(6R)-6-hydroxy-3,5-dimethoxy-2,6-dimethyl-4-[(2R)-2-methylbutanoyl]cyclohexa-2,4-dien-1-one

Details

• Internal ID: 81a5c105-4943-4210-925e-0e9616829220
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Acyloins
• IUPAC Name: (6R)-6-hydroxy-3,5-dimethoxy-2,6-dimethyl-4-[(2R)-2-methylbutanoyl]cyclohexa-2,4-dien-1-one
• InChI: InChI=1S/C15H22O5/c1-7-8(2)11(16)10-12(19-5)9(3)13(17)15(4,18)14(10)20-6/h8,18H,7H2,1-6H3/t8-,15+/m1/s1
• InChI Key: XAKJHYHFOWVGDO-GLEZIHRCSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₅
• Molecular Weight: 282.33 g/mol
• Exact Mass: 282.14672380 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.76
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9855	98.55%
Caco-2	+	0.7029	70.29%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7932	79.32%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8759	87.59%
OATP1B3 inhibitior	+	0.9591	95.91%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8202	82.02%
P-glycoprotein inhibitior	-	0.8478	84.78%
P-glycoprotein substrate	-	0.8571	85.71%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.8171	81.71%
CYP2C9 inhibition	-	0.8913	89.13%
CYP2C19 inhibition	-	0.8135	81.35%
CYP2D6 inhibition	-	0.8838	88.38%
CYP1A2 inhibition	-	0.9187	91.87%
CYP2C8 inhibition	-	0.9125	91.25%
CYP inhibitory promiscuity	-	0.8627	86.27%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7340	73.40%
Carcinogenicity (trinary)	Non-required	0.5789	57.89%
Eye corrosion	-	0.9444	94.44%
Eye irritation	+	0.6003	60.03%
Skin irritation	-	0.6766	67.66%
Skin corrosion	-	0.9672	96.72%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7049	70.49%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5239	52.39%
skin sensitisation	+	0.5427	54.27%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	+	0.4883	48.83%
Acute Oral Toxicity (c)	III	0.5731	57.31%
Estrogen receptor binding	+	0.5499	54.99%
Androgen receptor binding	-	0.6223	62.23%
Thyroid receptor binding	-	0.5088	50.88%
Glucocorticoid receptor binding	-	0.5576	55.76%
Aromatase binding	-	0.7429	74.29%
PPAR gamma	-	0.5871	58.71%
Honey bee toxicity	-	0.9498	94.98%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9267	92.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.73%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.19%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.42%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	89.27%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.11%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.33%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.04%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.27%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.59%	97.21%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.45%	97.25%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.71%	96.47%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14161558
• LOTUS: LTS0091636
• wikiData: Q105323964