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

Details

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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

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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

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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

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

3D Structure

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ADMET Properties (via admetSAR 2)

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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

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Humulus lupulus

Cross-Links

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PubChem 5374864
NPASS NPC181923