| Identification | Back Directory | [Name]
(3beta,5beta)-3-[(O-beta-D\-glucopyranosyl-(1->6)-O-D\-glucopyranosyl-(1->4)-6-deoxy-3-O-methyl-alpha-L\-glucopyranosyl)oxy]-14-hydroxy-19-oxocard-20(22)-enolide | [CAS]
37933-66-7 | [Synonyms]
Thevetin A
DISCONTINUED
Thevetin A >=95% (LC/MS-ELSD)
3β-[[4-O-[6-O-(β-D-Glucopyranosyl)-D-glucopyranosyl]-6-deoxy-3-O-methyl-α-L-glucopyranosyl]oxy]-14-hydroxy-19-oxo-5β-card-20(22)-enolide
(3beta,5beta)-3-[(O-beta-D\-glucopyranosyl-(1->6)-O-D\-glucopyranosyl-(1->4)-6-deoxy-3-O-methyl-alpha-L\-glucopyranosyl)oxy]-14-hydroxy-19-oxocard-20(22)-enolide | [EINECS(EC#)]
253-722-5 | [Molecular Formula]
C42H64O19 | [MDL Number]
MFCD01745134 | [MOL File]
37933-66-7.mol | [Molecular Weight]
872.946 |
| Chemical Properties | Back Directory | [Melting point ]
208-210° | [alpha ]
D24 -72.0 ±1.5° (c = 1.48 in methanol) | [Boiling point ]
1035.6±65.0 °C(Predicted) | [density ]
1.49±0.1 g/cm3(Predicted) | [storage temp. ]
-20°C | [form ]
solid | [pka]
12.79±0.70(Predicted) | [color ]
White to off-white |
| Hazard Information | Back Directory | [Originator]
Thevetin A,SigmaAldrich | [Uses]
Thevetin A is a cardiac glycoside that can lead to intoxication and poisoning. | [Definition]
ChEBI: Thevetin A is a trisaccharide derivative and a gentiobiosylthevetoside. It is functionally related to a cannogenin. | [Manufacturing Process]
A mixture of Thevetins A and B was prepared by extraction from seeds of
Thevetia neriifolia.
100 g of this mixture are dissolved in 1500 ml of aqueous ethanol at 96°C.
Then 50 ml of a 30% solution of sodium bisulfite is added. The solution is left
for about 1 hour and is then diluted with 3 L of water. The resulting solution is
extracted 3 times in reflux extraction apparatus with 4 L of n-butanol as the
extraction solvent. Thevetin A passes into said n-butanol which is then washed
with distilled water and evaporated to dryness. The crude thevetin A is
recrystallized in absolute ethanol (100 ml) and precipitating with 10 volumes
of isopropyl oxide. The residual thevetin B of the bisulfite solution also may be
prepared.
| [Therapeutic Function]
Cardiotonic | [Biological Activity]
Cardiac glycosides found in yellow oleander including thevetin Ahave potential to tre at patients with heart failure and atrial fibrillation. | [Purification Methods]
Crystallise thevetin A from H2O. The acetyl derivative crystallises from MeOH/Et2O at -15o with m 145-149o, and [] D -54.2o (c 1.86, CHCl3). [Block et al. Helv Chim Acta 43 652 1960, 13C NMR: Tori et al. Tetrahedron Lett 717 1977, Beilstein 18 III/IV 2552, 18/4 V 439.] |
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| Company Name: |
Energy Chemical
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| Tel: |
021-58432009 400-005-6266 |
| Website: |
http://www.energy-chemical.com |
| Company Name: |
Merck KGaA
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| Tel: |
21-20338288 |
| Website: |
www.sigmaaldrich.cn |
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