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[(1R,2R,3S,4R,9S,10S,13S,16S,18S,19S)-2-acetyloxy-18-hydroxy-5,5,9-trimethyl-14-oxo-15,17-dioxapentacyclo[11.5.1.01,10.04,9.016,19]nonadecan-3-yl] butanoate

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 960b74ba-cf22-445d-a811-2df533c7b56f
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name [(1R,2R,3S,4R,9S,10S,13S,16S,18S,19S)-2-acetyloxy-18-hydroxy-5,5,9-trimethyl-14-oxo-15,17-dioxapentacyclo[11.5.1.01,10.04,9.016,19]nonadecan-3-yl] butanoate
SMILES (Canonical) CCCC(=O)OC1C2C(CCCC2(C3CCC4C5C3(C1OC(=O)C)C(OC5OC4=O)O)C)(C)C
SMILES (Isomeric) CCCC(=O)O[C@H]1[C@H]2[C@@](CCCC2(C)C)([C@@H]3CC[C@H]4[C@H]5[C@]3([C@H]1OC(=O)C)[C@H](O[C@H]5OC4=O)O)C
InChI InChI=1S/C26H38O8/c1-6-8-16(28)32-18-19-24(3,4)11-7-12-25(19,5)15-10-9-14-17-22(33-21(14)29)34-23(30)26(15,17)20(18)31-13(2)27/h14-15,17-20,22-23,30H,6-12H2,1-5H3/t14-,15-,17+,18-,19+,20-,22+,23-,25-,26+/m0/s1
InChI Key KCKYJGIIASZZST-GAGXSZLBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H38O8
Molecular Weight 478.60 g/mol
Exact Mass 478.25666817 g/mol
Topological Polar Surface Area (TPSA) 108.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 3.34
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,3S,4R,9S,10S,13S,16S,18S,19S)-2-acetyloxy-18-hydroxy-5,5,9-trimethyl-14-oxo-15,17-dioxapentacyclo[11.5.1.01,10.04,9.016,19]nonadecan-3-yl] butanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9715 97.15%
Caco-2 - 0.6082 60.82%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7548 75.48%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8105 81.05%
OATP1B3 inhibitior + 0.8070 80.70%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.6700 67.00%
P-glycoprotein inhibitior + 0.6300 63.00%
P-glycoprotein substrate - 0.5685 56.85%
CYP3A4 substrate + 0.6720 67.20%
CYP2C9 substrate - 0.8198 81.98%
CYP2D6 substrate - 0.8611 86.11%
CYP3A4 inhibition - 0.5652 56.52%
CYP2C9 inhibition - 0.7791 77.91%
CYP2C19 inhibition - 0.7647 76.47%
CYP2D6 inhibition - 0.9554 95.54%
CYP1A2 inhibition - 0.8759 87.59%
CYP2C8 inhibition + 0.5302 53.02%
CYP inhibitory promiscuity - 0.8847 88.47%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5724 57.24%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9139 91.39%
Skin irritation - 0.5502 55.02%
Skin corrosion - 0.8723 87.23%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3791 37.91%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.5547 55.47%
skin sensitisation - 0.8824 88.24%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.5921 59.21%
Acute Oral Toxicity (c) III 0.5055 50.55%
Estrogen receptor binding + 0.8455 84.55%
Androgen receptor binding + 0.6369 63.69%
Thyroid receptor binding + 0.5238 52.38%
Glucocorticoid receptor binding + 0.6608 66.08%
Aromatase binding + 0.6122 61.22%
PPAR gamma + 0.6847 68.47%
Honey bee toxicity - 0.8161 81.61%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5168 51.68%
Fish aquatic toxicity + 0.9888 98.88%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.16% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.27% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.21% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.59% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.74% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.88% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.01% 97.09%
CHEMBL5255 O00206 Toll-like receptor 4 90.46% 92.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.41% 92.62%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 90.41% 82.50%
CHEMBL340 P08684 Cytochrome P450 3A4 90.23% 91.19%
CHEMBL4040 P28482 MAP kinase ERK2 90.15% 83.82%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.76% 96.77%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.10% 95.89%
CHEMBL3922 P50579 Methionine aminopeptidase 2 87.50% 97.28%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.48% 89.00%
CHEMBL2996 Q05655 Protein kinase C delta 84.41% 97.79%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.17% 94.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.16% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.03% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.90% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.45% 86.33%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.43% 90.08%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.36% 93.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.16% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.66% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.68% 97.14%

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 162919836
LOTUS LTS0117361
wikiData Q105138811