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(2R,3S,4R,5S)-2-[[(1R,3S,6S,8R,9S,11R,12R,14R,15R,16S)-15-[(2S,5S)-5,6-dihydroxy-6-methylheptan-2-yl]-6-[(2R,3S,4R,5S)-4,5-dihydroxy-3-[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-7,7,12,16-tetramethyl-9-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]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 bcb0153a-d533-45bc-b20c-a9917d4fe6e3
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins > Cucurbitacin glycosides
IUPAC Name (2R,3S,4R,5S)-2-[[(1R,3S,6S,8R,9S,11R,12R,14R,15R,16S)-15-[(2S,5S)-5,6-dihydroxy-6-methylheptan-2-yl]-6-[(2R,3S,4R,5S)-4,5-dihydroxy-3-[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-7,7,12,16-tetramethyl-9-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C45H76O17/c1-20(8-9-27(50)41(4,5)56)29-21(46)15-43(7)26-14-25(60-37-33(54)30(51)22(47)16-57-37)36-40(2,3)28(10-11-45(36)19-44(26,45)13-12-42(29,43)6)61-39-35(32(53)24(49)18-59-39)62-38-34(55)31(52)23(48)17-58-38/h20-39,46-56H,8-19H2,1-7H3/t20-,21+,22-,23-,24-,25-,26+,27-,28-,29-,30+,31+,32+,33-,34-,35-,36-,37+,38+,39+,42-,43+,44+,45-/m0/s1
InChI Key WUQOCGARTQFYMS-YNYXXBEJSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C45H76O17
Molecular Weight 889.10 g/mol
Exact Mass 888.50825095 g/mol
Topological Polar Surface Area (TPSA) 278.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -0.33
H-Bond Acceptor 17
H-Bond Donor 11
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S,4R,5S)-2-[[(1R,3S,6S,8R,9S,11R,12R,14R,15R,16S)-15-[(2S,5S)-5,6-dihydroxy-6-methylheptan-2-yl]-6-[(2R,3S,4R,5S)-4,5-dihydroxy-3-[(2R,3S,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-14-hydroxy-7,7,12,16-tetramethyl-9-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]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 + 0.5739 57.39%
Caco-2 - 0.8818 88.18%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6230 62.30%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8504 85.04%
OATP1B3 inhibitior + 0.9158 91.58%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.5891 58.91%
P-glycoprotein inhibitior + 0.7529 75.29%
P-glycoprotein substrate + 0.5881 58.81%
CYP3A4 substrate + 0.7215 72.15%
CYP2C9 substrate - 0.8019 80.19%
CYP2D6 substrate - 0.8229 82.29%
CYP3A4 inhibition - 0.9615 96.15%
CYP2C9 inhibition - 0.8005 80.05%
CYP2C19 inhibition - 0.8232 82.32%
CYP2D6 inhibition - 0.9519 95.19%
CYP1A2 inhibition - 0.8934 89.34%
CYP2C8 inhibition + 0.6282 62.82%
CYP inhibitory promiscuity - 0.9660 96.60%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6743 67.43%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9058 90.58%
Skin irritation - 0.7137 71.37%
Skin corrosion - 0.9466 94.66%
Ames mutagenesis - 0.6278 62.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7277 72.77%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6712 67.12%
skin sensitisation - 0.9006 90.06%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.8927 89.27%
Acute Oral Toxicity (c) I 0.6013 60.13%
Estrogen receptor binding + 0.7216 72.16%
Androgen receptor binding + 0.7359 73.59%
Thyroid receptor binding - 0.5635 56.35%
Glucocorticoid receptor binding + 0.6173 61.73%
Aromatase binding + 0.6466 64.66%
PPAR gamma + 0.7380 73.80%
Honey bee toxicity - 0.6034 60.34%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.8802 88.02%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.68% 97.25%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 98.86% 95.58%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.74% 91.11%
CHEMBL284 P27487 Dipeptidyl peptidase IV 95.69% 95.69%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.69% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.35% 97.09%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 94.32% 92.88%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.63% 96.77%
CHEMBL226 P30542 Adenosine A1 receptor 90.27% 95.93%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 90.08% 100.00%
CHEMBL2581 P07339 Cathepsin D 89.53% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.50% 97.14%
CHEMBL325 Q13547 Histone deacetylase 1 89.36% 95.92%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 89.20% 96.47%
CHEMBL1937 Q92769 Histone deacetylase 2 89.07% 94.75%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 88.89% 99.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.81% 94.45%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 87.41% 99.17%
CHEMBL4302 P08183 P-glycoprotein 1 87.30% 92.98%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.76% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.59% 100.00%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 86.13% 94.78%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.08% 91.07%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.89% 95.71%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 84.89% 90.24%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 84.46% 95.17%
CHEMBL2179 P04062 Beta-glucocerebrosidase 84.21% 85.31%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.83% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.67% 100.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 83.56% 82.50%
CHEMBL2996 Q05655 Protein kinase C delta 83.10% 97.79%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.79% 91.03%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.73% 92.62%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.44% 98.75%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.96% 96.61%
CHEMBL4105786 P41182 B-cell lymphoma 6 protein 81.87% 92.86%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 81.62% 94.62%
CHEMBL1914 P06276 Butyrylcholinesterase 81.49% 95.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.36% 91.24%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.33% 100.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.07% 96.38%
CHEMBL4581 P52732 Kinesin-like protein 1 81.07% 93.18%
CHEMBL2094135 Q96BI3 Gamma-secretase 80.79% 98.05%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 80.77% 92.86%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.75% 92.78%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.35% 97.21%
CHEMBL259 P32245 Melanocortin receptor 4 80.00% 95.38%

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.
Astragalus oleifolius

Cross-Links

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PubChem 163186870
LOTUS LTS0181673
wikiData Q105313236