4-Hexanoyl-5-hydroxy-2,2,6,6-tetramethyl-cyclohex-4-ene-1,3-dione

Details

• Internal ID: c358178f-9afd-4d35-bc78-da1b6f251653
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Benzoquinones > M-benzoquinones
• IUPAC Name: 4-hexanoyl-5-hydroxy-2,2,6,6-tetramethylcyclohex-4-ene-1,3-dione
• SMILES (Canonical): CCCCCC(=O)C1=C(C(C(=O)C(C1=O)(C)C)(C)C)O
• SMILES (Isomeric): CCCCCC(=O)C1=C(C(C(=O)C(C1=O)(C)C)(C)C)O
• InChI: InChI=1S/C16H24O4/c1-6-7-8-9-10(17)11-12(18)15(2,3)14(20)16(4,5)13(11)19/h18H,6-9H2,1-5H3
• InChI Key: FRROHQREBXTQOZ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₄
• Molecular Weight: 280.36 g/mol
• Exact Mass: 280.16745924 g/mol
• Topological Polar Surface Area (TPSA): 71.40 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.15
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• 4-Cyclohexene-1,3-dione, 5-hydroxy-2,2,6,6-tetramethyl-4-(1-oxohexyl)-
• 4-hexanoyl-5-hydroxy-2,2,6,6-tetramethyl-cyclohex-4-ene-1,3-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9885	98.85%
Caco-2	+	0.8688	86.88%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8267	82.67%
OATP2B1 inhibitior	-	0.8482	84.82%
OATP1B1 inhibitior	+	0.7833	78.33%
OATP1B3 inhibitior	+	0.9505	95.05%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9384	93.84%
P-glycoprotein inhibitior	-	0.8757	87.57%
P-glycoprotein substrate	-	0.8223	82.23%
CYP3A4 substrate	-	0.5343	53.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8650	86.50%
CYP3A4 inhibition	+	0.5275	52.75%
CYP2C9 inhibition	-	0.8363	83.63%
CYP2C19 inhibition	-	0.8321	83.21%
CYP2D6 inhibition	-	0.8506	85.06%
CYP1A2 inhibition	-	0.8487	84.87%
CYP2C8 inhibition	-	0.8455	84.55%
CYP inhibitory promiscuity	-	0.8148	81.48%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7823	78.23%
Carcinogenicity (trinary)	Non-required	0.6243	62.43%
Eye corrosion	-	0.9794	97.94%
Eye irritation	+	0.6657	66.57%
Skin irritation	+	0.5659	56.59%
Skin corrosion	-	0.9523	95.23%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4558	45.58%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.6077	60.77%
skin sensitisation	+	0.5307	53.07%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5392	53.92%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.7211	72.11%
Acute Oral Toxicity (c)	III	0.5809	58.09%
Estrogen receptor binding	-	0.5730	57.30%
Androgen receptor binding	-	0.6963	69.63%
Thyroid receptor binding	-	0.6655	66.55%
Glucocorticoid receptor binding	-	0.4676	46.76%
Aromatase binding	-	0.5402	54.02%
PPAR gamma	+	0.6624	66.24%
Honey bee toxicity	-	0.9847	98.47%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5749	57.49%
Fish aquatic toxicity	+	0.9881	98.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.96%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.91%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.22%	96.09%
CHEMBL230	P35354	Cyclooxygenase-2	89.90%	89.63%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.00%	99.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.65%	97.29%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	84.38%	85.94%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.01%	95.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.44%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.73%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.46%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.37%	94.33%

Plants that contains it

• Corymbia dallachiana

Cross-Links

• PubChem: 6482357
• LOTUS: LTS0217961
• wikiData: Q105000397