains it

• Mentha arvensis
• Mentha canadensis

Cross-Links

• PubChem: 5362888
• NPASS: NPC11947