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

Details

• Internal ID: 26d385dc-1be9-44c4-9806-d6dcdb2d52f1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Monocyclic monoterpenoids
• IUPAC Name: 4,5-dihydroxy-2,2,6,6-tetramethyl-4-pentylcyclohexane-1,3-dione
• SMILES (Canonical): CCCCCC1(C(C(C(=O)C(C1=O)(C)C)(C)C)O)O
• SMILES (Isomeric): CCCCCC1(C(C(C(=O)C(C1=O)(C)C)(C)C)O)O
• InChI: InChI=1S/C15H26O4/c1-6-7-8-9-15(19)11(17)13(2,3)10(16)14(4,5)12(15)18/h11,17,19H,6-9H2,1-5H3
• InChI Key: CFTYCEGRLMUXNH-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: 2.50
• 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	+	0.9647	96.47%
Caco-2	+	0.6062	60.62%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8611	86.11%
OATP2B1 inhibitior	-	0.8475	84.75%
OATP1B1 inhibitior	+	0.8788	87.88%
OATP1B3 inhibitior	+	0.9354	93.54%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9672	96.72%
P-glycoprotein inhibitior	-	0.8873	88.73%
P-glycoprotein substrate	-	0.8549	85.49%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.7687	76.87%
CYP3A4 inhibition	+	0.5366	53.66%
CYP2C9 inhibition	-	0.8547	85.47%
CYP2C19 inhibition	-	0.8574	85.74%
CYP2D6 inhibition	-	0.9087	90.87%
CYP1A2 inhibition	-	0.8673	86.73%
CYP2C8 inhibition	-	0.9214	92.14%
CYP inhibitory promiscuity	-	0.9768	97.68%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6991	69.91%
Eye corrosion	-	0.9791	97.91%
Eye irritation	-	0.6059	60.59%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9008	90.08%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6932	69.32%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5446	54.46%
skin sensitisation	-	0.6187	61.87%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5662	56.62%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.7556	75.56%
Acute Oral Toxicity (c)	III	0.6105	61.05%
Estrogen receptor binding	+	0.7004	70.04%
Androgen receptor binding	+	0.6237	62.37%
Thyroid receptor binding	-	0.5140	51.40%
Glucocorticoid receptor binding	-	0.5101	51.01%
Aromatase binding	+	0.5507	55.07%
PPAR gamma	+	0.5245	52.45%
Honey bee toxicity	-	0.9743	97.43%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6189	61.89%
Fish aquatic toxicity	+	0.9491	94.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.63%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.35%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.34%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.63%	97.25%
CHEMBL230	P35354	Cyclooxygenase-2	85.64%	89.63%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.62%	94.45%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.70%	92.86%
CHEMBL255	P29275	Adenosine A2b receptor	82.46%	98.59%
CHEMBL221	P23219	Cyclooxygenase-1	82.41%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.34%	95.56%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.24%	97.29%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.87%	97.09%
CHEMBL299	P17252	Protein kinase C alpha	81.35%	98.03%

Plants that contains it

• Melaleuca triumphalis

Cross-Links

• PubChem: 162980362
• LOTUS: LTS0139807
• wikiData: Q104956968