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(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-5-hydroxy-2-(hydroxymethyl)-6-[(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-piperidine]-16-yl]oxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-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 26c5bee1-fe38-445a-a37a-72758f7cbb12
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-5-hydroxy-2-(hydroxymethyl)-6-[(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-piperidine]-16-yl]oxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C45H73NO15/c1-19-9-14-45(46-17-19)20(2)30-28(61-45)16-27-25-8-7-23-15-24(10-12-43(23,5)26(25)11-13-44(27,30)6)57-42-37(54)39(60-41-36(53)34(51)32(49)22(4)56-41)38(29(18-47)58-42)59-40-35(52)33(50)31(48)21(3)55-40/h7,19-22,24-42,46-54H,8-18H2,1-6H3/t19-,20+,21+,22+,24+,25-,26+,27+,28+,29-,30+,31+,32+,33-,34-,35-,36-,37-,38-,39+,40+,41+,42-,43+,44+,45-/m1/s1
InChI Key NARKEQGEDLXCJX-ZKIHPRSWSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C45H73NO15
Molecular Weight 868.10 g/mol
Exact Mass 867.49802062 g/mol
Topological Polar Surface Area (TPSA) 238.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 0.81
H-Bond Acceptor 16
H-Bond Donor 9
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-5-hydroxy-2-(hydroxymethyl)-6-[(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-piperidine]-16-yl]oxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-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 + 0.8227 82.27%
Caco-2 - 0.8850 88.50%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.5883 58.83%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9028 90.28%
OATP1B3 inhibitior + 0.9339 93.39%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.8386 83.86%
P-glycoprotein inhibitior + 0.7285 72.85%
P-glycoprotein substrate + 0.5814 58.14%
CYP3A4 substrate + 0.7382 73.82%
CYP2C9 substrate - 0.8054 80.54%
CYP2D6 substrate - 0.8216 82.16%
CYP3A4 inhibition - 0.9497 94.97%
CYP2C9 inhibition - 0.9216 92.16%
CYP2C19 inhibition - 0.9213 92.13%
CYP2D6 inhibition - 0.9346 93.46%
CYP1A2 inhibition - 0.9009 90.09%
CYP2C8 inhibition + 0.7153 71.53%
CYP inhibitory promiscuity - 0.8790 87.90%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4623 46.23%
Eye corrosion - 0.9862 98.62%
Eye irritation - 0.9133 91.33%
Skin irritation - 0.6850 68.50%
Skin corrosion - 0.9217 92.17%
Ames mutagenesis - 0.9070 90.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7720 77.20%
Micronuclear + 0.5900 59.00%
Hepatotoxicity - 0.9353 93.53%
skin sensitisation - 0.8526 85.26%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.8346 83.46%
Acute Oral Toxicity (c) III 0.6991 69.91%
Estrogen receptor binding + 0.8533 85.33%
Androgen receptor binding + 0.6458 64.58%
Thyroid receptor binding - 0.5756 57.56%
Glucocorticoid receptor binding + 0.5832 58.32%
Aromatase binding + 0.7094 70.94%
PPAR gamma + 0.7451 74.51%
Honey bee toxicity - 0.6343 63.43%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.7285 72.85%

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 99.05% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.79% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.66% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 96.10% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.29% 97.25%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 92.15% 89.05%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.48% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.77% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.25% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.88% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.79% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.67% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.34% 86.33%
CHEMBL2581 P07339 Cathepsin D 82.63% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.49% 92.94%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.94% 95.50%
CHEMBL5524 Q99873 Protein-arginine N-methyltransferase 1 81.93% 96.67%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 81.10% 91.71%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.47% 100.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.42% 97.50%

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.
Solanum elaeagnifolium

Cross-Links

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PubChem 162871732
LOTUS LTS0007503
wikiData Q105176490