6-Methyl-3-propan-2-ylidene-7-oxabicyclo[4.1.0]heptan-2-one

Details

• Internal ID: c3ea4118-a190-474d-8bf3-e6108e14b1a7
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: 6-methyl-3-propan-2-ylidene-7-oxabicyclo[4.1.0]heptan-2-one
• SMILES (Canonical): CC(=C1CCC2(C(C1=O)O2)C)C
• SMILES (Isomeric): CC(=C1CCC2(C(C1=O)O2)C)C
• InChI: InChI=1S/C10H14O2/c1-6(2)7-4-5-10(3)9(12-10)8(7)11/h9H,4-5H2,1-3H3
• InChI Key: AKASWINDKIEEBO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₂
• Molecular Weight: 166.22 g/mol
• Exact Mass: 166.099379685 g/mol
• Topological Polar Surface Area (TPSA): 29.60 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.84
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 35178-55-3
• 1,2-Epoxy-p-menth-4(8)-en-3-one
• P-Menth-4(8)-en-3-one, 1,2-epoxy-
• 6-Methyl-3-(1-methylethylidene)-7-oxabicyclo(4.1.0)heptan-2-one
• 7-Oxabicyclo(4.1.0)heptan-2-one, 6-methyl-3-(1-methylethylidene)-
• 7-Oxabicyclo4.1.0heptan-2-one, 6-methyl-3-(1-methylethylidene)-
• [1S,6S,(+)]-6-Methyl-3-(1-methylethylidene)-7-oxabicyclo[4.1.0]heptane-2-one
• 7-Oxabicyclo[4.1.0]heptan-2-one, 6-methyl-3-(1-methylethylidene)-
• 6-methyl-3-propan-2-ylidene-7-oxabicyclo[4.1.0]heptan-2-one
• SCHEMBL3504077
• DTXSID00865752
• AKASWINDKIEEBO-UHFFFAOYSA-N
• 1-methyl-4-propan-2-ylidene-7-oxabicyclo[4.1.0]heptan-5-one
• 2,3-Epoxy-6-isopropylidene-3-methylcyclohexanone
• 6-Methyl-3-(1-methylethylidene)-7-oxabicyclo[4.1.0]heptan-2-one, 9CI

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.6528	65.28%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4955	49.55%
OATP2B1 inhibitior	-	0.8457	84.57%
OATP1B1 inhibitior	+	0.9455	94.55%
OATP1B3 inhibitior	+	0.9723	97.23%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8474	84.74%
P-glycoprotein inhibitior	-	0.9715	97.15%
P-glycoprotein substrate	-	0.9710	97.10%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.8834	88.34%
CYP2C9 inhibition	-	0.8180	81.80%
CYP2C19 inhibition	-	0.6030	60.30%
CYP2D6 inhibition	-	0.9063	90.63%
CYP1A2 inhibition	+	0.5605	56.05%
CYP2C8 inhibition	-	0.9841	98.41%
CYP inhibitory promiscuity	-	0.8923	89.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5271	52.71%
Eye corrosion	-	0.9670	96.70%
Eye irritation	+	0.8412	84.12%
Skin irritation	+	0.6110	61.10%
Skin corrosion	-	0.9059	90.59%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7537	75.37%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	+	0.6722	67.22%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.6453	64.53%
Acute Oral Toxicity (c)	III	0.6419	64.19%
Estrogen receptor binding	-	0.9007	90.07%
Androgen receptor binding	-	0.6679	66.79%
Thyroid receptor binding	-	0.8137	81.37%
Glucocorticoid receptor binding	-	0.8568	85.68%
Aromatase binding	-	0.8969	89.69%
PPAR gamma	-	0.8248	82.48%
Honey bee toxicity	-	0.9282	92.82%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.7823	78.23%

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	96.91%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.21%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.83%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.24%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.57%	89.00%
CHEMBL2581	P07339	Cathepsin D	83.22%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.66%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.48%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.71%	100.00%

Plants that contains it

• Cannabis sativa
• Clinopodium congestum
• Clinopodium grandiflorum
• Clinopodium nepeta subsp. spruneri
• Clinopodium serpyllifolium subsp. fruticosum
• Foeniculum vulgare
• Mentha × villosa
• Mentha arvensis
• Mentha grandiflora
• Mentha longifolia
• Mentha pulegium
• Mentha spicata
• Mentha suaveolens
• Minthostachys glabrescens
• Myristica fragrans
• Plectranthus defoliatus

Cross-Links

• PubChem: 61942
• NPASS: NPC154685
• LOTUS: LTS0194928
• wikiData: Q81986434