Melting Point:239-241 °C
Optical Activity:[α]D + 22.5° ± 2.5° (5% methanol)
Purity:97 % (TLC, mass-spectrometry).
Cat No: | T000007 |
Cas No: | 7082-34-0 |
Product-Name: | ERYSIMOSIDE |
IUPAC Name: | (3S,5S,8R,9S,10S,13R,14S,17R)-5,14-dihydroxy-3-[(2R,4S,5S,6R)-4-hydroxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde |
InChI: | InChI=1S/C35H52O14/c1-17-30(49-31-29(42)28(41)27(40)24(14-36)48-31)23(38)12-26(46-17)47-19-3-8-33(16-37)21-4-7-32(2)20(18-11-25(39)45-15-18)6-10-35(32,44)22(21)5-9-34(33,43)13-19/h11,16-17,19-24,26-31,36,38,40-44H,3-10,12-15H2,1-2H3/t17-,19+,20-,21+,22-,23+,24-,26+,27-,28+,29-,30-,31+,32-,33+,34+,35+/m1/s1 |
InChIKey: | KQBVSIZPUWODNU-VRQSBXMXSA-N |
SMILES: | CC1C(C(CC(O1)OC2CCC3(C4CCC5(C(CCC5(C4CCC3(C2)O)O)C6=CC(=O)OC6)C)C=O)O)OC7C(C(C(C(O7)CO)O)O)O |
ERYSIMOSIDE(CAS 7082-34-0) is an inhibitor of Na+/K+-ATPase and so a cardiotonic.
Cardenolide (cardiac glycoside), from plants of the
Erysimum genus, Cruciferae
Erysimoside is a specific inhibitor of Na+/K+ ATPase, which acts selectively on the heart and presents a diastolic positive inotropic and tonotropic action. It is less toxic than Erysimin or Digitoxin. <br>IC50 (heart) = 0.19 μM (Ouabaine: 0.26 μM); <br>IC50 (kidney) = 0.30 μM (Ouabaine: 1.00 μM).
- Kowalewski et al., Helv. Chim. Acta (1960). 43:957:1280
- Beer et al., /The thermodynamic essence of the reversible inactivation of Na+/K+-transporting ATPase by various digitalis derivatives is relaxation of enzyme conformational energy./ Biochim. Biophys. Acta (1988). 937:335-346
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