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[(1S,3R,15R,18S,19R,20R,21R,22S,23S,24R,25R,26S)-19,20,22,23,25-pentaacetyloxy-26-hydroxy-3,15,26-trimethyl-6,16-dioxo-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 782bcecd-150b-4f50-b1e4-529a93a397ab
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name [(1S,3R,15R,18S,19R,20R,21R,22S,23S,24R,25R,26S)-19,20,22,23,25-pentaacetyloxy-26-hydroxy-3,15,26-trimethyl-6,16-dioxo-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) CC1CCC2=C(C=NC=C2)C(=O)OCC3(C4C(C(C5(C(C(C(C(C5(C4OC(=O)C)O3)(C)O)OC1=O)OC(=O)C)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C
SMILES (Isomeric) C[C@@H]1CCC2=C(C=NC=C2)C(=O)OC[C@]3([C@@H]4[C@@H]([C@H]([C@@]5([C@H]([C@H]([C@@H]([C@]([C@]5([C@@H]4OC(=O)C)O3)(C)O)OC1=O)OC(=O)C)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C
InChI InChI=1S/C38H47NO18/c1-17-10-11-24-12-13-39-14-25(24)34(47)50-15-35(8)26-27(51-19(3)41)31(54-22(6)44)37(16-49-18(2)40)32(55-23(7)45)28(52-20(4)42)30(56-33(17)46)36(9,48)38(37,57-35)29(26)53-21(5)43/h12-14,17,26-32,48H,10-11,15-16H2,1-9H3/t17-,26-,27+,28+,29-,30+,31-,32+,35+,36+,37-,38+/m1/s1
InChI Key WBUSIRVNFDKLKR-KQUOANJNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H47NO18
Molecular Weight 805.80 g/mol
Exact Mass 805.27931365 g/mol
Topological Polar Surface Area (TPSA) 253.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 0.86
H-Bond Acceptor 19
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3R,15R,18S,19R,20R,21R,22S,23S,24R,25R,26S)-19,20,22,23,25-pentaacetyloxy-26-hydroxy-3,15,26-trimethyl-6,16-dioxo-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 + 0.8435 84.35%
Caco-2 - 0.8373 83.73%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.6784 67.84%
OATP2B1 inhibitior - 0.8564 85.64%
OATP1B1 inhibitior + 0.8536 85.36%
OATP1B3 inhibitior + 0.9054 90.54%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9677 96.77%
P-glycoprotein inhibitior + 0.8326 83.26%
P-glycoprotein substrate + 0.6544 65.44%
CYP3A4 substrate + 0.7028 70.28%
CYP2C9 substrate - 0.6048 60.48%
CYP2D6 substrate - 0.8826 88.26%
CYP3A4 inhibition - 0.7622 76.22%
CYP2C9 inhibition - 0.7438 74.38%
CYP2C19 inhibition - 0.7290 72.90%
CYP2D6 inhibition - 0.9422 94.22%
CYP1A2 inhibition - 0.6516 65.16%
CYP2C8 inhibition + 0.7689 76.89%
CYP inhibitory promiscuity - 0.6879 68.79%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5284 52.84%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9020 90.20%
Skin irritation - 0.7882 78.82%
Skin corrosion - 0.9277 92.77%
Ames mutagenesis - 0.6370 63.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5239 52.39%
Micronuclear - 0.7100 71.00%
Hepatotoxicity + 0.6125 61.25%
skin sensitisation - 0.8730 87.30%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.5552 55.52%
Acute Oral Toxicity (c) III 0.4794 47.94%
Estrogen receptor binding + 0.8003 80.03%
Androgen receptor binding + 0.7329 73.29%
Thyroid receptor binding + 0.6110 61.10%
Glucocorticoid receptor binding + 0.7197 71.97%
Aromatase binding + 0.6613 66.13%
PPAR gamma + 0.7792 77.92%
Honey bee toxicity - 0.7333 73.33%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.7353 73.53%

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 97.81% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.60% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.55% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.48% 97.25%
CHEMBL2581 P07339 Cathepsin D 95.40% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.93% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 93.11% 97.79%
CHEMBL1951 P21397 Monoamine oxidase A 92.35% 91.49%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.95% 99.23%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.63% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.59% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.93% 82.69%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.65% 94.00%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 87.40% 96.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.01% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.59% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.64% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.36% 96.77%
CHEMBL5028 O14672 ADAM10 84.76% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.89% 89.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 82.64% 81.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.95% 94.45%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.27% 95.71%

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 100992112
LOTUS LTS0210035
wikiData Q105301055