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[(1R,3S,13R,14S,17R,18S,19S,20S,21R,22S,23S,24S,25R)-18,21,22,24-tetraacetyloxy-20-(acetyloxymethyl)-25-hydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-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 56d20d15-24d9-4bd3-bc21-ff10b946679c
Taxonomy Alkaloids and derivatives
IUPAC Name [(1R,3S,13R,14S,17R,18S,19S,20S,21R,22S,23S,24S,25R)-18,21,22,24-tetraacetyloxy-20-(acetyloxymethyl)-25-hydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-19-yl] benzoate
SMILES (Canonical) CC1C(C(=O)OC2C(C(C3(C(C(C4C(C3(C2(C)O)OC4(COC(=O)C5=C1N=CC=C5)C)OC(=O)C)OC(=O)C)OC(=O)C)COC(=O)C)OC(=O)C6=CC=CC=C6)OC(=O)C)C
SMILES (Isomeric) C[C@@H]1[C@@H](C(=O)O[C@@H]2[C@H]([C@H]([C@@]3([C@H]([C@H]([C@H]4[C@@H]([C@]3([C@]2(C)O)O[C@@]4(COC(=O)C5=C1N=CC=C5)C)OC(=O)C)OC(=O)C)OC(=O)C)COC(=O)C)OC(=O)C6=CC=CC=C6)OC(=O)C)C
InChI InChI=1S/C43H49NO18/c1-20-21(2)37(50)60-34-32(57-24(5)47)36(61-38(51)27-14-11-10-12-15-27)42(19-54-22(3)45)35(59-26(7)49)31(56-23(4)46)29-33(58-25(6)48)43(42,41(34,9)53)62-40(29,8)18-55-39(52)28-16-13-17-44-30(20)28/h10-17,20-21,29,31-36,53H,18-19H2,1-9H3/t20-,21+,29+,31+,32-,33+,34-,35+,36-,40-,41-,42+,43-/m1/s1
InChI Key PPRQMPUDIUVHQX-MQMQQNASSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C43H49NO18
Molecular Weight 867.80 g/mol
Exact Mass 867.29496371 g/mol
Topological Polar Surface Area (TPSA) 253.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.33
H-Bond Acceptor 19
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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104736-05-2

2D Structure

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2D Structure of [(1R,3S,13R,14S,17R,18S,19S,20S,21R,22S,23S,24S,25R)-18,21,22,24-tetraacetyloxy-20-(acetyloxymethyl)-25-hydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-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 + 0.8593 85.93%
Caco-2 - 0.8494 84.94%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.5278 52.78%
OATP2B1 inhibitior - 0.7134 71.34%
OATP1B1 inhibitior + 0.8392 83.92%
OATP1B3 inhibitior + 0.9090 90.90%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9847 98.47%
P-glycoprotein inhibitior + 0.8542 85.42%
P-glycoprotein substrate + 0.7199 71.99%
CYP3A4 substrate + 0.7083 70.83%
CYP2C9 substrate - 0.6071 60.71%
CYP2D6 substrate - 0.8896 88.96%
CYP3A4 inhibition - 0.7700 77.00%
CYP2C9 inhibition - 0.7689 76.89%
CYP2C19 inhibition - 0.7054 70.54%
CYP2D6 inhibition - 0.9450 94.50%
CYP1A2 inhibition - 0.6309 63.09%
CYP2C8 inhibition + 0.7105 71.05%
CYP inhibitory promiscuity - 0.6539 65.39%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5110 51.10%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9022 90.22%
Skin irritation - 0.8265 82.65%
Skin corrosion - 0.9445 94.45%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6804 68.04%
Micronuclear - 0.5400 54.00%
Hepatotoxicity + 0.5875 58.75%
skin sensitisation - 0.8566 85.66%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.8196 81.96%
Acute Oral Toxicity (c) III 0.4652 46.52%
Estrogen receptor binding + 0.7871 78.71%
Androgen receptor binding + 0.7541 75.41%
Thyroid receptor binding + 0.6533 65.33%
Glucocorticoid receptor binding + 0.7316 73.16%
Aromatase binding + 0.6166 61.66%
PPAR gamma + 0.7459 74.59%
Honey bee toxicity - 0.7533 75.33%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.8900 89.00%

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
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.34% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 98.20% 91.49%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.06% 85.14%
CHEMBL2581 P07339 Cathepsin D 97.46% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.44% 96.09%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 94.45% 81.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.02% 99.23%
CHEMBL221 P23219 Cyclooxygenase-1 93.01% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.77% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.60% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.64% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.99% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.90% 95.56%
CHEMBL5028 O14672 ADAM10 85.68% 97.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.20% 94.00%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 84.69% 94.42%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 83.35% 83.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.46% 93.00%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 82.16% 93.10%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 81.00% 96.67%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.78% 95.50%
CHEMBL4208 P20618 Proteasome component C5 80.59% 90.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.50% 94.62%

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.
Euonymus japonicus
Euonymus laxiflorus
Gymnosporia putterlickioides subsp. putterlickioides
Semialarium mexicanum
Tripterygium wilfordii

Cross-Links

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PubChem 133562434
LOTUS LTS0006869
wikiData Q104396666