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(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-5-hydroxy-2-[(14R,16R)-16-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-6-methyl-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-4-yl]oxy-6-methyloxane-3,4,5-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 43cc5488-cf3d-47f5-b950-d95575985b7f
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-5-hydroxy-2-[(14R,16R)-16-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-6-methyl-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-4-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(C(CC(C6)O)OC7C(C(C(C(O7)C)O)OC8C(C(C(C(O8)C)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C)OC1
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2[C@H]([C@H](O[C@H]([C@@H]2O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O)O)O)O[C@@H]4C[C@@H](CC5=CCC6C(C45C)CCC7(C6CC8C7C(C9(O8)CCC(CO9)C)C)C)O)C)O)O)O)O
InChI InChI=1S/C45H72O16/c1-18-10-13-45(54-17-18)19(2)30-28(61-45)16-27-25-9-8-23-14-24(46)15-29(44(23,7)26(25)11-12-43(27,30)6)58-42-39(60-41-37(53)35(51)32(48)21(4)56-41)38(33(49)22(5)57-42)59-40-36(52)34(50)31(47)20(3)55-40/h8,18-22,24-42,46-53H,9-17H2,1-7H3/t18?,19?,20-,21+,22-,24-,25?,26?,27?,28?,29-,30?,31-,32+,33+,34+,35-,36-,37-,38+,39-,40+,41+,42+,43?,44?,45?/m1/s1
InChI Key HXJLHVJENAYSIC-BAONZOQMSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C45H72O16
Molecular Weight 869.00 g/mol
Exact Mass 868.48203620 g/mol
Topological Polar Surface Area (TPSA) 236.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 1.24
H-Bond Acceptor 16
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 (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-5-hydroxy-2-[(14R,16R)-16-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-6-methyl-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-4-yl]oxy-6-methyloxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9110 91.10%
Caco-2 - 0.8837 88.37%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7118 71.18%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8886 88.86%
OATP1B3 inhibitior + 0.9561 95.61%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.7509 75.09%
P-glycoprotein inhibitior + 0.7285 72.85%
P-glycoprotein substrate + 0.5584 55.84%
CYP3A4 substrate + 0.7469 74.69%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.8129 81.29%
CYP3A4 inhibition - 0.9134 91.34%
CYP2C9 inhibition - 0.9241 92.41%
CYP2C19 inhibition - 0.9494 94.94%
CYP2D6 inhibition - 0.9206 92.06%
CYP1A2 inhibition - 0.8639 86.39%
CYP2C8 inhibition + 0.7536 75.36%
CYP inhibitory promiscuity - 0.9315 93.15%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4723 47.23%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9150 91.50%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9358 93.58%
Ames mutagenesis - 0.8354 83.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7213 72.13%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.8809 88.09%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.7169 71.69%
Acute Oral Toxicity (c) I 0.4129 41.29%
Estrogen receptor binding + 0.7925 79.25%
Androgen receptor binding + 0.7219 72.19%
Thyroid receptor binding - 0.5665 56.65%
Glucocorticoid receptor binding + 0.5413 54.13%
Aromatase binding + 0.6593 65.93%
PPAR gamma + 0.7203 72.03%
Honey bee toxicity - 0.5511 55.11%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9484 94.84%

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 98.20% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.86% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 93.96% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.91% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.83% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.39% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.11% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.05% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.83% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 84.79% 92.50%
CHEMBL1914 P06276 Butyrylcholinesterase 83.13% 95.00%
CHEMBL221 P23219 Cyclooxygenase-1 82.42% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.95% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.73% 94.00%
CHEMBL332 P03956 Matrix metalloproteinase-1 81.59% 94.50%
CHEMBL2243 O00519 Anandamide amidohydrolase 81.56% 97.53%
CHEMBL3401 O75469 Pregnane X receptor 80.97% 94.73%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.70% 93.04%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.40% 92.62%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.13% 89.05%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.08% 97.28%

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.
Liriope muscari
Ophiopogon japonicus

Cross-Links

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PubChem 5320302
LOTUS LTS0049529
wikiData Q105035041