2,5-Cyclohexadiene-1,4-dione, 2-butyl-6-methoxy-

Details

• Internal ID: 06ca8602-7875-4861-b82a-f8507bec476e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Benzoquinones > P-benzoquinones
• IUPAC Name: 2-butyl-6-methoxycyclohexa-2,5-diene-1,4-dione
• SMILES (Canonical): CCCCC1=CC(=O)C=C(C1=O)OC
• SMILES (Isomeric): CCCCC1=CC(=O)C=C(C1=O)OC
• InChI: InChI=1S/C11H14O3/c1-3-4-5-8-6-9(12)7-10(14-2)11(8)13/h6-7H,3-5H2,1-2H3
• InChI Key: JTNZEYFXPDFBBF-UHFFFAOYSA-N
• Popularity: 1 reference 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): 43.40 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.79
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 2,5-Cyclohexadiene-1,4-dione, 2-butyl-6-methoxy-
• 2-Butyl-6-methoxy-2,5-cyclohexadiene-1,4-dione
• CHEMBL443690
• JTNZEYFXPDFBBF-UHFFFAOYSA-
• DTXSID00206565
• InChI=1/C11H14O3/c1-3-4-5-8-6-9(12)7-10(14-2)11(8)13/h6-7H,3-5H2,1-2H3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.9326	93.26%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8083	80.83%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.9105	91.05%
OATP1B3 inhibitior	+	0.9715	97.15%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9031	90.31%
P-glycoprotein inhibitior	-	0.9506	95.06%
P-glycoprotein substrate	-	0.7733	77.33%
CYP3A4 substrate	-	0.5929	59.29%
CYP2C9 substrate	-	0.7795	77.95%
CYP2D6 substrate	-	0.8653	86.53%
CYP3A4 inhibition	-	0.9205	92.05%
CYP2C9 inhibition	-	0.8563	85.63%
CYP2C19 inhibition	-	0.7114	71.14%
CYP2D6 inhibition	-	0.8091	80.91%
CYP1A2 inhibition	-	0.5715	57.15%
CYP2C8 inhibition	-	0.6639	66.39%
CYP inhibitory promiscuity	-	0.6496	64.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7197	71.97%
Carcinogenicity (trinary)	Non-required	0.5884	58.84%
Eye corrosion	-	0.8791	87.91%
Eye irritation	+	0.8629	86.29%
Skin irritation	-	0.5710	57.10%
Skin corrosion	-	0.9451	94.51%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5757	57.57%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5289	52.89%
skin sensitisation	+	0.4920	49.20%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	+	0.6557	65.57%
Acute Oral Toxicity (c)	III	0.6862	68.62%
Estrogen receptor binding	-	0.5991	59.91%
Androgen receptor binding	-	0.4895	48.95%
Thyroid receptor binding	-	0.6143	61.43%
Glucocorticoid receptor binding	-	0.7161	71.61%
Aromatase binding	-	0.7662	76.62%
PPAR gamma	-	0.6400	64.00%
Honey bee toxicity	-	0.9517	95.17%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9499	94.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.12%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.10%	86.33%
CHEMBL1907	P15144	Aminopeptidase N	87.75%	93.31%
CHEMBL230	P35354	Cyclooxygenase-2	86.65%	89.63%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.64%	95.56%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	86.19%	85.94%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.86%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.48%	96.09%
CHEMBL255	P29275	Adenosine A2b receptor	84.58%	98.59%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.78%	94.45%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	81.31%	92.08%

Plants that contains it

• Miconia lepidota

Cross-Links

• PubChem: 3017085
• LOTUS: LTS0154583
• wikiData: Q83080402