[3-Chloro-5-[4-(3,3-dimethyloxiran-2-yl)-3-(2-methylbut-2-enoyloxy)but-1-en-2-yl]-2,6-dihydroxy-2-methylcyclohexyl] 2-methylbut-2-enoate

Details

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Internal ID 2bd07c40-dd6c-4265-aa23-a9702c4574b2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name [3-chloro-5-[4-(3,3-dimethyloxiran-2-yl)-3-(2-methylbut-2-enoyloxy)but-1-en-2-yl]-2,6-dihydroxy-2-methylcyclohexyl] 2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C(C(CC(C1(C)O)Cl)C(=C)C(CC2C(O2)(C)C)OC(=O)C(=CC)C)O
SMILES (Isomeric) CC=C(C)C(=O)OC1C(C(CC(C1(C)O)Cl)C(=C)C(CC2C(O2)(C)C)OC(=O)C(=CC)C)O
InChI InChI=1S/C25H37ClO7/c1-9-13(3)22(28)31-17(12-19-24(6,7)33-19)15(5)16-11-18(26)25(8,30)21(20(16)27)32-23(29)14(4)10-2/h9-10,16-21,27,30H,5,11-12H2,1-4,6-8H3
InChI Key DGJSOBCOIVBILD-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H37ClO7
Molecular Weight 485.00 g/mol
Exact Mass 484.2227812 g/mol
Topological Polar Surface Area (TPSA) 106.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 3.61
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [3-Chloro-5-[4-(3,3-dimethyloxiran-2-yl)-3-(2-methylbut-2-enoyloxy)but-1-en-2-yl]-2,6-dihydroxy-2-methylcyclohexyl] 2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9331 93.31%
Caco-2 - 0.7267 72.67%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7732 77.32%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8692 86.92%
OATP1B3 inhibitior + 0.9045 90.45%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7241 72.41%
P-glycoprotein inhibitior + 0.6002 60.02%
P-glycoprotein substrate - 0.5368 53.68%
CYP3A4 substrate + 0.6557 65.57%
CYP2C9 substrate - 0.6035 60.35%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.8747 87.47%
CYP2C9 inhibition - 0.7774 77.74%
CYP2C19 inhibition - 0.6606 66.06%
CYP2D6 inhibition - 0.9097 90.97%
CYP1A2 inhibition - 0.8375 83.75%
CYP2C8 inhibition - 0.5659 56.59%
CYP inhibitory promiscuity - 0.8770 87.70%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.7691 76.91%
Carcinogenicity (trinary) Non-required 0.5382 53.82%
Eye corrosion - 0.9821 98.21%
Eye irritation - 0.9175 91.75%
Skin irritation - 0.6827 68.27%
Skin corrosion - 0.9166 91.66%
Ames mutagenesis + 0.5222 52.22%
Human Ether-a-go-go-Related Gene inhibition - 0.4356 43.56%
Micronuclear - 0.5741 57.41%
Hepatotoxicity + 0.5032 50.32%
skin sensitisation - 0.6359 63.59%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.5444 54.44%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity + 0.6967 69.67%
Acute Oral Toxicity (c) III 0.5390 53.90%
Estrogen receptor binding + 0.7348 73.48%
Androgen receptor binding + 0.5524 55.24%
Thyroid receptor binding + 0.6537 65.37%
Glucocorticoid receptor binding + 0.8110 81.10%
Aromatase binding + 0.6996 69.96%
PPAR gamma + 0.6735 67.35%
Honey bee toxicity + 0.5841 58.41%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5193 51.93%
Fish aquatic toxicity + 0.9924 99.24%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.58% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.52% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.24% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.74% 97.25%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 92.29% 96.95%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.91% 91.24%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 89.10% 95.17%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.96% 96.61%
CHEMBL340 P08684 Cytochrome P450 3A4 88.22% 91.19%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 88.15% 89.34%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 87.87% 98.75%
CHEMBL221 P23219 Cyclooxygenase-1 87.70% 90.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.04% 96.77%
CHEMBL2581 P07339 Cathepsin D 85.42% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.94% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.83% 91.07%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 83.81% 82.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.05% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.84% 97.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.36% 93.56%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 80.90% 95.71%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.47% 95.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.36% 94.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.15% 100.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.12% 91.03%

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.
Ligularia lankongensis

Cross-Links

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PubChem 162891237
LOTUS LTS0004932
wikiData Q104978776