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[(1S,3R,18S,24R,26S)-22,23,25-triacetyloxy-21-(acetyloxymethyl)-20,26-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-19-yl] benzoate

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 3c6df006-68a8-4316-88e4-0c9a5c0c13b1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name [(1S,3R,18S,24R,26S)-22,23,25-triacetyloxy-21-(acetyloxymethyl)-20,26-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-19-yl] benzoate
SMILES (Canonical) CC1CCC2=C(C=CC=N2)C(=O)OCC3(C4C(C(C5(C(C(C(C(C5(C4OC(=O)C)O3)(C)O)OC1=O)OC(=O)C6=CC=CC=C6)O)COC(=O)C)OC(=O)C)OC(=O)C)C
SMILES (Isomeric) CC1CCC2=C(C=CC=N2)C(=O)OC[C@]3([C@@H]4C(C(C5(C(C([C@@H]([C@]([C@]5(C4OC(=O)C)O3)(C)O)OC1=O)OC(=O)C6=CC=CC=C6)O)COC(=O)C)OC(=O)C)OC(=O)C)C
InChI InChI=1S/C41H47NO17/c1-20-15-16-27-26(14-11-17-42-27)37(50)53-18-38(6)28-29(54-22(3)44)34(56-24(5)46)40(19-52-21(2)43)31(47)30(57-36(49)25-12-9-8-10-13-25)33(58-35(20)48)39(7,51)41(40,59-38)32(28)55-23(4)45/h8-14,17,20,28-34,47,51H,15-16,18-19H2,1-7H3/t20?,28-,29?,30?,31?,32?,33+,34?,38+,39+,40?,41+/m1/s1
InChI Key IMNNEHTZSRSGSH-OGEDKADDSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C41H47NO17
Molecular Weight 825.80 g/mol
Exact Mass 825.28439903 g/mol
Topological Polar Surface Area (TPSA) 247.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 1.59
H-Bond Acceptor 18
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3R,18S,24R,26S)-22,23,25-triacetyloxy-21-(acetyloxymethyl)-20,26-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-19-yl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8619 86.19%
Caco-2 - 0.8449 84.49%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.5724 57.24%
OATP2B1 inhibitior - 0.5834 58.34%
OATP1B1 inhibitior + 0.8394 83.94%
OATP1B3 inhibitior + 0.8964 89.64%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9801 98.01%
P-glycoprotein inhibitior + 0.8357 83.57%
P-glycoprotein substrate + 0.7073 70.73%
CYP3A4 substrate + 0.7175 71.75%
CYP2C9 substrate - 0.8030 80.30%
CYP2D6 substrate - 0.8777 87.77%
CYP3A4 inhibition - 0.8451 84.51%
CYP2C9 inhibition - 0.7778 77.78%
CYP2C19 inhibition - 0.7836 78.36%
CYP2D6 inhibition - 0.9479 94.79%
CYP1A2 inhibition - 0.6424 64.24%
CYP2C8 inhibition + 0.7945 79.45%
CYP inhibitory promiscuity - 0.6998 69.98%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5396 53.96%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9062 90.62%
Skin irritation - 0.8051 80.51%
Skin corrosion - 0.9399 93.99%
Ames mutagenesis - 0.6770 67.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6881 68.81%
Micronuclear - 0.5900 59.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.8915 89.15%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.6415 64.15%
Acute Oral Toxicity (c) III 0.5606 56.06%
Estrogen receptor binding + 0.7974 79.74%
Androgen receptor binding + 0.7536 75.36%
Thyroid receptor binding + 0.6305 63.05%
Glucocorticoid receptor binding + 0.7167 71.67%
Aromatase binding + 0.6316 63.16%
PPAR gamma + 0.7728 77.28%
Honey bee toxicity - 0.7461 74.61%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.8390 83.90%

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
CHEMBL1951 P21397 Monoamine oxidase A 98.41% 91.49%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.93% 85.14%
CHEMBL2581 P07339 Cathepsin D 97.85% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.65% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.43% 96.09%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 94.75% 81.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.50% 99.23%
CHEMBL221 P23219 Cyclooxygenase-1 93.16% 90.17%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.68% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.04% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.07% 95.56%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 88.32% 95.17%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 87.92% 87.67%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.22% 93.00%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 87.14% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.03% 89.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 86.26% 83.00%
CHEMBL5028 O14672 ADAM10 85.66% 97.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.91% 97.25%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.39% 94.00%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 83.26% 96.67%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 83.14% 94.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.89% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.34% 100.00%
CHEMBL2535 P11166 Glucose transporter 81.23% 98.75%

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.
Peritassa campestris
Tripterygium wilfordii

Cross-Links

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PubChem 5315315
NPASS NPC304199
LOTUS LTS0240633
wikiData Q105115796