Spiro[bicyclo[7.2.0]undec-5-ene-2,2'-oxirane], 6,10,10-trimethyl-, [1S-(1R*,2S*,5E,9S*)]-

Details

• Internal ID: cdbb82e8-28ca-4724-9151-49d09938b1b8
• Taxonomy: Organoheterocyclic compounds > Epoxides
• IUPAC Name: (1R,4E,8R,9S)-4,11,11-trimethylspiro[bicyclo[7.2.0]undec-4-ene-8,2'-oxirane]
• SMILES (Canonical): CC1=CCCC2(CO2)C3CC(C3CC1)(C)C
• SMILES (Isomeric): C/C/1=C\CC[C@]2(CO2)[C@H]3CC([C@@H]3CC1)(C)C
• InChI: InChI=1S/C15H24O/c1-11-5-4-8-15(10-16-15)13-9-14(2,3)12(13)7-6-11/h5,12-13H,4,6-10H2,1-3H3/b11-5+/t12-,13+,15+/m1/s1
• InChI Key: AURKDPLYMRHYAY-USNDISCDSA-N
• Popularity: 2 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): 12.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.94
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 88395-50-0
• Spiro[bicyclo[7.2.0]undec-5-ene-2,2'-oxirane], 6,10,10-trimethyl-, [1S-(1R*,2S*,5E,9S*)]-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9915	99.15%
Caco-2	+	0.9058	90.58%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Lysosomes	0.5484	54.84%
OATP2B1 inhibitior	-	0.8473	84.73%
OATP1B1 inhibitior	+	0.9425	94.25%
OATP1B3 inhibitior	+	0.9628	96.28%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7423	74.23%
P-glycoprotein inhibitior	-	0.9423	94.23%
P-glycoprotein substrate	-	0.8731	87.31%
CYP3A4 substrate	+	0.5544	55.44%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.7447	74.47%
CYP3A4 inhibition	-	0.8849	88.49%
CYP2C9 inhibition	+	0.7245	72.45%
CYP2C19 inhibition	+	0.7319	73.19%
CYP2D6 inhibition	-	0.9122	91.22%
CYP1A2 inhibition	+	0.7590	75.90%
CYP2C8 inhibition	-	0.5692	56.92%
CYP inhibitory promiscuity	-	0.8396	83.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7200	72.00%
Carcinogenicity (trinary)	Non-required	0.4888	48.88%
Eye corrosion	-	0.8974	89.74%
Eye irritation	+	0.5292	52.92%
Skin irritation	-	0.5465	54.65%
Skin corrosion	-	0.9503	95.03%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6751	67.51%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.6445	64.45%
skin sensitisation	+	0.6849	68.49%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.8222	82.22%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.6790	67.90%
Acute Oral Toxicity (c)	III	0.7308	73.08%
Estrogen receptor binding	-	0.6221	62.21%
Androgen receptor binding	-	0.5476	54.76%
Thyroid receptor binding	-	0.5665	56.65%
Glucocorticoid receptor binding	-	0.5438	54.38%
Aromatase binding	-	0.6654	66.54%
PPAR gamma	-	0.7573	75.73%
Honey bee toxicity	-	0.8726	87.26%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.8666	86.66%

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	96.63%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.91%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.58%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.47%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.95%	97.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.64%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.77%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.56%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.25%	95.89%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	81.23%	94.78%

Plants that contains it

• Aristolochia chamissonis
• Bejaranoa semistriata

Cross-Links

• PubChem: 162967750
• LOTUS: LTS0030282
• wikiData: Q104919101