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(1R,2S,4R,6R,7S,8S,9S,12S,13S,16S,18S)-16-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-methoxy-7,9,13-trimethyl-6-[(3S)-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]icosan-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 5a83538b-cd0d-45a1-bd12-454afc2f5b53
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (1R,2S,4R,6R,7S,8S,9S,12S,13S,16S,18S)-16-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-methoxy-7,9,13-trimethyl-6-[(3S)-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]icosan-10-one
SMILES (Canonical) CC1C2C(CC3C2(C(=O)CC4C3CCC5C4(CCC(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)O)O)C)C)OC1(CCC(C)COC1C(C(C(C(O1)CO)O)O)O)OC
SMILES (Isomeric) C[C@H]1[C@@H]2[C@@H](C[C@@H]3[C@@]2(C(=O)C[C@H]4[C@H]3CC[C@@H]5[C@@]4(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)C)C)O[C@@]1(CC[C@H](C)CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)OC
InChI InChI=1S/C57H94O29/c1-21(19-76-50-44(72)40(68)37(65)30(15-58)79-50)8-11-57(75-5)22(2)35-29(86-57)13-27-25-7-6-23-12-24(9-10-55(23,3)26(25)14-34(63)56(27,35)4)78-52-46(74)42(70)47(33(18-61)82-52)83-54-49(85-53-45(73)41(69)38(66)31(16-59)80-53)48(39(67)32(17-60)81-54)84-51-43(71)36(64)28(62)20-77-51/h21-33,35-54,58-62,64-74H,6-20H2,1-5H3/t21-,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+,57+/m0/s1
InChI Key UEVGVDDRWSGCOD-UVRXHAIWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C57H94O29
Molecular Weight 1243.30 g/mol
Exact Mass 1242.58807696 g/mol
Topological Polar Surface Area (TPSA) 452.00 Ų
XlogP -4.10
Atomic LogP (AlogP) -5.66
H-Bond Acceptor 29
H-Bond Donor 16
Rotatable Bonds 19

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2S,4R,6R,7S,8S,9S,12S,13S,16S,18S)-16-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-methoxy-7,9,13-trimethyl-6-[(3S)-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]icosan-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 + 0.5487 54.87%
Caco-2 - 0.8765 87.65%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.6988 69.88%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8554 85.54%
OATP1B3 inhibitior + 0.9420 94.20%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.7855 78.55%
P-glycoprotein inhibitior + 0.7442 74.42%
P-glycoprotein substrate + 0.7056 70.56%
CYP3A4 substrate + 0.7517 75.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8533 85.33%
CYP3A4 inhibition - 0.9414 94.14%
CYP2C9 inhibition - 0.9172 91.72%
CYP2C19 inhibition - 0.9094 90.94%
CYP2D6 inhibition - 0.9567 95.67%
CYP1A2 inhibition - 0.9299 92.99%
CYP2C8 inhibition + 0.6763 67.63%
CYP inhibitory promiscuity - 0.9728 97.28%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6381 63.81%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9006 90.06%
Skin irritation - 0.6564 65.64%
Skin corrosion - 0.9487 94.87%
Ames mutagenesis - 0.7778 77.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7796 77.96%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.8010 80.10%
skin sensitisation - 0.9361 93.61%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.8883 88.83%
Acute Oral Toxicity (c) I 0.6342 63.42%
Estrogen receptor binding + 0.8411 84.11%
Androgen receptor binding + 0.7364 73.64%
Thyroid receptor binding + 0.5480 54.80%
Glucocorticoid receptor binding + 0.7142 71.42%
Aromatase binding + 0.6655 66.55%
PPAR gamma + 0.8000 80.00%
Honey bee toxicity - 0.5783 57.83%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.6978 69.78%

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 98.67% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.72% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.08% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.31% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 92.77% 94.75%
CHEMBL4302 P08183 P-glycoprotein 1 92.70% 92.98%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 89.59% 97.29%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.20% 100.00%
CHEMBL4581 P52732 Kinesin-like protein 1 88.87% 93.18%
CHEMBL220 P22303 Acetylcholinesterase 88.86% 94.45%
CHEMBL2581 P07339 Cathepsin D 87.85% 98.95%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.48% 90.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.21% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.71% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.19% 96.00%
CHEMBL237 P41145 Kappa opioid receptor 85.16% 98.10%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.35% 96.21%
CHEMBL226 P30542 Adenosine A1 receptor 84.29% 95.93%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.23% 92.94%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.13% 91.24%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.57% 97.25%
CHEMBL5255 O00206 Toll-like receptor 4 83.42% 92.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.34% 96.61%
CHEMBL2996 Q05655 Protein kinase C delta 81.55% 97.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.48% 95.56%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.42% 92.88%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.04% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.87% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.50% 94.00%
CHEMBL204 P00734 Thrombin 80.11% 96.01%

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.
Chlorophytum malayense

Cross-Links

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PubChem 162889263
LOTUS LTS0150290
wikiData Q105271159