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ethyl 2-[(1S,3R,4S,7R,8S,9S,11S,14S,17R,22S,23R,26S)-22-acetyloxy-4,9,11,19,19-pentamethyl-5,10,24-trioxo-2,6,18,25-tetraoxaheptacyclo[12.10.1.11,8.03,7.014,23.016,20.011,26]hexacos-16(20)-en-17-yl]acetate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 21d9a9c6-ae1c-4056-8d6d-1e5fdfb71720
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
IUPAC Name ethyl 2-[(1S,3R,4S,7R,8S,9S,11S,14S,17R,22S,23R,26S)-22-acetyloxy-4,9,11,19,19-pentamethyl-5,10,24-trioxo-2,6,18,25-tetraoxaheptacyclo[12.10.1.11,8.03,7.014,23.016,20.011,26]hexacos-16(20)-en-17-yl]acetate
SMILES (Canonical) CCOC(=O)CC1C2=C(CC(C3C(=O)C45C6C(C(C(=O)C6(CCC3(C2)O4)C)C)C7C(O5)C(C(=O)O7)C)OC(=O)C)C(O1)(C)C
SMILES (Isomeric) CCOC(=O)C[C@@H]1C2=C(C[C@@H]([C@H]3C(=O)[C@]45[C@H]6[C@H]([C@@H](C(=O)[C@]6(CC[C@@]3(C2)O4)C)C)[C@@H]7[C@H](O5)[C@@H](C(=O)O7)C)OC(=O)C)C(O1)(C)C
InChI InChI=1S/C33H42O11/c1-8-39-21(35)12-19-17-13-32-10-9-31(7)26-22(14(2)27(31)36)25-24(15(3)29(38)41-25)43-33(26,44-32)28(37)23(32)20(40-16(4)34)11-18(17)30(5,6)42-19/h14-15,19-20,22-26H,8-13H2,1-7H3/t14-,15-,19+,20-,22+,23-,24+,25+,26-,31-,32-,33-/m0/s1
InChI Key LFFSDTHWFZQTRP-CVBXLKQXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H42O11
Molecular Weight 614.70 g/mol
Exact Mass 614.27271215 g/mol
Topological Polar Surface Area (TPSA) 141.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 3.00
H-Bond Acceptor 11
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of ethyl 2-[(1S,3R,4S,7R,8S,9S,11S,14S,17R,22S,23R,26S)-22-acetyloxy-4,9,11,19,19-pentamethyl-5,10,24-trioxo-2,6,18,25-tetraoxaheptacyclo[12.10.1.11,8.03,7.014,23.016,20.011,26]hexacos-16(20)-en-17-yl]acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9906 99.06%
Caco-2 - 0.7836 78.36%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8337 83.37%
OATP2B1 inhibitior - 0.8594 85.94%
OATP1B1 inhibitior + 0.8184 81.84%
OATP1B3 inhibitior + 0.9302 93.02%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9592 95.92%
P-glycoprotein inhibitior + 0.8321 83.21%
P-glycoprotein substrate + 0.6159 61.59%
CYP3A4 substrate + 0.7232 72.32%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8783 87.83%
CYP3A4 inhibition - 0.7143 71.43%
CYP2C9 inhibition - 0.7263 72.63%
CYP2C19 inhibition - 0.8250 82.50%
CYP2D6 inhibition - 0.9215 92.15%
CYP1A2 inhibition - 0.7796 77.96%
CYP2C8 inhibition + 0.6934 69.34%
CYP inhibitory promiscuity - 0.8037 80.37%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5411 54.11%
Eye corrosion - 0.9849 98.49%
Eye irritation - 0.8911 89.11%
Skin irritation - 0.5777 57.77%
Skin corrosion - 0.9220 92.20%
Ames mutagenesis + 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5154 51.54%
Micronuclear - 0.7300 73.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.8431 84.31%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.5564 55.64%
Acute Oral Toxicity (c) III 0.5897 58.97%
Estrogen receptor binding + 0.7926 79.26%
Androgen receptor binding + 0.7490 74.90%
Thyroid receptor binding + 0.5349 53.49%
Glucocorticoid receptor binding + 0.8186 81.86%
Aromatase binding + 0.7254 72.54%
PPAR gamma + 0.7163 71.63%
Honey bee toxicity - 0.6134 61.34%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.6150 61.50%
Fish aquatic toxicity + 0.9917 99.17%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.71% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.45% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.85% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.24% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.83% 94.45%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 89.41% 94.80%
CHEMBL3922 P50579 Methionine aminopeptidase 2 87.21% 97.28%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 87.20% 96.38%
CHEMBL2581 P07339 Cathepsin D 86.87% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.15% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.93% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.71% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 85.41% 91.49%
CHEMBL340 P08684 Cytochrome P450 3A4 84.65% 91.19%
CHEMBL220 P22303 Acetylcholinesterase 83.93% 94.45%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.64% 95.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.62% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.69% 94.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.12% 96.77%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.80% 92.62%
CHEMBL5555 O00767 Acyl-CoA desaturase 80.57% 97.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 25147098
LOTUS LTS0002100
wikiData Q105150997