5-Methyl-2-(1,2,2-trimethylcyclopentyl)cyclohex-2-ene-1,4-dione

Details

• Internal ID: f6fc7a66-c196-4949-a643-ee65b7b0869e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 5-methyl-2-(1,2,2-trimethylcyclopentyl)cyclohex-2-ene-1,4-dione
• SMILES (Canonical): CC1CC(=O)C(=CC1=O)C2(CCCC2(C)C)C
• SMILES (Isomeric): CC1CC(=O)C(=CC1=O)C2(CCCC2(C)C)C
• InChI: InChI=1S/C15H22O2/c1-10-8-13(17)11(9-12(10)16)15(4)7-5-6-14(15,2)3/h9-10H,5-8H2,1-4H3
• InChI Key: VMJFMEPSANWZNT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.31
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	+	0.9448	94.48%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7964	79.64%
OATP2B1 inhibitior	-	0.8508	85.08%
OATP1B1 inhibitior	+	0.8680	86.80%
OATP1B3 inhibitior	+	0.9087	90.87%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.7281	72.81%
P-glycoprotein inhibitior	-	0.9317	93.17%
P-glycoprotein substrate	-	0.8686	86.86%
CYP3A4 substrate	+	0.5124	51.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8546	85.46%
CYP3A4 inhibition	-	0.9389	93.89%
CYP2C9 inhibition	-	0.9159	91.59%
CYP2C19 inhibition	-	0.8061	80.61%
CYP2D6 inhibition	-	0.9511	95.11%
CYP1A2 inhibition	-	0.8916	89.16%
CYP2C8 inhibition	-	0.9547	95.47%
CYP inhibitory promiscuity	-	0.8526	85.26%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5193	51.93%
Eye corrosion	-	0.9678	96.78%
Eye irritation	-	0.5492	54.92%
Skin irritation	+	0.6162	61.62%
Skin corrosion	-	0.9807	98.07%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5743	57.43%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.7638	76.38%
skin sensitisation	+	0.7815	78.15%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.6270	62.70%
Acute Oral Toxicity (c)	III	0.5076	50.76%
Estrogen receptor binding	-	0.7537	75.37%
Androgen receptor binding	+	0.5221	52.21%
Thyroid receptor binding	-	0.4914	49.14%
Glucocorticoid receptor binding	-	0.8269	82.69%
Aromatase binding	-	0.7718	77.18%
PPAR gamma	-	0.7848	78.48%
Honey bee toxicity	-	0.8719	87.19%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9872	98.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.43%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.25%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.95%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.02%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.34%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.90%	82.69%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	87.70%	86.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.71%	93.04%
CHEMBL1937	Q92769	Histone deacetylase 2	84.98%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.31%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.39%	86.33%

Plants that contains it

• Lejeunea aquatica

Cross-Links

• PubChem: 162886185
• LOTUS: LTS0004871
• wikiData: Q105289009