3-Methyl-5-(1,5,5-trimethyl-6-oxocyclohex-2-en-1-yl)penta-2,4-dienoic acid

Details

• Internal ID: fb568aab-72bb-4b12-b8c5-9a5676cc8909
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Medium-chain fatty acids
• IUPAC Name: 3-methyl-5-(1,5,5-trimethyl-6-oxocyclohex-2-en-1-yl)penta-2,4-dienoic acid
• SMILES (Canonical): CC(=CC(=O)O)C=CC1(C=CCC(C1=O)(C)C)C
• SMILES (Isomeric): CC(=CC(=O)O)C=CC1(C=CCC(C1=O)(C)C)C
• InChI: InChI=1S/C15H20O3/c1-11(10-12(16)17)6-9-15(4)8-5-7-14(2,3)13(15)18/h5-6,8-10H,7H2,1-4H3,(H,16,17)
• InChI Key: YMEFRSQFXGVNCO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.14
• H-Bond Acceptor: 2
• 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	+	0.9905	99.05%
Caco-2	+	0.7694	76.94%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8446	84.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8936	89.36%
OATP1B3 inhibitior	+	0.9561	95.61%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7964	79.64%
P-glycoprotein inhibitior	-	0.9672	96.72%
P-glycoprotein substrate	-	0.8933	89.33%
CYP3A4 substrate	-	0.5075	50.75%
CYP2C9 substrate	-	0.7717	77.17%
CYP2D6 substrate	-	0.9113	91.13%
CYP3A4 inhibition	-	0.8944	89.44%
CYP2C9 inhibition	-	0.8056	80.56%
CYP2C19 inhibition	-	0.9097	90.97%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9148	91.48%
CYP2C8 inhibition	-	0.9187	91.87%
CYP inhibitory promiscuity	-	0.9280	92.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6465	64.65%
Carcinogenicity (trinary)	Non-required	0.5556	55.56%
Eye corrosion	-	0.9403	94.03%
Eye irritation	-	0.8051	80.51%
Skin irritation	+	0.5875	58.75%
Skin corrosion	-	0.9315	93.15%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7371	73.71%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	+	0.8500	85.00%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.5083	50.83%
Acute Oral Toxicity (c)	III	0.6697	66.97%
Estrogen receptor binding	-	0.7178	71.78%
Androgen receptor binding	-	0.5869	58.69%
Thyroid receptor binding	-	0.5660	56.60%
Glucocorticoid receptor binding	-	0.7953	79.53%
Aromatase binding	-	0.5347	53.47%
PPAR gamma	+	0.5554	55.54%
Honey bee toxicity	-	0.9221	92.21%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6490	64.90%
Fish aquatic toxicity	+	0.9827	98.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.03%	91.11%
CHEMBL2004	P48443	Retinoid X receptor gamma	93.62%	100.00%
CHEMBL1870	P28702	Retinoid X receptor beta	93.10%	95.00%
CHEMBL2061	P19793	Retinoid X receptor alpha	92.76%	91.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.91%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	90.35%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.29%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.35%	95.56%
CHEMBL230	P35354	Cyclooxygenase-2	87.18%	89.63%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.54%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.26%	89.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	84.60%	85.30%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.65%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163065238
• LOTUS: LTS0150147
• wikiData: Q104201829