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(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-[(1R,2S,3R,3'S,4R,5'S,6S,7S,8R,9S,12S,13R,16S)-3,3'-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-hydroxy-6-(hydroxymethyl)oxan-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 882de8db-ad5b-401e-bb09-cd6493b3cd3b
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-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-[(1R,2S,3R,3'S,4R,5'S,6S,7S,8R,9S,12S,13R,16S)-3,3'-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-hydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1CC(C2(C(C3C(O2)C(C4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)CO)O)O)O)O)OC2C(C(C(C(O2)C)O)O)O)C)C)O)C)OC1)O
SMILES (Isomeric) C[C@H]1C[C@@H]([C@@]2([C@H]([C@H]3[C@@H](O2)[C@@H]([C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5(CC[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)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)O)O)O)C)C)O)C)OC1)O
InChI InChI=1S/C51H82O24/c1-18-12-28(55)51(66-17-18)19(2)29-42(75-51)34(59)30-23-7-6-21-13-22(8-10-49(21,4)24(23)9-11-50(29,30)5)68-47-44(74-45-38(63)35(60)31(56)20(3)67-45)40(65)41(27(16-54)71-47)72-48-43(37(62)33(58)26(15-53)70-48)73-46-39(64)36(61)32(57)25(14-52)69-46/h6,18-20,22-48,52-65H,7-17H2,1-5H3/t18-,19-,20-,22-,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-/m0/s1
InChI Key AAPSZLCCNBGNKB-OHUYLVSLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C51H82O24
Molecular Weight 1079.20 g/mol
Exact Mass 1078.51960348 g/mol
Topological Polar Surface Area (TPSA) 376.00 Ų
XlogP -2.70
Atomic LogP (AlogP) -4.02
H-Bond Acceptor 24
H-Bond Donor 14
Rotatable Bonds 11

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-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-[(1R,2S,3R,3'S,4R,5'S,6S,7S,8R,9S,12S,13R,16S)-3,3'-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-hydroxy-6-(hydroxymethyl)oxan-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 - 0.8869 88.69%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.7376 73.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8688 86.88%
OATP1B3 inhibitior + 0.8994 89.94%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.9254 92.54%
P-glycoprotein inhibitior + 0.7352 73.52%
P-glycoprotein substrate + 0.5831 58.31%
CYP3A4 substrate + 0.7490 74.90%
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 + 0.7402 74.02%
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 - 0.9062 90.62%
Skin irritation + 0.4929 49.29%
Skin corrosion - 0.9426 94.26%
Ames mutagenesis - 0.9000 90.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8500 85.00%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.9500 95.00%
skin sensitisation - 0.9214 92.14%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.8794 87.94%
Acute Oral Toxicity (c) I 0.5904 59.04%
Estrogen receptor binding + 0.8660 86.60%
Androgen receptor binding + 0.7532 75.32%
Thyroid receptor binding + 0.5224 52.24%
Glucocorticoid receptor binding + 0.6314 63.14%
Aromatase binding + 0.6131 61.31%
PPAR gamma + 0.7937 79.37%
Honey bee toxicity - 0.5917 59.17%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5200 52.00%
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 98.73% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.23% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 97.33% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.96% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 94.37% 100.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 94.17% 89.05%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.24% 96.61%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.67% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.59% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.32% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 91.08% 94.75%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.19% 95.89%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 88.95% 97.33%
CHEMBL1914 P06276 Butyrylcholinesterase 88.77% 95.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.67% 95.89%
CHEMBL2581 P07339 Cathepsin D 87.47% 98.95%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.49% 97.36%
CHEMBL237 P41145 Kappa opioid receptor 85.38% 98.10%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.37% 95.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.94% 94.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 84.88% 89.67%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.81% 92.94%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.73% 94.45%
CHEMBL1871 P10275 Androgen Receptor 84.48% 96.43%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.51% 93.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.52% 90.08%
CHEMBL5255 O00206 Toll-like receptor 4 82.25% 92.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.01% 100.00%

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 laxum

Cross-Links

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PubChem 101995325
LOTUS LTS0214990
wikiData Q104908281