2-Cyclohexen-1-one-4-carboxylic acid, 4-(3,7-dimethyl-2,6-octadien-1-yl)-3-methyl-, ethyl ester, (E)-

Details

• Internal ID: fbf33ff5-720f-402e-a1e8-7e2d7c7183c2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Monocyclic monoterpenoids
• IUPAC Name: ethyl 1-[(2E)-3,7-dimethylocta-2,6-dienyl]-2-methyl-4-oxocyclohex-2-ene-1-carboxylate
• SMILES (Canonical): CCOC(=O)C1(CCC(=O)C=C1C)CC=C(C)CCC=C(C)C
• SMILES (Isomeric): CCOC(=O)C1(CCC(=O)C=C1C)C/C=C(\C)/CCC=C(C)C
• InChI: InChI=1S/C20H30O3/c1-6-23-19(22)20(13-11-18(21)14-17(20)5)12-10-16(4)9-7-8-15(2)3/h8,10,14H,6-7,9,11-13H2,1-5H3/b16-10+
• InChI Key: VNMYXSABFRPRAN-MHWRWJLKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.93
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

• Ethyl 1-[(2E)-3,7-dimethyl-2,6-octadienyl]-2-methyl-4-oxo-2-cyclohexene-1-carboxylate #
• 2-Cyclohexen-1-one-4-carboxylic acid, 4-(3,7-dimethyl-2,6-octadien-1-yl)-3-methyl-, ethyl ester, (E)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.7927	79.27%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.9032	90.32%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.8788	87.88%
OATP1B3 inhibitior	+	0.9558	95.58%
MATE1 inhibitior	+	0.5200	52.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.6062	60.62%
P-glycoprotein inhibitior	-	0.6341	63.41%
P-glycoprotein substrate	-	0.8946	89.46%
CYP3A4 substrate	+	0.6122	61.22%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.9057	90.57%
CYP3A4 inhibition	-	0.7761	77.61%
CYP2C9 inhibition	-	0.7912	79.12%
CYP2C19 inhibition	-	0.6494	64.94%
CYP2D6 inhibition	-	0.8469	84.69%
CYP1A2 inhibition	-	0.8215	82.15%
CYP2C8 inhibition	-	0.8259	82.59%
CYP inhibitory promiscuity	-	0.7267	72.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8023	80.23%
Carcinogenicity (trinary)	Warning	0.5161	51.61%
Eye corrosion	-	0.9794	97.94%
Eye irritation	-	0.6324	63.24%
Skin irritation	-	0.7556	75.56%
Skin corrosion	-	0.9925	99.25%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5481	54.81%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6014	60.14%
skin sensitisation	+	0.5272	52.72%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	-	0.5719	57.19%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	+	0.5064	50.64%
Acute Oral Toxicity (c)	III	0.6233	62.33%
Estrogen receptor binding	+	0.7616	76.16%
Androgen receptor binding	+	0.5748	57.48%
Thyroid receptor binding	-	0.5131	51.31%
Glucocorticoid receptor binding	+	0.6885	68.85%
Aromatase binding	+	0.5590	55.90%
PPAR gamma	+	0.6473	64.73%
Honey bee toxicity	-	0.8485	84.85%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9972	99.72%

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	96.29%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.75%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.64%	96.09%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	94.81%	85.30%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.64%	97.25%
CHEMBL2581	P07339	Cathepsin D	90.09%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.41%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.18%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.21%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	80.61%	94.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.06%	85.14%

Plants that contains it

• Humulus lupulus

Cross-Links

• PubChem: 5374864
• NPASS: NPC181923