2,6-Dihydroxy-3,3,5,5-tetramethyl-2-pentylcyclohexane-1,4-dione

Details

• Internal ID: 4888834d-7729-457b-90fe-e5b7b815bbea
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Acyloins
• IUPAC Name: 2,6-dihydroxy-3,3,5,5-tetramethyl-2-pentylcyclohexane-1,4-dione
• SMILES (Canonical): CCCCCC1(C(=O)C(C(C(=O)C1(C)C)(C)C)O)O
• SMILES (Isomeric): CCCCCC1(C(=O)C(C(C(=O)C1(C)C)(C)C)O)O
• InChI: InChI=1S/C15H26O4/c1-6-7-8-9-15(19)11(17)10(16)13(2,3)12(18)14(15,4)5/h10,16,19H,6-9H2,1-5H3
• InChI Key: OQXHARIOKZBMOE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₄
• Molecular Weight: 270.36 g/mol
• Exact Mass: 270.18310931 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.86
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9486	94.86%
Caco-2	+	0.7757	77.57%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8079	80.79%
OATP2B1 inhibitior	-	0.8518	85.18%
OATP1B1 inhibitior	+	0.8618	86.18%
OATP1B3 inhibitior	+	0.9447	94.47%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9475	94.75%
P-glycoprotein inhibitior	-	0.9218	92.18%
P-glycoprotein substrate	-	0.8023	80.23%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7935	79.35%
CYP3A4 inhibition	+	0.6033	60.33%
CYP2C9 inhibition	-	0.7952	79.52%
CYP2C19 inhibition	-	0.8486	84.86%
CYP2D6 inhibition	-	0.8958	89.58%
CYP1A2 inhibition	-	0.9030	90.30%
CYP2C8 inhibition	-	0.9140	91.40%
CYP inhibitory promiscuity	-	0.9478	94.78%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7277	72.77%
Eye corrosion	-	0.9778	97.78%
Eye irritation	+	0.5411	54.11%
Skin irritation	-	0.5675	56.75%
Skin corrosion	-	0.9085	90.85%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6666	66.66%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5837	58.37%
skin sensitisation	-	0.6261	62.61%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5936	59.36%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6266	62.66%
Acute Oral Toxicity (c)	III	0.5960	59.60%
Estrogen receptor binding	+	0.6049	60.49%
Androgen receptor binding	+	0.6240	62.40%
Thyroid receptor binding	+	0.5325	53.25%
Glucocorticoid receptor binding	+	0.5637	56.37%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.6893	68.93%
Honey bee toxicity	-	0.9611	96.11%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6381	63.81%
Fish aquatic toxicity	+	0.9283	92.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.35%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.96%	97.25%
CHEMBL230	P35354	Cyclooxygenase-2	95.56%	89.63%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.51%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.72%	91.11%
CHEMBL299	P17252	Protein kinase C alpha	88.77%	98.03%
CHEMBL4040	P28482	MAP kinase ERK2	87.04%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.72%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	85.83%	90.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	82.54%	92.08%

Plants that contains it

• Melaleuca triumphalis

Cross-Links

• PubChem: 163017083
• LOTUS: LTS0027116
• wikiData: Q105197297