[(7S)-3,7-dimethyl-8-oxo-7-propanoyl-2-bicyclo[4.2.0]octa-1(6),2,4-trienyl] acetate

Details

• Internal ID: 5e79e1ff-c5c9-4964-a688-2f2071caebd4
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Aryl ketones > Aryl alkyl ketones
• IUPAC Name: [(7S)-3,7-dimethyl-8-oxo-7-propanoyl-2-bicyclo[4.2.0]octa-1(6),2,4-trienyl] acetate
• SMILES (Canonical): CCC(=O)C1(C2=C(C1=O)C(=C(C=C2)C)OC(=O)C)C
• SMILES (Isomeric): CCC(=O)[C@@]1(C2=C(C1=O)C(=C(C=C2)C)OC(=O)C)C
• InChI: InChI=1S/C15H16O4/c1-5-11(17)15(4)10-7-6-8(2)13(19-9(3)16)12(10)14(15)18/h6-7H,5H2,1-4H3/t15-/m0/s1
• InChI Key: DILARCNLBXHZHH-HNNXBMFYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.35
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.6887	68.87%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7091	70.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9182	91.82%
OATP1B3 inhibitior	+	0.9681	96.81%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5878	58.78%
P-glycoprotein inhibitior	-	0.8793	87.93%
P-glycoprotein substrate	-	0.8369	83.69%
CYP3A4 substrate	+	0.5105	51.05%
CYP2C9 substrate	-	0.5659	56.59%
CYP2D6 substrate	-	0.8502	85.02%
CYP3A4 inhibition	-	0.7806	78.06%
CYP2C9 inhibition	-	0.9077	90.77%
CYP2C19 inhibition	-	0.8239	82.39%
CYP2D6 inhibition	-	0.9444	94.44%
CYP1A2 inhibition	-	0.6148	61.48%
CYP2C8 inhibition	-	0.6061	60.61%
CYP inhibitory promiscuity	-	0.8597	85.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7782	77.82%
Carcinogenicity (trinary)	Non-required	0.5567	55.67%
Eye corrosion	-	0.9523	95.23%
Eye irritation	-	0.6657	66.57%
Skin irritation	-	0.7302	73.02%
Skin corrosion	-	0.9120	91.20%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5804	58.04%
Micronuclear	-	0.7223	72.23%
Hepatotoxicity	+	0.5409	54.09%
skin sensitisation	-	0.6658	66.58%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5197	51.97%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.5659	56.59%
Acute Oral Toxicity (c)	III	0.5269	52.69%
Estrogen receptor binding	+	0.6295	62.95%
Androgen receptor binding	-	0.5483	54.83%
Thyroid receptor binding	-	0.7025	70.25%
Glucocorticoid receptor binding	-	0.5995	59.95%
Aromatase binding	-	0.5142	51.42%
PPAR gamma	+	0.6001	60.01%
Honey bee toxicity	-	0.8033	80.33%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9890	98.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	94.03%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.02%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.32%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.53%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.53%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.42%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.23%	86.33%
CHEMBL4208	P20618	Proteasome component C5	85.86%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.38%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.21%	97.21%
CHEMBL3401	O75469	Pregnane X receptor	80.88%	94.73%

Plants that contains it

• Actinidia valvata
• Camellia reticulata
• Camellia semiserrata

Cross-Links

• PubChem: 162966237
• LOTUS: LTS0028931
• wikiData: Q105223615