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(2S,3R,4S,5R)-2-[(2S,3R,4S,5R,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,6R,7S,8R,9S,12S,13R,16S,18S,19S)-19-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-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]oxyoxane-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 081e9564-439f-4e7e-8b68-1da2fcc54949
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2S,3R,4S,5R)-2-[(2S,3R,4S,5R,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,6R,7S,8R,9S,12S,13R,16S,18S,19S)-19-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-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]oxyoxane-3,4,5-triol
SMILES (Canonical) CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC(C6C5(CCC(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(CO2)O)O)O)O)O)O)C)O)C)C)OC1
SMILES (Isomeric) C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3C[C@@H]([C@@H]5[C@@]4(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O[C@H]2[C@@H]([C@H]([C@@H](CO2)O)O)O)O)O)O)C)O)C)O[C@]11CCC(CO1)C
InChI InChI=1S/C55H90O27/c1-20-5-10-55(73-17-20)21(2)34-30(82-55)13-25-23-12-27(59)26-11-22(6-8-53(26,3)24(23)7-9-54(25,34)4)74-50-42(69)39(66)44(33(16-58)77-50)78-52-47(46(38(65)32(15-57)76-52)80-49-41(68)36(63)29(61)19-72-49)81-51-43(70)45(37(64)31(14-56)75-51)79-48-40(67)35(62)28(60)18-71-48/h20-52,56-70H,5-19H2,1-4H3/t20?,21-,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-,52-,53+,54-,55+/m0/s1
InChI Key LJRKVIYLPKSCPE-MXEBQRMESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C55H90O27
Molecular Weight 1183.30 g/mol
Exact Mass 1182.56694759 g/mol
Topological Polar Surface Area (TPSA) 414.00 Ų
XlogP -3.20
Atomic LogP (AlogP) -4.84
H-Bond Acceptor 27
H-Bond Donor 15
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5R)-2-[(2S,3R,4S,5R,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,6R,7S,8R,9S,12S,13R,16S,18S,19S)-19-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-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]oxyoxane-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 - 0.5246 52.46%
Caco-2 - 0.8739 87.39%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6174 61.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9029 90.29%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.6250 62.50%
BSEP inhibitior + 0.8633 86.33%
P-glycoprotein inhibitior + 0.7374 73.74%
P-glycoprotein substrate - 0.5279 52.79%
CYP3A4 substrate + 0.7483 74.83%
CYP2C9 substrate - 0.8054 80.54%
CYP2D6 substrate - 0.8164 81.64%
CYP3A4 inhibition - 0.9473 94.73%
CYP2C9 inhibition - 0.9215 92.15%
CYP2C19 inhibition - 0.8997 89.97%
CYP2D6 inhibition - 0.9561 95.61%
CYP1A2 inhibition - 0.9215 92.15%
CYP2C8 inhibition + 0.7061 70.61%
CYP inhibitory promiscuity - 0.9616 96.16%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6223 62.23%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9026 90.26%
Skin irritation - 0.6555 65.55%
Skin corrosion - 0.9521 95.21%
Ames mutagenesis - 0.7254 72.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8298 82.98%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.8875 88.75%
skin sensitisation - 0.9420 94.20%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.8539 85.39%
Acute Oral Toxicity (c) I 0.8185 81.85%
Estrogen receptor binding + 0.8840 88.40%
Androgen receptor binding + 0.7068 70.68%
Thyroid receptor binding - 0.4949 49.49%
Glucocorticoid receptor binding + 0.5896 58.96%
Aromatase binding + 0.6321 63.21%
PPAR gamma + 0.7745 77.45%
Honey bee toxicity - 0.5603 56.03%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.7523 75.23%

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 97.93% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.16% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.21% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.14% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 93.60% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.66% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.54% 97.25%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 91.96% 95.50%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 90.97% 95.58%
CHEMBL206 P03372 Estrogen receptor alpha 90.57% 97.64%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.08% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 89.55% 98.10%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 89.39% 92.86%
CHEMBL233 P35372 Mu opioid receptor 89.36% 97.93%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.51% 96.77%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 87.99% 97.86%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 87.29% 97.31%
CHEMBL5255 O00206 Toll-like receptor 4 87.20% 92.50%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 85.78% 97.29%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.76% 96.21%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.60% 86.92%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 85.49% 89.05%
CHEMBL1914 P06276 Butyrylcholinesterase 84.17% 95.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.84% 89.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.78% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.78% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.75% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.68% 92.94%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 83.52% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.52% 92.62%
CHEMBL204 P00734 Thrombin 83.15% 96.01%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.24% 93.04%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.19% 97.28%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 81.04% 92.32%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.88% 92.78%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 80.76% 98.99%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.57% 86.33%
CHEMBL325 Q13547 Histone deacetylase 1 80.16% 95.92%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 44558940
LOTUS LTS0257852
wikiData Q105152740