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(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'S,6S,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-piperidine]-16-yl]oxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-6-(hydroxymethyl)oxane-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 75ad9dde-66d7-40fd-84a9-0852be310c44
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'S,6S,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-piperidine]-16-yl]oxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(C(O9)CO)O)O)O)OC2C(C(C(C(O2)CO)O)O)O)O)O)C)C)C)NC1
SMILES (Isomeric) C[C@H]1CC[C@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC[C@@H]6[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[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)C)C)C)NC1
InChI InChI=1S/C51H85NO22/c1-20-7-12-51(52-15-20)21(2)32-27(74-51)14-26-24-6-5-22-13-23(8-10-49(22,3)25(24)9-11-50(26,32)4)66-45-41(65)38(62)42(31(19-56)70-45)71-48-44(73-47-40(64)37(61)34(58)29(17-54)68-47)43(35(59)30(18-55)69-48)72-46-39(63)36(60)33(57)28(16-53)67-46/h20-48,52-65H,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-/m0/s1
InChI Key QEZIZZSOADJKHZ-MSXBOHJGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C51H85NO22
Molecular Weight 1064.20 g/mol
Exact Mass 1063.55632334 g/mol
Topological Polar Surface Area (TPSA) 358.00 Ų
XlogP -0.70
Atomic LogP (AlogP) -3.34
H-Bond Acceptor 23
H-Bond Donor 14
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'S,6S,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-piperidine]-16-yl]oxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-6-(hydroxymethyl)oxane-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 + 0.5898 58.98%
Caco-2 - 0.8741 87.41%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.4445 44.45%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9341 93.41%
OATP1B3 inhibitior + 0.9498 94.98%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.6803 68.03%
P-glycoprotein inhibitior + 0.7329 73.29%
P-glycoprotein substrate - 0.5729 57.29%
CYP3A4 substrate + 0.7403 74.03%
CYP2C9 substrate - 0.8054 80.54%
CYP2D6 substrate - 0.8164 81.64%
CYP3A4 inhibition - 0.9579 95.79%
CYP2C9 inhibition - 0.9328 93.28%
CYP2C19 inhibition - 0.9122 91.22%
CYP2D6 inhibition - 0.9255 92.55%
CYP1A2 inhibition - 0.9356 93.56%
CYP2C8 inhibition + 0.6242 62.42%
CYP inhibitory promiscuity - 0.8908 89.08%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5924 59.24%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9045 90.45%
Skin irritation - 0.7295 72.95%
Skin corrosion - 0.9289 92.89%
Ames mutagenesis - 0.7932 79.32%
Human Ether-a-go-go-Related Gene inhibition + 0.7945 79.45%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.9250 92.50%
skin sensitisation - 0.8782 87.82%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.8474 84.74%
Acute Oral Toxicity (c) III 0.5270 52.70%
Estrogen receptor binding + 0.8443 84.43%
Androgen receptor binding + 0.5741 57.41%
Thyroid receptor binding - 0.5183 51.83%
Glucocorticoid receptor binding + 0.5762 57.62%
Aromatase binding + 0.6527 65.27%
PPAR gamma + 0.7610 76.10%
Honey bee toxicity - 0.5861 58.61%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity - 0.5848 58.48%

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 98.60% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.86% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.71% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.54% 94.45%
CHEMBL237 P41145 Kappa opioid receptor 93.51% 98.10%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 93.48% 96.21%
CHEMBL233 P35372 Mu opioid receptor 93.35% 97.93%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 93.05% 95.58%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.91% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.66% 96.61%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 91.34% 89.05%
CHEMBL2996 Q05655 Protein kinase C delta 89.87% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.08% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.58% 95.50%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 88.29% 97.31%
CHEMBL5524 Q99873 Protein-arginine N-methyltransferase 1 87.73% 96.67%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.55% 92.94%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 86.35% 92.86%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.96% 95.89%
CHEMBL206 P03372 Estrogen receptor alpha 85.51% 97.64%
CHEMBL4581 P52732 Kinesin-like protein 1 85.30% 93.18%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.95% 96.38%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 84.84% 97.50%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 83.86% 97.86%
CHEMBL5255 O00206 Toll-like receptor 4 83.42% 92.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.40% 91.24%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.08% 91.03%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 82.92% 95.36%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.09% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 81.89% 95.93%
CHEMBL1974 P36888 Tyrosine-protein kinase receptor FLT3 81.43% 91.83%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.92% 96.77%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.81% 94.00%

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 demissum

Cross-Links

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PubChem 162900516
LOTUS LTS0243807
wikiData Q105219448