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(1R,2S,4S,5'S,6R,7S,8R,9S,12S,13S,16S,18S)-16-[(2S,3S,4S,5S,6S)-5-[(2R,3S,4S,5R,6S)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3S,5R,6S)-3,5,6-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-10-one

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 4292d6d9-0fd3-4150-a4be-b2d668cf78bb
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (1R,2S,4S,5'S,6R,7S,8R,9S,12S,13S,16S,18S)-16-[(2S,3S,4S,5S,6S)-5-[(2R,3S,4S,5R,6S)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3S,5R,6S)-3,5,6-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-10-one
SMILES (Canonical) CC1CCC2(C(C3C(O2)CC4C3(C(=O)CC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)OC9C(C(C(C(O9)CO)OC2C(C(C(C(O2)C)O)O)O)O)OC2C(CC(C(O2)O)O)O)O)O)O)O)C)C)C)OC1
SMILES (Isomeric) C[C@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(C(=O)C[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[C@H]9[C@@H]([C@H]([C@H]([C@H](O9)CO)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)O)O)O)O)O[C@@H]2[C@H](C[C@H]([C@H](O2)O)O)O)O)O)O)O)C)C)C)OC1
InChI InChI=1S/C56H90O27/c1-20-8-11-56(72-19-20)21(2)35-30(83-56)13-27-25-7-6-23-12-24(9-10-54(23,4)26(25)14-34(62)55(27,35)5)74-51-41(68)38(65)44(31(16-57)75-51)78-52-42(69)39(66)45(32(17-58)76-52)80-53-47(81-49-29(61)15-28(60)48(71)82-49)43(70)46(33(18-59)77-53)79-50-40(67)37(64)36(63)22(3)73-50/h20-33,35-53,57-61,63-71H,6-19H2,1-5H3/t20-,21-,22-,23-,24-,25+,26-,27-,28+,29-,30-,31-,32-,33+,35-,36-,37+,38-,39-,40+,41-,42-,43-,44+,45-,46-,47+,48-,49-,50-,51-,52+,53-,54-,55+,56+/m0/s1
InChI Key IFJUVMQPFHUIKX-YDWBSTINSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C56H90O27
Molecular Weight 1195.30 g/mol
Exact Mass 1194.56694759 g/mol
Topological Polar Surface Area (TPSA) 411.00 Ų
XlogP -3.80
Atomic LogP (AlogP) -3.89
H-Bond Acceptor 27
H-Bond Donor 14
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2S,4S,5'S,6R,7S,8R,9S,12S,13S,16S,18S)-16-[(2S,3S,4S,5S,6S)-5-[(2R,3S,4S,5R,6S)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3S,5R,6S)-3,5,6-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-10-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5734 57.34%
Caco-2 - 0.8728 87.28%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7299 72.99%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8662 86.62%
OATP1B3 inhibitior + 0.9419 94.19%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.8425 84.25%
P-glycoprotein inhibitior + 0.7418 74.18%
P-glycoprotein substrate + 0.5243 52.43%
CYP3A4 substrate + 0.7442 74.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8505 85.05%
CYP3A4 inhibition - 0.9265 92.65%
CYP2C9 inhibition - 0.9261 92.61%
CYP2C19 inhibition - 0.9124 91.24%
CYP2D6 inhibition - 0.9583 95.83%
CYP1A2 inhibition - 0.9264 92.64%
CYP2C8 inhibition + 0.6587 65.87%
CYP inhibitory promiscuity - 0.9693 96.93%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6417 64.17%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9018 90.18%
Skin irritation - 0.6168 61.68%
Skin corrosion - 0.9490 94.90%
Ames mutagenesis - 0.8054 80.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8521 85.21%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.8750 87.50%
skin sensitisation - 0.9422 94.22%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.6802 68.02%
Acute Oral Toxicity (c) I 0.7641 76.41%
Estrogen receptor binding + 0.8651 86.51%
Androgen receptor binding + 0.7386 73.86%
Thyroid receptor binding + 0.5491 54.91%
Glucocorticoid receptor binding + 0.7476 74.76%
Aromatase binding + 0.6820 68.20%
PPAR gamma + 0.8126 81.26%
Honey bee toxicity - 0.5568 55.68%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.8173 81.73%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.16% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.37% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.29% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.09% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.35% 86.33%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 87.82% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.36% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.87% 94.45%
CHEMBL5255 O00206 Toll-like receptor 4 86.72% 92.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.66% 92.94%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.18% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 83.63% 94.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.53% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.58% 92.62%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.54% 93.04%
CHEMBL1951 P21397 Monoamine oxidase A 82.54% 91.49%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.44% 95.83%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.43% 97.25%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.20% 95.50%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 82.04% 92.86%
CHEMBL226 P30542 Adenosine A1 receptor 81.77% 95.93%
CHEMBL233 P35372 Mu opioid receptor 81.33% 97.93%
CHEMBL2581 P07339 Cathepsin D 81.25% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.03% 96.61%
CHEMBL3401 O75469 Pregnane X receptor 80.62% 94.73%
CHEMBL237 P41145 Kappa opioid receptor 80.59% 98.10%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.40% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.07% 95.89%

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.
Agave americana

Cross-Links

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PubChem 163023500
LOTUS LTS0030034
wikiData Q105112217