Castanospermine , 98% , 79831-76-8

Synonym(s):
Castanospermine;(1S,6S,7R,8R,8aR)-Octahydro-1,6,7,8-indolizinetetrol;(1S,6S,7R,8aR)-Tetrahydroxyoctahydroindolizine;1,6,7,8-Tetrahydroxyoctahydroindolizine;(1S,6S,7R,8R,8aR)-1,6,7,8-Tetrahydroxyoctahydroindolizidine

CAS NO.：79831-76-8

Empirical Formula: C8H15NO4

Molecular Weight: 189.21

MDL number: MFCD00017555

PRODUCT Properties

• Melting point: 213-217 °C (lit.)
• alpha: D25 +79.7° (c = 0.93 in water)
• Boiling point: 421.9±45.0 °C(Predicted)
• Density: 1.53±0.1 g/cm3(Predicted)
• storage temp.: Sealed in dry,2-8°C
• solubility: 1 M HCl: 20 mg/mL, clear, very faintly yellow
• form: White solid
• pka: 6.09(at 25℃)
• color: White or off-white
• optical activity: [α]20/D +80°, c = 0.9 in H2O
• Water Solubility: Soluble in water
• Merck: 13,1906
• BRN: 3588654
• Stability: Stable for 2 years from date of purchase as supplied. Solutions in distilled water may be stored at -20°C for up to 3 months.
• CAS DataBase Reference: 79831-76-8(CAS DataBase Reference)

Description and Uses

Glucosidases catalyze the cleavage of individual glucosyl residues from various glycoconjugates, including complex carbohydrates and glycoproteins. Castanospermine is an inhibitor of both α- and β-glucosidases, inhibiting lysosomal and neutral α-glucosidases with K_i values of 0.1 and 10 μM, respectively, and lysosomal and cytosolic β-glucosidases with K_i values of 7 and 40 μM, respectively. It is effective both in vitro and in vivo. Through its effects on glucosidases, castanospermine blocks N-linked glycosylation during post-translational modification of proteins, affecting protein trafficking and cell functions that are dependent on glycosylation, including angiogenesis. Castanospermine also interferes with viral replication and infection that is dependent on glucosidase activity.

Castanospermine, is used as a glycosidase inhibitor and antiinflammatory agent.castanospermine is used to inhibit syncytium formation between HIV-infected and CD4-expressing cells and may also interfere with infectivity. It has also been demonstrated that this agent inhibits inflammation at the level of leukocyte extravasation in rat models of experimental adjuvant-induced arthritis and autoimmune encephalomyelitis. Castanospermine is an inhibitor of Glucosidase I, Maltase-glucoamylase, and MANBA. Potent inhibitor of α- and β-glucosidases, especially glucosidase l (required for glucoprotein processing by transfer of mannose and glucose from asparagine-linked lipids). Inhibits HIV syncytium formation and replication.

Safety

• Symbol(GHS): GHS07
• Signal word: Warning
• Hazard statements: H302-H312-H332
• Precautionary statements: P261-P280h-P301+P312a-P304+P340-P321-P501a
• Hazard Codes: Xn,Xi
• Risk Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 10-21
• HS Code: 2921290090