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[(1S,3R,15S,18S,19R,20R,21S,22S,24R,25R,26S)-19,20,22,25-tetraacetyloxy-15,26-dihydroxy-3,15,26-trimethyl-6,16,23-trioxo-2,5,17-trioxa-9-azapentacyclo[16.7.1.01,21.03,24.07,12]hexacosa-7(12),8,10-trien-21-yl]methyl 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 324e7fd6-bf45-4316-ada3-d9cbdabf22eb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name [(1S,3R,15S,18S,19R,20R,21S,22S,24R,25R,26S)-19,20,22,25-tetraacetyloxy-15,26-dihydroxy-3,15,26-trimethyl-6,16,23-trioxo-2,5,17-trioxa-9-azapentacyclo[16.7.1.01,21.03,24.07,12]hexacosa-7(12),8,10-trien-21-yl]methyl acetate
SMILES (Canonical) CC(=O)OCC12C(C(C3C(C14C(C(C(=O)C2OC(=O)C)C(O4)(COC(=O)C5=C(CCC(C(=O)O3)(C)O)C=CN=C5)C)OC(=O)C)(C)O)OC(=O)C)OC(=O)C
SMILES (Isomeric) CC(=O)OC[C@@]12[C@H]([C@H]([C@H]3[C@]([C@@]14[C@@H]([C@@H](C(=O)[C@H]2OC(=O)C)[C@@](O4)(COC(=O)C5=C(CC[C@](C(=O)O3)(C)O)C=CN=C5)C)OC(=O)C)(C)O)OC(=O)C)OC(=O)C
InChI InChI=1S/C36H43NO18/c1-16(38)48-15-35-27(52-19(4)41)24(43)23-26(51-18(3)40)36(35)34(8,47)28(25(50-17(2)39)29(35)53-20(5)42)54-31(45)32(6,46)11-9-21-10-12-37-13-22(21)30(44)49-14-33(23,7)55-36/h10,12-13,23,25-29,46-47H,9,11,14-15H2,1-8H3/t23-,25+,26-,27-,28+,29+,32+,33+,34+,35-,36+/m1/s1
InChI Key CBYCPANLHVYVDK-OKRANWBESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H43NO18
Molecular Weight 777.70 g/mol
Exact Mass 777.24801352 g/mol
Topological Polar Surface Area (TPSA) 264.00 Ų
XlogP -0.90
Atomic LogP (AlogP) -0.39
H-Bond Acceptor 19
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3R,15S,18S,19R,20R,21S,22S,24R,25R,26S)-19,20,22,25-tetraacetyloxy-15,26-dihydroxy-3,15,26-trimethyl-6,16,23-trioxo-2,5,17-trioxa-9-azapentacyclo[16.7.1.01,21.03,24.07,12]hexacosa-7(12),8,10-trien-21-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8751 87.51%
Caco-2 - 0.8297 82.97%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.5889 58.89%
OATP2B1 inhibitior - 0.8606 86.06%
OATP1B1 inhibitior + 0.8401 84.01%
OATP1B3 inhibitior + 0.8992 89.92%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9723 97.23%
P-glycoprotein inhibitior + 0.8236 82.36%
P-glycoprotein substrate + 0.6391 63.91%
CYP3A4 substrate + 0.7086 70.86%
CYP2C9 substrate + 0.5930 59.30%
CYP2D6 substrate - 0.8804 88.04%
CYP3A4 inhibition - 0.6518 65.18%
CYP2C9 inhibition - 0.8072 80.72%
CYP2C19 inhibition - 0.8064 80.64%
CYP2D6 inhibition - 0.9493 94.93%
CYP1A2 inhibition - 0.6305 63.05%
CYP2C8 inhibition + 0.8018 80.18%
CYP inhibitory promiscuity - 0.7865 78.65%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5365 53.65%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9016 90.16%
Skin irritation - 0.7742 77.42%
Skin corrosion - 0.9327 93.27%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5231 52.31%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.5041 50.41%
skin sensitisation - 0.8849 88.49%
Respiratory toxicity + 0.9000 90.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.5951 59.51%
Acute Oral Toxicity (c) III 0.5067 50.67%
Estrogen receptor binding + 0.7814 78.14%
Androgen receptor binding + 0.7422 74.22%
Thyroid receptor binding + 0.6094 60.94%
Glucocorticoid receptor binding + 0.7438 74.38%
Aromatase binding + 0.6796 67.96%
PPAR gamma + 0.7836 78.36%
Honey bee toxicity - 0.7032 70.32%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.7021 70.21%

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 97.92% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 94.62% 97.79%
CHEMBL2581 P07339 Cathepsin D 94.31% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.19% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.50% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.06% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 89.72% 91.49%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.49% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.52% 94.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.14% 91.07%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.96% 85.14%
CHEMBL255 P29275 Adenosine A2b receptor 86.47% 98.59%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.25% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.84% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.28% 89.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 85.23% 97.28%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.99% 100.00%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 84.83% 96.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.48% 95.71%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.08% 82.69%
CHEMBL5028 O14672 ADAM10 83.42% 97.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.36% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.28% 96.77%

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.
Tripterygium wilfordii

Cross-Links

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PubChem 100992114
LOTUS LTS0154645
wikiData Q104952980