5-hydroxy-2,2,6,6-tetramethyl-4-[(2R)-2-methylbutanoyl]cyclohex-4-ene-1,3-dione

Details

• Internal ID: cbe09e99-8c1d-476f-ba87-bf25ae77b1d0
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Benzoquinones > M-benzoquinones
• IUPAC Name: 5-hydroxy-2,2,6,6-tetramethyl-4-[(2R)-2-methylbutanoyl]cyclohex-4-ene-1,3-dione
• SMILES (Canonical): CCC(C)C(=O)C1=C(C(C(=O)C(C1=O)(C)C)(C)C)O
• SMILES (Isomeric): CC[C@@H](C)C(=O)C1=C(C(C(=O)C(C1=O)(C)C)(C)C)O
• InChI: InChI=1S/C15H22O4/c1-7-8(2)10(16)9-11(17)14(3,4)13(19)15(5,6)12(9)18/h8,17H,7H2,1-6H3/t8-/m1/s1
• InChI Key: MMXVVIZXMZSOJO-MRVPVSSYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 71.40 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.62
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9915	99.15%
Caco-2	+	0.7424	74.24%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7912	79.12%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.8091	80.91%
OATP1B3 inhibitior	+	0.9635	96.35%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9072	90.72%
P-glycoprotein inhibitior	-	0.9215	92.15%
P-glycoprotein substrate	-	0.9007	90.07%
CYP3A4 substrate	-	0.6017	60.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8694	86.94%
CYP3A4 inhibition	-	0.7443	74.43%
CYP2C9 inhibition	-	0.7430	74.30%
CYP2C19 inhibition	-	0.7960	79.60%
CYP2D6 inhibition	-	0.8887	88.87%
CYP1A2 inhibition	-	0.9088	90.88%
CYP2C8 inhibition	-	0.9255	92.55%
CYP inhibitory promiscuity	-	0.8005	80.05%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6189	61.89%
Carcinogenicity (trinary)	Non-required	0.5793	57.93%
Eye corrosion	-	0.9079	90.79%
Eye irritation	+	0.6066	60.66%
Skin irritation	-	0.5214	52.14%
Skin corrosion	-	0.9125	91.25%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5385	53.85%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.6961	69.61%
skin sensitisation	+	0.7599	75.99%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.4855	48.55%
Acute Oral Toxicity (c)	III	0.5767	57.67%
Estrogen receptor binding	-	0.5187	51.87%
Androgen receptor binding	-	0.6907	69.07%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.7928	79.28%
Aromatase binding	-	0.6690	66.90%
PPAR gamma	+	0.5252	52.52%
Honey bee toxicity	-	0.9663	96.63%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.9793	97.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.71%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	94.45%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.47%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.52%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.32%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	84.62%	90.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.44%	86.92%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.25%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.86%	95.56%

Plants that contains it

• Leptospermum polygalifolium
• Leptospermum scoparium

Cross-Links

• PubChem: 163078248
• LOTUS: LTS0135322
• wikiData: Q105168183