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(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-6-[(1R,2S,4S,5'R,6R,7S,8S,9S,12S,13R,15R,16R)-8,15-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

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 2542f108-9fce-4330-adf2-f5cc1f96f23c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-6-[(1R,2S,4S,5'R,6R,7S,8S,9S,12S,13R,15R,16R)-8,15-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1CCC2(C(C3(C(O2)CC4C3(CCC5C4CC=C6C5(CC(C(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(CO9)O)O)O)OC2C(C(C(C(O2)CO)O)OC2C(C(C(C(O2)CO)O)O)O)O)O)O)O)C)C)O)C)OC1
SMILES (Isomeric) C[C@@H]1CC[C@@]2([C@H]([C@]3([C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(C[C@H]([C@@H](C6)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)O)O)C)C)O)C)OC1
InChI InChI=1S/C56H90O29/c1-20-7-10-55(75-18-20)21(2)56(73)33(85-55)12-25-23-6-5-22-11-28(26(61)13-53(22,3)24(23)8-9-54(25,56)4)76-49-42(71)39(68)44(32(17-60)80-49)81-52-47(46(37(66)31(16-59)79-52)83-48-40(69)34(63)27(62)19-74-48)84-51-43(72)45(36(65)30(15-58)78-51)82-50-41(70)38(67)35(64)29(14-57)77-50/h5,20-21,23-52,57-73H,6-19H2,1-4H3/t20-,21-,23-,24+,25+,26-,27-,28-,29-,30-,31-,32-,33+,34+,35-,36-,37-,38+,39-,40-,41-,42-,43-,44+,45+,46+,47-,48+,49-,50+,51+,52+,53+,54+,55-,56-/m1/s1
InChI Key DBQVTHFMYFLZEA-MSOAKNCESA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C56H90O29
Molecular Weight 1227.30 g/mol
Exact Mass 1226.55677683 g/mol
Topological Polar Surface Area (TPSA) 455.00 Ų
XlogP -5.00
Atomic LogP (AlogP) -6.44
H-Bond Acceptor 29
H-Bond Donor 17
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-6-[(1R,2S,4S,5'R,6R,7S,8S,9S,12S,13R,15R,16R)-8,15-dihydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7571 75.71%
Caco-2 - 0.8767 87.67%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7376 73.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8294 82.94%
OATP1B3 inhibitior + 0.8994 89.94%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.9332 93.32%
P-glycoprotein inhibitior + 0.7399 73.99%
P-glycoprotein substrate + 0.6978 69.78%
CYP3A4 substrate + 0.7519 75.19%
CYP2C9 substrate - 0.7915 79.15%
CYP2D6 substrate - 0.8348 83.48%
CYP3A4 inhibition - 0.9268 92.68%
CYP2C9 inhibition - 0.9182 91.82%
CYP2C19 inhibition - 0.9234 92.34%
CYP2D6 inhibition - 0.9343 93.43%
CYP1A2 inhibition - 0.9102 91.02%
CYP2C8 inhibition + 0.8084 80.84%
CYP inhibitory promiscuity - 0.9302 93.02%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5116 51.16%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9022 90.22%
Skin irritation + 0.4929 49.29%
Skin corrosion - 0.9426 94.26%
Ames mutagenesis - 0.7670 76.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8508 85.08%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.8500 85.00%
skin sensitisation - 0.9214 92.14%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.8416 84.16%
Acute Oral Toxicity (c) I 0.5904 59.04%
Estrogen receptor binding + 0.8627 86.27%
Androgen receptor binding + 0.7711 77.11%
Thyroid receptor binding + 0.5487 54.87%
Glucocorticoid receptor binding + 0.6679 66.79%
Aromatase binding + 0.6420 64.20%
PPAR gamma + 0.8049 80.49%
Honey bee toxicity - 0.5601 56.01%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9176 91.76%

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 98.63% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.34% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 98.08% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.96% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.34% 96.61%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.92% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.49% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.46% 94.45%
CHEMBL1914 P06276 Butyrylcholinesterase 91.13% 95.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 90.72% 97.28%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.59% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 89.73% 92.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.58% 95.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.03% 91.24%
CHEMBL2243 O00519 Anandamide amidohydrolase 88.86% 97.53%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 88.73% 94.08%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 86.71% 94.23%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.99% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.53% 95.89%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 83.91% 91.71%
CHEMBL1937 Q92769 Histone deacetylase 2 83.90% 94.75%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.81% 93.56%
CHEMBL259 P32245 Melanocortin receptor 4 83.21% 95.38%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.55% 97.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.97% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.97% 96.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.85% 97.14%
CHEMBL2996 Q05655 Protein kinase C delta 80.51% 97.79%
CHEMBL233 P35372 Mu opioid receptor 80.40% 97.93%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.36% 95.71%
CHEMBL2581 P07339 Cathepsin D 80.31% 98.95%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.24% 93.04%

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.
Cestrum nocturnum

Cross-Links

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PubChem 10080056
LOTUS LTS0002204
wikiData Q104974708