(12,12-Dimethyl-8-oxo-4-bicyclo[9.1.0]dodeca-4,9-dienyl)methyl acetate

Details

• Internal ID: 4d255b9e-a149-444d-a794-8069099e8ebd
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Carboxylic acid derivatives > Carboxylic acid esters
• IUPAC Name: (12,12-dimethyl-8-oxo-4-bicyclo[9.1.0]dodeca-4,9-dienyl)methyl acetate
• SMILES (Canonical): CC(=O)OCC1=CCCC(=O)C=CC2C(C2(C)C)CC1
• SMILES (Isomeric): CC(=O)OCC1=CCCC(=O)C=CC2C(C2(C)C)CC1
• InChI: InChI=1S/C17H24O3/c1-12(18)20-11-13-5-4-6-14(19)8-10-16-15(9-7-13)17(16,2)3/h5,8,10,15-16H,4,6-7,9,11H2,1-3H3
• InChI Key: MQNYOYOQPDJLJV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₃
• Molecular Weight: 276.40 g/mol
• Exact Mass: 276.17254462 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.45
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.7483	74.83%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8569	85.69%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.8984	89.84%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.7729	77.29%
P-glycoprotein inhibitior	-	0.8299	82.99%
P-glycoprotein substrate	-	0.8821	88.21%
CYP3A4 substrate	+	0.6307	63.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9127	91.27%
CYP3A4 inhibition	-	0.8951	89.51%
CYP2C9 inhibition	-	0.7401	74.01%
CYP2C19 inhibition	-	0.6592	65.92%
CYP2D6 inhibition	-	0.9054	90.54%
CYP1A2 inhibition	-	0.7369	73.69%
CYP2C8 inhibition	-	0.6800	68.00%
CYP inhibitory promiscuity	-	0.8506	85.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5651	56.51%
Eye corrosion	-	0.9435	94.35%
Eye irritation	-	0.8943	89.43%
Skin irritation	-	0.7114	71.14%
Skin corrosion	-	0.9794	97.94%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3765	37.65%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	+	0.6458	64.58%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5706	57.06%
Acute Oral Toxicity (c)	III	0.7377	73.77%
Estrogen receptor binding	+	0.6297	62.97%
Androgen receptor binding	-	0.6872	68.72%
Thyroid receptor binding	-	0.5624	56.24%
Glucocorticoid receptor binding	+	0.5543	55.43%
Aromatase binding	-	0.7993	79.93%
PPAR gamma	-	0.8032	80.32%
Honey bee toxicity	-	0.8515	85.15%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5249	52.49%
Fish aquatic toxicity	+	0.9754	97.54%

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	98.59%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.18%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.82%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.40%	94.45%
CHEMBL4208	P20618	Proteasome component C5	89.67%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.00%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.92%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.84%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	84.81%	91.19%
CHEMBL2581	P07339	Cathepsin D	84.68%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.26%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.75%	86.33%

Plants that contains it

• Valeriana officinalis

Cross-Links

• PubChem: 73129351
• LOTUS: LTS0239228
• wikiData: Q105170137