4,6,6-Trimethyl-2-(3-methylbuta-1,3-dienyl)-3-oxatricyclo[5.1.0.0(2,4)]octane

Details

• Internal ID: 999d4bae-11cb-4685-aa56-c36e7fe460f0
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: 4,6,6-trimethyl-2-[(1E)-3-methylbuta-1,3-dienyl]-3-oxatricyclo[5.1.0.02,4]octane
• SMILES (Canonical): CC(=C)C=CC12C3CC3C(CC1(O2)C)(C)C
• SMILES (Isomeric): CC(=C)/C=C/C12C3CC3C(CC1(O2)C)(C)C
• InChI: InChI=1S/C15H22O/c1-10(2)6-7-15-12-8-11(12)13(3,4)9-14(15,5)16-15/h6-7,11-12H,1,8-9H2,2-5H3/b7-6+
• InChI Key: JEWBTTPLZBTNTA-VOTSOKGWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O
• Molecular Weight: 218.33 g/mol
• Exact Mass: 218.167065321 g/mol
• Topological Polar Surface Area (TPSA): 12.50 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.71
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• JEWBTTPLZBTNTA-VOTSOKGWSA-N
• J3.586.422I
• 4,6,6-Trimethyl-2-(3-methyl-1,3-butadiene-1-yl)-3-oxatricyclo[5.1.0.02,4]octane

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	+	0.7596	75.96%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Lysosomes	0.5809	58.09%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.9235	92.35%
OATP1B3 inhibitior	+	0.9277	92.77%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9059	90.59%
P-glycoprotein inhibitior	-	0.9371	93.71%
P-glycoprotein substrate	-	0.9058	90.58%
CYP3A4 substrate	+	0.5622	56.22%
CYP2C9 substrate	-	0.8052	80.52%
CYP2D6 substrate	-	0.7780	77.80%
CYP3A4 inhibition	-	0.7641	76.41%
CYP2C9 inhibition	+	0.5268	52.68%
CYP2C19 inhibition	+	0.6640	66.40%
CYP2D6 inhibition	-	0.9324	93.24%
CYP1A2 inhibition	+	0.6522	65.22%
CYP2C8 inhibition	-	0.8077	80.77%
CYP inhibitory promiscuity	-	0.7233	72.33%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6317	63.17%
Carcinogenicity (trinary)	Non-required	0.5764	57.64%
Eye corrosion	-	0.9451	94.51%
Eye irritation	-	0.7748	77.48%
Skin irritation	+	0.5321	53.21%
Skin corrosion	-	0.9541	95.41%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5750	57.50%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5695	56.95%
skin sensitisation	+	0.7333	73.33%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.7222	72.22%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.6385	63.85%
Acute Oral Toxicity (c)	III	0.7154	71.54%
Estrogen receptor binding	-	0.6415	64.15%
Androgen receptor binding	+	0.5676	56.76%
Thyroid receptor binding	+	0.5904	59.04%
Glucocorticoid receptor binding	-	0.5245	52.45%
Aromatase binding	+	0.5803	58.03%
PPAR gamma	-	0.6539	65.39%
Honey bee toxicity	-	0.7320	73.20%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9905	99.05%

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	95.08%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.51%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	90.03%	91.49%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.32%	92.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.25%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.86%	85.14%
CHEMBL2061	P19793	Retinoid X receptor alpha	82.86%	91.67%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.76%	96.61%
CHEMBL2996	Q05655	Protein kinase C delta	80.68%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.61%	100.00%

Plants that contains it

• Schisandra chinensis

Cross-Links

• PubChem: 5369926
• NPASS: NPC101711