CAS 527-52-6

Digitoxose

Description:

Digitoxose is a sugar molecule classified as a deoxy sugar, specifically a C-3 epimer of rhamnose. It is a component of the cardiac glycoside digitoxin, which is derived from the plant Digitalis purpurea. Digitoxose is characterized by its five-carbon structure, which includes a furanose form in solution. The presence of a hydroxyl group at the C-2 position distinguishes it from other sugars. This compound is typically found in a glycosidic linkage with aglycone moieties, contributing to the biological activity of digitoxin, particularly its effects on cardiac function. Digitoxose is soluble in water, and its reactivity is influenced by the presence of functional groups, allowing it to participate in various biochemical processes. Its role in pharmacology is significant, as it is involved in the modulation of ion transport across cell membranes, particularly in cardiac tissues. Overall, digitoxose is an important sugar in the context of medicinal chemistry and pharmacology, particularly in the study of heart-related therapies.

Formula: C₆H₁₂O₄

InChI: InChI=1S/C6H12O4/c1-4(8)6(10)5(9)2-3-7/h3-6,8-10H,2H2,1H3/t4-,5+,6-/m1/s1

InChI key: InChIKey=JWFRNGYBHLBCMB-NGJCXOISSA-N

SMILES: [C@H]([C@H](CC=O)O)([C@@H](C)O)O

Synonyms:

• 2,6-Dideoxy-<span class="text-smallcaps">D</span>-altrose
• 2,6-Dideoxy-<span class="text-smallcaps">D</span>-ribo-hexose
• 2,6-Dideoxy-D-ribohexose
• 2,6-dideoxy-D-ribo-hexopyranose
• 2,6-dideoxy-alpha-D-ribo-hexopyranose
• 2,6-dideoxy-beta-D-ribo-hexopyranose
• <span class="text-smallcaps">D</span>-Digitoxose
• <span class="text-smallcaps">D</span>-ribo-Hexose, 2,6-dideoxy-
• Digitoxose
• NSC 87513
• D-Digitoxose
• 2,6-Dideoxy-D-ribo-hexose
• D-ribo-Hexose, 2,6-dideoxy-

D-(+)-DIGITOXOSE

CAS: 527-52-6

Formula: C₆H₁₂O₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 148.1571

Ref: IN-DA00D8PI

D-Digitoxose

Controlled Product

CAS: 527-52-6

Applications D-Digitoxose is a derivative of D-ribo-Hexonic acid that is metabolized in the liver. It inhibits glucose-stimulated insulin release.
References Domschke, W. et al.: Naun.-Schmied. Arch. Pharmacol., 265, 149 (1969); Brown, D.F. et al.: Experientia, 39, 979 (1983); Hussain, M. et al.: Biochem. Biophys. Res. Comm., 129, 358 (1985);

Formula: C₆H₁₂O₄

Purity: >85%

Color and Shape: White Solid

Molecular weight: 148.16

Ref: TR-D445990

Digitoxose

CAS: 527-52-6

Digitoxose is a deoxy sugar, which is an integral component of certain cardiac glycosides. These glycosides, such as digitoxin, are predominantly sourced from the leaves of the digitalis species, particularly Digitalis purpurea or Digitalis lanata. The sugar moiety, digitoxose, is critical for the glycoside's ability to exert its pharmacological effects through interactions with cellular components.

Formula: C₆H₁₂O₄

Purity: Min. 95%

Color and Shape: Off-White Yellow Powder

Molecular weight: 148.16 g/mol

Ref: 3D-MD00961