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(1R,2S,4S,6S,7S,8R,9S,12S,13R,15R,16R,18S,19R)-16-[(2R,3R,4R,5R,6R)-5-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,15,19-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 f8987af6-db7f-45fb-8f30-ed6a31a40776
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (1R,2S,4S,6S,7S,8R,9S,12S,13R,15R,16R,18S,19R)-16-[(2R,3R,4R,5R,6R)-5-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,15,19-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C51H86O26/c1-18(17-69-45-39(64)36(61)33(58)28(13-52)71-45)5-8-51(68)19(2)32-27(77-51)10-22-20-9-24(56)23-11-26(25(57)12-50(23,4)21(20)6-7-49(22,32)3)70-46-41(66)38(63)43(31(16-55)74-46)75-48-42(67)44(35(60)30(15-54)73-48)76-47-40(65)37(62)34(59)29(14-53)72-47/h18-48,52-68H,5-17H2,1-4H3/t18-,19+,20-,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+/m1/s1
InChI Key RPLNTGAJLNTPGI-RUGZMKTLSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C51H86O26
Molecular Weight 1115.20 g/mol
Exact Mass 1114.54073284 g/mol
Topological Polar Surface Area (TPSA) 427.00 Ų
XlogP -3.70
Atomic LogP (AlogP) -6.01
H-Bond Acceptor 26
H-Bond Donor 17
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2S,4S,6S,7S,8R,9S,12S,13R,15R,16R,18S,19R)-16-[(2R,3R,4R,5R,6R)-5-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,15,19-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 - 0.8796 87.96%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.6174 61.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8820 88.20%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior + 0.6250 62.50%
BSEP inhibitior + 0.7749 77.49%
P-glycoprotein inhibitior + 0.7406 74.06%
P-glycoprotein substrate + 0.5408 54.08%
CYP3A4 substrate + 0.7486 74.86%
CYP2C9 substrate - 0.8016 80.16%
CYP2D6 substrate - 0.8288 82.88%
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 + 0.6376 63.76%
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 - 0.8056 80.56%
Human Ether-a-go-go-Related Gene inhibition + 0.7821 78.21%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.8283 82.83%
skin sensitisation - 0.9420 94.20%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.8789 87.89%
Acute Oral Toxicity (c) I 0.8185 81.85%
Estrogen receptor binding + 0.8481 84.81%
Androgen receptor binding + 0.6846 68.46%
Thyroid receptor binding - 0.5086 50.86%
Glucocorticoid receptor binding + 0.6255 62.55%
Aromatase binding + 0.6779 67.79%
PPAR gamma + 0.7779 77.79%
Honey bee toxicity - 0.5808 58.08%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6100 61.00%
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 98.01% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 97.55% 96.61%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.43% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 96.45% 95.93%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 96.06% 96.21%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 95.22% 92.86%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.63% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 91.95% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.14% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.09% 100.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 90.55% 97.29%
CHEMBL220 P22303 Acetylcholinesterase 90.00% 94.45%
CHEMBL4302 P08183 P-glycoprotein 1 89.46% 92.98%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.02% 94.45%
CHEMBL206 P03372 Estrogen receptor alpha 88.24% 97.64%
CHEMBL2360 P00492 Hypoxanthine-guanine phosphoribosyltransferase 87.57% 87.38%
CHEMBL237 P41145 Kappa opioid receptor 87.41% 98.10%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.22% 95.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.13% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.12% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.03% 93.56%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 86.85% 95.36%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 85.81% 92.78%
CHEMBL4581 P52732 Kinesin-like protein 1 85.69% 93.18%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 85.52% 97.86%
CHEMBL242 Q92731 Estrogen receptor beta 85.35% 98.35%
CHEMBL2094135 Q96BI3 Gamma-secretase 85.02% 98.05%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 84.65% 91.03%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.07% 89.05%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 83.80% 95.58%
CHEMBL2996 Q05655 Protein kinase C delta 83.65% 97.79%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.64% 97.14%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.54% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.33% 96.47%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.24% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.86% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.69% 89.00%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 82.56% 95.71%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 82.34% 92.32%
CHEMBL5255 O00206 Toll-like receptor 4 81.96% 92.50%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 81.86% 99.17%
CHEMBL2730 P21980 Protein-glutamine gamma-glutamyltransferase 81.21% 92.38%
CHEMBL3837 P07711 Cathepsin L 80.75% 96.61%
CHEMBL1871 P10275 Androgen Receptor 80.36% 96.43%

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.
Allium ampeloprasum

Cross-Links

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PubChem 162847337
LOTUS LTS0184859
wikiData Q105242767