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[(1S,3R,15S,18S,19R,20R,21R,22S,23R,24S,25R,26S)-19,20,22,23-tetraacetyloxy-25,26-dihydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-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 81eb48d5-6a9a-4285-993f-0f41079771e7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name [(1S,3R,15S,18S,19R,20R,21R,22S,23R,24S,25R,26S)-19,20,22,23-tetraacetyloxy-25,26-dihydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-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=CC=N2)C(=O)OCC3(C4C(C(C5(C(C(C(C(C5(C4O)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=CC=N2)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]4O)O3)(C)O)OC1=O)OC(=O)C)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C)C
InChI InChI=1S/C36H45NO17/c1-16-11-12-23-22(10-9-13-37-23)32(45)48-14-33(7)24-25(49-18(3)39)29(51-20(5)41)35(15-47-17(2)38)30(52-21(6)42)26(50-19(4)40)28(53-31(16)44)34(8,46)36(35,54-33)27(24)43/h9-10,13,16,24-30,43,46H,11-12,14-15H2,1-8H3/t16-,24+,25+,26-,27+,28-,29+,30-,33-,34-,35+,36-/m0/s1
InChI Key VCRRHFSJEWAFJW-XGMYVURGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H45NO17
Molecular Weight 763.70 g/mol
Exact Mass 763.26874897 g/mol
Topological Polar Surface Area (TPSA) 247.00 Ų
XlogP -0.10
Atomic LogP (AlogP) 0.29
H-Bond Acceptor 18
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,21R,22S,23R,24S,25R,26S)-19,20,22,23-tetraacetyloxy-25,26-dihydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-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 + 0.7197 71.97%
Caco-2 - 0.8410 84.10%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.5117 51.17%
OATP2B1 inhibitior - 0.8587 85.87%
OATP1B1 inhibitior + 0.8624 86.24%
OATP1B3 inhibitior + 0.9356 93.56%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9681 96.81%
P-glycoprotein inhibitior + 0.8200 82.00%
P-glycoprotein substrate + 0.6885 68.85%
CYP3A4 substrate + 0.7141 71.41%
CYP2C9 substrate - 0.8030 80.30%
CYP2D6 substrate - 0.8777 87.77%
CYP3A4 inhibition - 0.9018 90.18%
CYP2C9 inhibition - 0.8012 80.12%
CYP2C19 inhibition - 0.7928 79.28%
CYP2D6 inhibition - 0.9423 94.23%
CYP1A2 inhibition - 0.7435 74.35%
CYP2C8 inhibition + 0.6849 68.49%
CYP inhibitory promiscuity - 0.6452 64.52%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5477 54.77%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9018 90.18%
Skin irritation - 0.7903 79.03%
Skin corrosion - 0.9331 93.31%
Ames mutagenesis - 0.6470 64.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4283 42.83%
Micronuclear - 0.6000 60.00%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.8745 87.45%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.7462 74.62%
Acute Oral Toxicity (c) III 0.5555 55.55%
Estrogen receptor binding + 0.7886 78.86%
Androgen receptor binding + 0.7256 72.56%
Thyroid receptor binding + 0.5951 59.51%
Glucocorticoid receptor binding + 0.6900 69.00%
Aromatase binding + 0.6653 66.53%
PPAR gamma + 0.7656 76.56%
Honey bee toxicity - 0.7345 73.45%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.6524 65.24%

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 98.43% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.75% 85.14%
CHEMBL2581 P07339 Cathepsin D 97.01% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.93% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.43% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.94% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.48% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 93.43% 91.49%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 90.23% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.96% 89.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 89.77% 81.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.30% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.45% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.64% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.21% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.06% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.94% 95.89%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 81.68% 96.67%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 81.10% 93.10%
CHEMBL5028 O14672 ADAM10 80.75% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.14% 92.62%

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 162921047
LOTUS LTS0181578
wikiData Q105283919