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(2S,3R,4S,5R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'R,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-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-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 02f082d7-e123-47db-9691-7621c668e91f
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-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'R,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-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxyoxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
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)74-50-43(70)40(67)44(33(16-58)77-50)78-52-47(45(38(65)32(15-57)76-52)79-48-41(68)35(62)28(60)18-71-48)81-51-46(39(66)37(64)31(14-56)75-51)80-49-42(69)36(63)29(61)19-72-49/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-/m1/s1
InChI Key ZLFZZEROZCFGEL-OLXRLTNFSA-N
Popularity 2 references 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-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'R,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-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-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 - 0.8740 87.40%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6174 61.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9014 90.14%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.6250 62.50%
BSEP inhibitior + 0.8147 81.47%
P-glycoprotein inhibitior + 0.7366 73.66%
P-glycoprotein substrate - 0.5690 56.90%
CYP3A4 substrate + 0.7489 74.89%
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 + 0.7018 70.18%
CYP inhibitory promiscuity - 0.9616 96.16%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6223 62.23%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9028 90.28%
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 + 0.8308 83.08%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.9000 90.00%
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 - 0.8660 86.60%
Acute Oral Toxicity (c) I 0.8185 81.85%
Estrogen receptor binding + 0.8545 85.45%
Androgen receptor binding + 0.7068 70.68%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.5887 58.87%
Aromatase binding + 0.6192 61.92%
PPAR gamma + 0.7560 75.60%
Honey bee toxicity - 0.5559 55.59%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5000 50.00%
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 97.87% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.87% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.24% 96.61%
CHEMBL226 P30542 Adenosine A1 receptor 94.52% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.32% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.45% 97.25%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 93.14% 95.58%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 92.44% 95.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.80% 94.45%
CHEMBL237 P41145 Kappa opioid receptor 90.72% 98.10%
CHEMBL206 P03372 Estrogen receptor alpha 90.44% 97.64%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 90.39% 97.86%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.08% 100.00%
CHEMBL233 P35372 Mu opioid receptor 89.47% 97.93%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 89.23% 92.86%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.21% 96.77%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 88.04% 97.31%
CHEMBL5255 O00206 Toll-like receptor 4 87.77% 92.50%
CHEMBL325 Q13547 Histone deacetylase 1 87.73% 95.92%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.89% 96.21%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 85.55% 97.29%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.27% 86.92%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.61% 89.05%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 84.14% 97.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.83% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.78% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.05% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.05% 92.94%
CHEMBL204 P00734 Thrombin 81.91% 96.01%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 81.77% 92.32%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.55% 91.24%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.24% 97.28%
CHEMBL5524 Q99873 Protein-arginine N-methyltransferase 1 80.57% 96.67%
CHEMBL249 P25103 Neurokinin 1 receptor 80.16% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.05% 92.62%

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 162875664
LOTUS LTS0109446
wikiData Q105378875