1,7-Dimethyl-4-propan-2-ylidene-11-oxabicyclo[8.1.0]undec-6-en-3-one

Details

• Internal ID: 815824d7-1b12-455a-b531-0fc73626e746
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 1,7-dimethyl-4-propan-2-ylidene-11-oxabicyclo[8.1.0]undec-6-en-3-one
• SMILES (Canonical): CC1=CCC(=C(C)C)C(=O)CC2(C(O2)CC1)C
• SMILES (Isomeric): CC1=CCC(=C(C)C)C(=O)CC2(C(O2)CC1)C
• InChI: InChI=1S/C15H22O2/c1-10(2)12-7-5-11(3)6-8-14-15(4,17-14)9-13(12)16/h5,14H,6-9H2,1-4H3
• InChI Key: BRHJBHVGLHMQCU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 29.60 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.57
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	+	0.9039	90.39%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4958	49.58%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.9482	94.82%
OATP1B3 inhibitior	+	0.9630	96.30%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7302	73.02%
P-glycoprotein inhibitior	-	0.9282	92.82%
P-glycoprotein substrate	-	0.9161	91.61%
CYP3A4 substrate	+	0.5898	58.98%
CYP2C9 substrate	-	0.8071	80.71%
CYP2D6 substrate	-	0.8544	85.44%
CYP3A4 inhibition	-	0.8451	84.51%
CYP2C9 inhibition	-	0.7073	70.73%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.9453	94.53%
CYP1A2 inhibition	+	0.7489	74.89%
CYP2C8 inhibition	-	0.8768	87.68%
CYP inhibitory promiscuity	-	0.9120	91.20%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5418	54.18%
Eye corrosion	-	0.9591	95.91%
Eye irritation	+	0.6092	60.92%
Skin irritation	+	0.5686	56.86%
Skin corrosion	-	0.9491	94.91%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5815	58.15%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	+	0.6627	66.27%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.6432	64.32%
Acute Oral Toxicity (c)	III	0.6346	63.46%
Estrogen receptor binding	-	0.7770	77.70%
Androgen receptor binding	-	0.5798	57.98%
Thyroid receptor binding	-	0.7339	73.39%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.8387	83.87%
PPAR gamma	-	0.7562	75.62%
Honey bee toxicity	-	0.9257	92.57%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
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	93.45%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.04%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.47%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.32%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.57%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.98%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.21%	89.00%
CHEMBL1871	P10275	Androgen Receptor	84.85%	96.43%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.10%	93.40%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.47%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.81%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.15%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.91%	86.33%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.63%	85.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.58%	97.25%

Plants that contains it

• Smyrnium olusatrum

Cross-Links

• PubChem: 71438104
• LOTUS: LTS0013954
• wikiData: Q104944807