2-Acetyl-4,6,6-trimethylcyclohex-4-ene-1,3-dione

Details

• Internal ID: 2cca6199-e141-4fd9-b7ee-7a78c030ff95
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Benzoquinones > M-benzoquinones
• IUPAC Name: 2-acetyl-4,6,6-trimethylcyclohex-4-ene-1,3-dione
• SMILES (Canonical): CC1=CC(C(=O)C(C1=O)C(=O)C)(C)C
• SMILES (Isomeric): CC1=CC(C(=O)C(C1=O)C(=O)C)(C)C
• InChI: InChI=1S/C11H14O3/c1-6-5-11(3,4)10(14)8(7(2)12)9(6)13/h5,8H,1-4H3
• InChI Key: JQUIHZWJQUUCHZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₃
• Molecular Weight: 194.23 g/mol
• Exact Mass: 194.094294304 g/mol
• Topological Polar Surface Area (TPSA): 51.20 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.32
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

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	-	0.5475	54.75%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8417	84.17%
OATP2B1 inhibitior	-	0.8643	86.43%
OATP1B1 inhibitior	+	0.9150	91.50%
OATP1B3 inhibitior	+	0.9656	96.56%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9179	91.79%
P-glycoprotein inhibitior	-	0.9507	95.07%
P-glycoprotein substrate	-	0.9523	95.23%
CYP3A4 substrate	-	0.5457	54.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8687	86.87%
CYP3A4 inhibition	-	0.8355	83.55%
CYP2C9 inhibition	-	0.7666	76.66%
CYP2C19 inhibition	-	0.7448	74.48%
CYP2D6 inhibition	-	0.9282	92.82%
CYP1A2 inhibition	-	0.8397	83.97%
CYP2C8 inhibition	-	0.9736	97.36%
CYP inhibitory promiscuity	-	0.7503	75.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6489	64.89%
Carcinogenicity (trinary)	Non-required	0.5424	54.24%
Eye corrosion	-	0.6828	68.28%
Eye irritation	+	0.8594	85.94%
Skin irritation	+	0.6086	60.86%
Skin corrosion	-	0.8878	88.78%
Ames mutagenesis	-	0.7628	76.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5781	57.81%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	+	0.8632	86.32%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.9073	90.73%
Nephrotoxicity	+	0.6939	69.39%
Acute Oral Toxicity (c)	II	0.5758	57.58%
Estrogen receptor binding	-	0.8297	82.97%
Androgen receptor binding	-	0.6949	69.49%
Thyroid receptor binding	-	0.8430	84.30%
Glucocorticoid receptor binding	-	0.9322	93.22%
Aromatase binding	-	0.8316	83.16%
PPAR gamma	-	0.7607	76.07%
Honey bee toxicity	-	0.9495	94.95%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9270	92.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.84%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.96%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.87%	99.23%
CHEMBL2581	P07339	Cathepsin D	84.55%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.71%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.57%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.31%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	82.11%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.56%	89.00%

Plants that contains it

• Backhousia angustifolia

Cross-Links

• PubChem: 14283284
• LOTUS: LTS0159619
• wikiData: Q105133684