PlantaeDB Logo
Login Sign-up

[(4R,5R,6R,7S,9R,19S,20S,23S,24R,25R,26R,43S,44S)-6,25-diacetyloxy-43-(2-acetyloxy-2-methylpropanoyl)oxy-44-hydroxy-39,42-dimethoxy-9,19,20,44-tetramethyl-2,12,21,29-tetraoxo-3,8,11,22,28,37-hexaoxa-17,32-diazaoctacyclo[36.2.2.14,26.17,23.05,9.07,26.013,18.030,35]tetratetraconta-1(40),13(18),14,16,30(35),31,33,38,41-nonaen-24-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

Top
Internal ID 2b84cc25-becf-47a5-b7c9-120923766283
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name [(4R,5R,6R,7S,9R,19S,20S,23S,24R,25R,26R,43S,44S)-6,25-diacetyloxy-43-(2-acetyloxy-2-methylpropanoyl)oxy-44-hydroxy-39,42-dimethoxy-9,19,20,44-tetramethyl-2,12,21,29-tetraoxo-3,8,11,22,28,37-hexaoxa-17,32-diazaoctacyclo[36.2.2.14,26.17,23.05,9.07,26.013,18.030,35]tetratetraconta-1(40),13(18),14,16,30(35),31,33,38,41-nonaen-24-yl] benzoate
SMILES (Canonical) CC1C(C(=O)OC2C(C(C34COC(=O)C5=C(COC6=C(C=C(C=C6OC)C(=O)OC(C3OC(=O)C(C)(C)OC(=O)C)C7C(C4(C2(C)O)OC7(COC(=O)C8=C1N=CC=C8)C)OC(=O)C)OC)C=CN=C5)OC(=O)C)OC(=O)C9=CC=CC=C9)C
SMILES (Isomeric) C[C@H]1[C@@H](C(=O)O[C@H]2[C@@H]([C@@H]([C@@]34COC(=O)C5=C(COC6=C(C=C(C=C6OC)C(=O)O[C@@H]([C@H]3OC(=O)C(C)(C)OC(=O)C)[C@@H]7[C@H]([C@@]4([C@@]2(C)O)O[C@]7(COC(=O)C8=C1N=CC=C8)C)OC(=O)C)OC)C=CN=C5)OC(=O)C)OC(=O)C9=CC=CC=C9)C
InChI InChI=1S/C59H62N2O23/c1-28-29(2)49(65)81-46-44(80-50(66)33-16-13-12-14-17-33)48(78-31(4)63)58-27-76-53(69)37-24-60-21-19-34(37)25-74-42-38(72-10)22-35(23-39(42)73-11)51(67)79-43(47(58)82-54(70)55(6,7)83-32(5)64)40-45(77-30(3)62)59(58,57(46,9)71)84-56(40,8)26-75-52(68)36-18-15-20-61-41(28)36/h12-24,28-29,40,43-48,71H,25-27H2,1-11H3/t28-,29-,40+,43+,44-,45+,46-,47+,48-,56-,57-,58+,59-/m0/s1
InChI Key UFFOSEKVOVDAKC-STSNOYPUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C59H62N2O23
Molecular Weight 1167.10 g/mol
Exact Mass 1166.37433623 g/mol
Topological Polar Surface Area (TPSA) 320.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.54
H-Bond Acceptor 25
H-Bond Donor 1
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(4R,5R,6R,7S,9R,19S,20S,23S,24R,25R,26R,43S,44S)-6,25-diacetyloxy-43-(2-acetyloxy-2-methylpropanoyl)oxy-44-hydroxy-39,42-dimethoxy-9,19,20,44-tetramethyl-2,12,21,29-tetraoxo-3,8,11,22,28,37-hexaoxa-17,32-diazaoctacyclo[36.2.2.14,26.17,23.05,9.07,26.013,18.030,35]tetratetraconta-1(40),13(18),14,16,30(35),31,33,38,41-nonaen-24-yl] benzoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8456 84.56%
Caco-2 - 0.8551 85.51%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.6355 63.55%
OATP2B1 inhibitior - 0.7269 72.69%
OATP1B1 inhibitior + 0.8226 82.26%
OATP1B3 inhibitior + 0.9270 92.70%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9858 98.58%
P-glycoprotein inhibitior + 0.7748 77.48%
P-glycoprotein substrate + 0.8255 82.55%
CYP3A4 substrate + 0.7473 74.73%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8785 87.85%
CYP3A4 inhibition - 0.6516 65.16%
CYP2C9 inhibition - 0.6329 63.29%
CYP2C19 inhibition - 0.5767 57.67%
CYP2D6 inhibition - 0.8821 88.21%
CYP1A2 inhibition - 0.5330 53.30%
CYP2C8 inhibition + 0.8708 87.08%
CYP inhibitory promiscuity - 0.6190 61.90%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.4323 43.23%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9024 90.24%
Skin irritation - 0.8389 83.89%
Skin corrosion - 0.9420 94.20%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6641 66.41%
Micronuclear + 0.5400 54.00%
Hepatotoxicity + 0.5177 51.77%
skin sensitisation - 0.8370 83.70%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.5779 57.79%
Acute Oral Toxicity (c) III 0.4936 49.36%
Estrogen receptor binding + 0.7944 79.44%
Androgen receptor binding + 0.7728 77.28%
Thyroid receptor binding + 0.6882 68.82%
Glucocorticoid receptor binding + 0.7740 77.40%
Aromatase binding + 0.6706 67.06%
PPAR gamma + 0.8011 80.11%
Honey bee toxicity - 0.6347 63.47%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5249 52.49%
Fish aquatic toxicity + 0.8376 83.76%

Targets

Top

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 99.93% 91.49%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.81% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 99.46% 86.33%
CHEMBL2581 P07339 Cathepsin D 98.01% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.33% 96.09%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 96.71% 96.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.06% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.97% 99.23%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.57% 91.11%
CHEMBL2535 P11166 Glucose transporter 90.04% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.09% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.03% 95.89%
CHEMBL2243 O00519 Anandamide amidohydrolase 88.89% 97.53%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 88.64% 83.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.35% 99.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.14% 97.14%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 87.63% 81.11%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 87.22% 95.71%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 86.57% 97.33%
CHEMBL5028 O14672 ADAM10 86.43% 97.50%
CHEMBL2039 P27338 Monoamine oxidase B 86.28% 92.51%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.27% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.11% 95.56%
CHEMBL4662 P28074 Proteasome Macropain subunit MB1 85.97% 93.85%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.47% 91.07%
CHEMBL1907598 P05106 Integrin alpha-V/beta-3 83.28% 95.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.39% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.27% 93.00%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 81.87% 94.42%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.55% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.37% 92.94%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 81.23% 96.67%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.60% 95.89%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 80.25% 95.78%

Plants that contains it

Top
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

Top
PubChem 163029928
LOTUS LTS0046523
wikiData Q105271810