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(1R,2S,4R,5'R,6R,7S,8R,9S,12R,13S,15R,16R,18S)-16-[(2R,3R,4R,5R,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4R,5R)-3,4-dihydroxy-5-[(2S,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(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-15-hydroxy-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 37a2f3a2-0889-477a-836f-88a59aca303d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (1R,2S,4R,5'R,6R,7S,8R,9S,12R,13S,15R,16R,18S)-16-[(2R,3R,4R,5R,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4R,5R)-3,4-dihydroxy-5-[(2S,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(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-15-hydroxy-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(CC(C(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(CO9)OC2C(C(C(CO2)O)O)O)O)O)OC2C(C(C(C(O2)CO)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(C[C@H]([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](CO9)O[C@H]2[C@@H]([C@@H]([C@H](CO2)O)O)O)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)O)C)C)C)OC1
InChI InChI=1S/C55H88O28/c1-19-7-8-55(74-16-19)20(2)34-28(83-55)10-24-22-6-5-21-9-27(25(59)12-53(21,3)23(22)11-33(61)54(24,34)4)75-50-44(71)40(67)45(31(15-58)78-50)80-52-47(82-51-43(70)39(66)36(63)29(13-56)76-51)46(38(65)30(14-57)77-52)81-49-42(69)37(64)32(18-73-49)79-48-41(68)35(62)26(60)17-72-48/h19-32,34-52,56-60,62-71H,5-18H2,1-4H3/t19-,20+,21+,22-,23-,24+,25-,26+,27-,28-,29-,30-,31-,32-,34+,35-,36-,37+,38-,39+,40-,41-,42-,43-,44-,45+,46+,47-,48+,49+,50-,51+,52+,53+,54-,55-/m1/s1
InChI Key JEZPXYCBSCDKHB-XEBGTMODSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C55H88O28
Molecular Weight 1197.30 g/mol
Exact Mass 1196.54621215 g/mol
Topological Polar Surface Area (TPSA) 431.00 Ų
XlogP -4.50
Atomic LogP (AlogP) -5.66
H-Bond Acceptor 28
H-Bond Donor 15
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2S,4R,5'R,6R,7S,8R,9S,12R,13S,15R,16R,18S)-16-[(2R,3R,4R,5R,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4R,5R)-3,4-dihydroxy-5-[(2S,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(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-15-hydroxy-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 - 0.8744 87.44%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7299 72.99%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8320 83.20%
OATP1B3 inhibitior + 0.9419 94.19%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.8986 89.86%
P-glycoprotein inhibitior + 0.7421 74.21%
P-glycoprotein substrate + 0.5282 52.82%
CYP3A4 substrate + 0.7470 74.70%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8483 84.83%
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 + 0.7209 72.09%
CYP inhibitory promiscuity - 0.9693 96.93%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6417 64.17%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9025 90.25%
Skin irritation - 0.6168 61.68%
Skin corrosion - 0.9490 94.90%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8289 82.89%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.9422 94.22%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.7583 75.83%
Acute Oral Toxicity (c) I 0.7641 76.41%
Estrogen receptor binding + 0.8749 87.49%
Androgen receptor binding + 0.7422 74.22%
Thyroid receptor binding + 0.5607 56.07%
Glucocorticoid receptor binding + 0.7080 70.80%
Aromatase binding + 0.6332 63.32%
PPAR gamma + 0.7964 79.64%
Honey bee toxicity - 0.5415 54.15%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5300 53.00%
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 98.65% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.17% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.14% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.49% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.50% 96.61%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.76% 86.33%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.52% 96.21%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.80% 93.04%
CHEMBL259 P32245 Melanocortin receptor 4 87.77% 95.38%
CHEMBL5255 O00206 Toll-like receptor 4 87.48% 92.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.04% 95.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.68% 91.24%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 86.15% 95.83%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.82% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.68% 96.77%
CHEMBL1902 P62942 FK506-binding protein 1A 84.85% 97.05%
CHEMBL1937 Q92769 Histone deacetylase 2 83.50% 94.75%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.77% 100.00%
CHEMBL4302 P08183 P-glycoprotein 1 82.61% 92.98%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.46% 99.23%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.24% 86.92%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 80.37% 97.86%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.32% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.32% 95.56%

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.
Yucca gloriosa

Cross-Links

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PubChem 162896352
LOTUS LTS0054115
wikiData Q105126530