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[(1R,3R,13S,14S,17S,18R,19S,20S,21S,22R,23S,24S,25S)-18,24-diacetyloxy-21-(2-acetyloxy-2-methylpropanoyl)oxy-19-benzoyloxy-25-hydroxy-3,13,14,25-tetramethyl-6,15-dioxo-22-(3,4,5-trimethoxybenzoyl)oxy-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-20-yl]methyl pyridine-3-carboxylate

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 7b4a7101-a7f3-443c-ae1c-e0ecc0f9fa90
Taxonomy Alkaloids and derivatives
IUPAC Name [(1R,3R,13S,14S,17S,18R,19S,20S,21S,22R,23S,24S,25S)-18,24-diacetyloxy-21-(2-acetyloxy-2-methylpropanoyl)oxy-19-benzoyloxy-25-hydroxy-3,13,14,25-tetramethyl-6,15-dioxo-22-(3,4,5-trimethoxybenzoyl)oxy-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-20-yl]methyl pyridine-3-carboxylate
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)C6=CC(=C(C(=C6)OC)OC)OC)OC(=O)C(C)(C)OC(=O)C)COC(=O)C7=CN=CC=C7)OC(=O)C8=CC=CC=C8)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)C6=CC(=C(C(=C6)OC)OC)OC)OC(=O)C(C)(C)OC(=O)C)COC(=O)C7=CN=CC=C7)OC(=O)C8=CC=CC=C8)OC(=O)C)C
InChI InChI=1S/C59H64N2O23/c1-29-30(2)49(65)80-46-44(77-31(3)62)48(81-51(67)34-18-14-13-15-19-34)58(28-76-50(66)35-20-16-22-60-26-35)47(82-54(70)55(6,7)83-33(5)64)43(79-52(68)36-24-38(72-10)42(74-12)39(25-36)73-11)40-45(78-32(4)63)59(58,57(46,9)71)84-56(40,8)27-75-53(69)37-21-17-23-61-41(29)37/h13-26,29-30,40,43-48,71H,27-28H2,1-12H3/t29-,30-,40-,43+,44-,45-,46-,47+,48+,56-,57-,58-,59+/m0/s1
InChI Key QLSLPDXKDKRAGO-AFBVQHCYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C59H64N2O23
Molecular Weight 1169.10 g/mol
Exact Mass 1168.38998629 g/mol
Topological Polar Surface Area (TPSA) 320.00 Ų
XlogP 4.80
Atomic LogP (AlogP) 4.66
H-Bond Acceptor 25
H-Bond Donor 1
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,3R,13S,14S,17S,18R,19S,20S,21S,22R,23S,24S,25S)-18,24-diacetyloxy-21-(2-acetyloxy-2-methylpropanoyl)oxy-19-benzoyloxy-25-hydroxy-3,13,14,25-tetramethyl-6,15-dioxo-22-(3,4,5-trimethoxybenzoyl)oxy-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-20-yl]methyl pyridine-3-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8092 80.92%
Caco-2 - 0.8559 85.59%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6515 65.15%
OATP2B1 inhibitior - 0.5844 58.44%
OATP1B1 inhibitior + 0.8224 82.24%
OATP1B3 inhibitior + 0.9169 91.69%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9816 98.16%
P-glycoprotein inhibitior + 0.7786 77.86%
P-glycoprotein substrate + 0.8009 80.09%
CYP3A4 substrate + 0.7410 74.10%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8785 87.85%
CYP3A4 inhibition - 0.6855 68.55%
CYP2C9 inhibition - 0.5861 58.61%
CYP2C19 inhibition - 0.5466 54.66%
CYP2D6 inhibition - 0.8845 88.45%
CYP1A2 inhibition - 0.5365 53.65%
CYP2C8 inhibition + 0.8708 87.08%
CYP inhibitory promiscuity + 0.5154 51.54%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4501 45.01%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9012 90.12%
Skin irritation - 0.8435 84.35%
Skin corrosion - 0.9454 94.54%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6657 66.57%
Micronuclear + 0.5400 54.00%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.8419 84.19%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.5255 52.55%
Acute Oral Toxicity (c) III 0.5095 50.95%
Estrogen receptor binding + 0.7814 78.14%
Androgen receptor binding + 0.7664 76.64%
Thyroid receptor binding + 0.6737 67.37%
Glucocorticoid receptor binding + 0.7667 76.67%
Aromatase binding + 0.6568 65.68%
PPAR gamma + 0.7857 78.57%
Honey bee toxicity - 0.6493 64.93%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5733 57.33%
Fish aquatic toxicity + 0.8382 83.82%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.85% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 99.43% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.84% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.96% 98.95%
CHEMBL2535 P11166 Glucose transporter 95.82% 98.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.93% 94.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.46% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.82% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 91.81% 91.07%
CHEMBL1951 P21397 Monoamine oxidase A 91.77% 91.49%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.75% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.52% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.32% 97.25%
CHEMBL5028 O14672 ADAM10 88.41% 97.50%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 87.93% 95.17%
CHEMBL2996 Q05655 Protein kinase C delta 87.10% 97.79%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.75% 96.00%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 86.63% 94.42%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 86.35% 96.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.33% 97.14%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 86.14% 89.34%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.87% 95.71%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 85.05% 83.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.63% 95.89%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.22% 97.33%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 83.80% 81.11%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.72% 92.62%
CHEMBL4662 P28074 Proteasome Macropain subunit MB1 83.63% 93.85%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 83.47% 96.67%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.29% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.74% 95.56%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.70% 98.75%
CHEMBL4208 P20618 Proteasome component C5 81.69% 90.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.43% 93.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.34% 96.90%

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.
Catha edulis

Cross-Links

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PubChem 163105681
LOTUS LTS0221302
wikiData Q105223759