[(1R,5R)-5-hydroxy-4-methoxy-5-methyl-2,6-dioxocyclohex-3-en-1-yl] (2R)-2-methylbutanoate

Details

• Internal ID: 116cc8fe-d91a-4e14-97bc-183dceb72b78
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Benzoquinones > M-benzoquinones
• IUPAC Name: [(1R,5R)-5-hydroxy-4-methoxy-5-methyl-2,6-dioxocyclohex-3-en-1-yl] (2R)-2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C(=O)C=C(C(C1=O)(C)O)OC
• SMILES (Isomeric): CC[C@@H](C)C(=O)O[C@@H]1C(=O)C=C([C@@](C1=O)(C)O)OC
• InChI: InChI=1S/C13H18O6/c1-5-7(2)12(16)19-10-8(14)6-9(18-4)13(3,17)11(10)15/h6-7,10,17H,5H2,1-4H3/t7-,10-,13-/m1/s1
• InChI Key: JWUYCQNPNLREFR-XBURVNOZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈O₆
• Molecular Weight: 270.28 g/mol
• Exact Mass: 270.11033829 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.38
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9758	97.58%
Caco-2	+	0.6300	63.00%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7993	79.93%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8183	81.83%
OATP1B3 inhibitior	+	0.9510	95.10%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7599	75.99%
P-glycoprotein inhibitior	-	0.8236	82.36%
P-glycoprotein substrate	-	0.7780	77.80%
CYP3A4 substrate	+	0.5462	54.62%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.8881	88.81%
CYP3A4 inhibition	-	0.8734	87.34%
CYP2C9 inhibition	-	0.9209	92.09%
CYP2C19 inhibition	-	0.9094	90.94%
CYP2D6 inhibition	-	0.9211	92.11%
CYP1A2 inhibition	-	0.9497	94.97%
CYP2C8 inhibition	-	0.9043	90.43%
CYP inhibitory promiscuity	-	0.9374	93.74%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7076	70.76%
Carcinogenicity (trinary)	Non-required	0.5583	55.83%
Eye corrosion	-	0.9453	94.53%
Eye irritation	-	0.9211	92.11%
Skin irritation	-	0.7108	71.08%
Skin corrosion	-	0.9673	96.73%
Ames mutagenesis	-	0.6754	67.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7339	73.39%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.5993	59.93%
skin sensitisation	+	0.4763	47.63%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	-	0.6672	66.72%
Acute Oral Toxicity (c)	III	0.5627	56.27%
Estrogen receptor binding	+	0.8676	86.76%
Androgen receptor binding	+	0.5523	55.23%
Thyroid receptor binding	-	0.5289	52.89%
Glucocorticoid receptor binding	+	0.6456	64.56%
Aromatase binding	-	0.5836	58.36%
PPAR gamma	-	0.7004	70.04%
Honey bee toxicity	-	0.8354	83.54%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6106	61.06%
Fish aquatic toxicity	+	0.9545	95.45%

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	98.13%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.53%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.33%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.16%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.15%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.38%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	89.07%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.54%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	84.02%	95.93%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.80%	82.69%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162984693
• LOTUS: LTS0110451
• wikiData: Q105136385