[(2R,3R,4S,5R,6R)-3-acetyloxy-4-hydroxy-6-[(1R,2S,4S,5'R,6R,7S,8R,9S,12R,13R,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-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl acetate

Details

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Internal ID ffc5c97e-d4ec-4286-9195-a01ee950415e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
IUPAC Name [(2R,3R,4S,5R,6R)-3-acetyloxy-4-hydroxy-6-[(1R,2S,4S,5'R,6R,7S,8R,9S,12R,13R,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-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl acetate
SMILES (Canonical) CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(C(CC(C6)O)OC7C(C(C(C(O7)COC(=O)C)OC(=O)C)O)OC8C(C(C(C(O8)C)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(CC[C@@H]5[C@@H]4CC=C6[C@@]5([C@@H](C[C@@H](C6)O)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)COC(=O)C)OC(=O)C)O)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)C)C)C)OC1
InChI InChI=1S/C43H66O15/c1-19-10-13-43(52-17-19)20(2)32-29(58-43)16-28-26-9-8-24-14-25(46)15-31(42(24,7)27(26)11-12-41(28,32)6)56-40-38(57-39-35(49)34(48)33(47)21(3)53-39)36(50)37(54-23(5)45)30(55-40)18-51-22(4)44/h8,19-21,25-40,46-50H,9-18H2,1-7H3/t19-,20+,21+,25-,26+,27-,28+,29+,30-,31-,32+,33+,34-,35-,36+,37+,38-,39+,40+,41+,42+,43-/m1/s1
InChI Key CLADHKARXZAKJF-RXXFRQGSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H66O15
Molecular Weight 823.00 g/mol
Exact Mass 822.44017139 g/mol
Topological Polar Surface Area (TPSA) 209.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.50
H-Bond Acceptor 15
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5R,6R)-3-acetyloxy-4-hydroxy-6-[(1R,2S,4S,5'R,6R,7S,8R,9S,12R,13R,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-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8008 80.08%
Caco-2 - 0.8811 88.11%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8437 84.37%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8618 86.18%
OATP1B3 inhibitior + 0.9525 95.25%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6021 60.21%
BSEP inhibitior + 0.9539 95.39%
P-glycoprotein inhibitior + 0.7453 74.53%
P-glycoprotein substrate + 0.5749 57.49%
CYP3A4 substrate + 0.7615 76.15%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8767 87.67%
CYP3A4 inhibition - 0.8745 87.45%
CYP2C9 inhibition - 0.9281 92.81%
CYP2C19 inhibition - 0.9383 93.83%
CYP2D6 inhibition - 0.9364 93.64%
CYP1A2 inhibition - 0.9075 90.75%
CYP2C8 inhibition + 0.7792 77.92%
CYP inhibitory promiscuity - 0.9482 94.82%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Danger 0.4668 46.68%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9124 91.24%
Skin irritation + 0.6201 62.01%
Skin corrosion - 0.9330 93.30%
Ames mutagenesis - 0.8228 82.28%
Human Ether-a-go-go-Related Gene inhibition - 0.3591 35.91%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.9151 91.51%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.6711 67.11%
Acute Oral Toxicity (c) I 0.4538 45.38%
Estrogen receptor binding + 0.8196 81.96%
Androgen receptor binding + 0.7219 72.19%
Thyroid receptor binding - 0.5406 54.06%
Glucocorticoid receptor binding + 0.6658 66.58%
Aromatase binding + 0.6609 66.09%
PPAR gamma + 0.7351 73.51%
Honey bee toxicity - 0.5662 56.62%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5545 55.45%
Fish aquatic toxicity + 0.9732 97.32%

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 99.01% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 96.39% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.88% 89.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.86% 91.11%
CHEMBL5255 O00206 Toll-like receptor 4 94.56% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.25% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.89% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.29% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.09% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.76% 95.89%
CHEMBL3401 O75469 Pregnane X receptor 88.57% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.42% 94.45%
CHEMBL1914 P06276 Butyrylcholinesterase 87.21% 95.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.78% 96.61%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.03% 93.04%
CHEMBL5028 O14672 ADAM10 84.41% 97.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.61% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 83.10% 91.19%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.32% 89.05%
CHEMBL2581 P07339 Cathepsin D 82.06% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.75% 92.62%
CHEMBL1871 P10275 Androgen Receptor 80.97% 96.43%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.68% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.61% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.32% 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.
Ruscus aculeatus

Cross-Links

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PubChem 162875186
LOTUS LTS0069623
wikiData Q104963106