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(1S,2R,4R,5'R,6R,7S,8S,9S,12R,13S,15S,16R,18R)-16-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-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 cd744f52-d00e-4b98-9e73-756fc33eff57
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (1S,2R,4R,5'R,6R,7S,8S,9S,12R,13S,15S,16R,18R)-16-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-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)O)O)OC8C(C(C(C(O8)CO)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)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)C)C)C)OC1
InChI InChI=1S/C39H62O15/c1-16-7-8-39(49-15-16)17(2)28-24(54-39)10-21-19-6-5-18-9-23(22(42)12-37(18,3)20(19)11-27(43)38(21,28)4)50-36-34(32(47)30(45)26(14-41)52-36)53-35-33(48)31(46)29(44)25(13-40)51-35/h16-26,28-36,40-42,44-48H,5-15H2,1-4H3/t16-,17+,18-,19+,20-,21-,22+,23-,24-,25-,26-,28-,29-,30+,31+,32+,33-,34-,35+,36-,37+,38-,39-/m1/s1
InChI Key JGRMTYSKXOUKDG-BZORYILUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H62O15
Molecular Weight 770.90 g/mol
Exact Mass 770.40887127 g/mol
Topological Polar Surface Area (TPSA) 234.00 Ų
XlogP 0.70
Atomic LogP (AlogP) -0.41
H-Bond Acceptor 15
H-Bond Donor 8
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,4R,5'R,6R,7S,8S,9S,12R,13S,15S,16R,18R)-16-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-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 - 0.8919 89.19%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7299 72.99%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8328 83.28%
OATP1B3 inhibitior + 0.9419 94.19%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior - 0.5887 58.87%
P-glycoprotein inhibitior + 0.7061 70.61%
P-glycoprotein substrate - 0.6613 66.13%
CYP3A4 substrate + 0.7363 73.63%
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 + 0.5937 59.37%
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 - 0.9193 91.93%
Skin irritation - 0.6168 61.68%
Skin corrosion - 0.9490 94.90%
Ames mutagenesis - 0.8800 88.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6918 69.18%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.8500 85.00%
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 + 0.5261 52.61%
Acute Oral Toxicity (c) I 0.7641 76.41%
Estrogen receptor binding + 0.8048 80.48%
Androgen receptor binding + 0.7252 72.52%
Thyroid receptor binding - 0.6271 62.71%
Glucocorticoid receptor binding - 0.4801 48.01%
Aromatase binding + 0.6464 64.64%
PPAR gamma + 0.6878 68.78%
Honey bee toxicity - 0.5495 54.95%
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 98.15% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.35% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.85% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.18% 100.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 88.75% 96.21%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.65% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 88.28% 92.50%
CHEMBL259 P32245 Melanocortin receptor 4 86.55% 95.38%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.24% 95.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.19% 93.04%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.18% 96.61%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.43% 86.92%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.70% 92.94%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.48% 95.83%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.86% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.83% 94.45%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.76% 100.00%
CHEMBL2243 O00519 Anandamide amidohydrolase 80.73% 97.53%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.73% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 80.63% 94.75%
CHEMBL220 P22303 Acetylcholinesterase 80.40% 94.45%

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 163041873
LOTUS LTS0229696
wikiData Q105127656