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(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-2-[(1S,2S,4S,5'S,6R,7S,8R,9S,12S,13R,16S)-5'-(hydroxymethyl)-7,9,13-trimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-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 15694828-5bf5-4c15-a0ee-f3b4db26f563
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-6-(hydroxymethyl)-2-[(1S,2S,4S,5'S,6R,7S,8R,9S,12S,13R,16S)-5'-(hydroxymethyl)-7,9,13-trimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C44H70O17/c1-19-30-28(61-44(19)12-7-21(15-45)17-55-44)14-26-24-6-5-22-13-23(8-10-42(22,3)25(24)9-11-43(26,30)4)57-41-38(60-40-36(53)34(51)31(48)20(2)56-40)37(33(50)29(16-46)58-41)59-39-35(52)32(49)27(47)18-54-39/h5,19-21,23-41,45-53H,6-18H2,1-4H3/t19-,20-,21-,23-,24+,25-,26-,27-,28-,29+,30-,31-,32-,33+,34+,35+,36+,37-,38+,39-,40-,41+,42-,43-,44+/m0/s1
InChI Key AWAWHUMFOJGLOL-PUZQRMEDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C44H70O17
Molecular Weight 871.00 g/mol
Exact Mass 870.46130076 g/mol
Topological Polar Surface Area (TPSA) 256.00 Ų
XlogP 0.20
Atomic LogP (AlogP) -0.17
H-Bond Acceptor 17
H-Bond Donor 9
Rotatable Bonds 8

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-6-(hydroxymethyl)-2-[(1S,2S,4S,5'S,6R,7S,8R,9S,12S,13R,16S)-5'-(hydroxymethyl)-7,9,13-trimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl]oxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-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 + 0.7571 75.71%
Caco-2 - 0.8886 88.86%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7376 73.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8781 87.81%
OATP1B3 inhibitior + 0.8994 89.94%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.7959 79.59%
P-glycoprotein inhibitior + 0.7220 72.20%
P-glycoprotein substrate + 0.6459 64.59%
CYP3A4 substrate + 0.7521 75.21%
CYP2C9 substrate - 0.8054 80.54%
CYP2D6 substrate - 0.8216 82.16%
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 + 0.7924 79.24%
CYP inhibitory promiscuity - 0.9302 93.02%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5116 51.16%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9163 91.63%
Skin irritation + 0.4929 49.29%
Skin corrosion - 0.9426 94.26%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8083 80.83%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.9351 93.51%
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 - 0.9121 91.21%
Acute Oral Toxicity (c) I 0.5904 59.04%
Estrogen receptor binding + 0.8446 84.46%
Androgen receptor binding + 0.7183 71.83%
Thyroid receptor binding - 0.5957 59.57%
Glucocorticoid receptor binding - 0.5357 53.57%
Aromatase binding + 0.6995 69.95%
PPAR gamma + 0.7206 72.06%
Honey bee toxicity - 0.6064 60.64%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5500 55.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.59% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.54% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 97.00% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.05% 97.09%
CHEMBL1914 P06276 Butyrylcholinesterase 93.96% 95.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.06% 100.00%
CHEMBL1951 P21397 Monoamine oxidase A 90.47% 91.49%
CHEMBL2581 P07339 Cathepsin D 88.70% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.63% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.30% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.15% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.93% 97.25%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.93% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.11% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.07% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.65% 94.45%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.41% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.85% 96.61%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.20% 95.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.72% 94.08%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.95% 95.83%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.60% 92.62%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.56% 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.
Lilium longiflorum

Cross-Links

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PubChem 10395853
LOTUS LTS0143657
wikiData Q104919931