79831-76-8

79831-76-8 structure

Name: Castanospermine
Chemical Name: castanospermine
CAS Number: 79831-76-8
Molecular Formula: C₈H₁₅NO₄
Molecular Weight: 189.209
Catalog: Natural product Alkaloid
Create Date: 2018-02-21 08:00:00
Modify Date: 2024-01-02 01:03:15
Castanospermine inhibits all forms of α- and β-glucosidases, especially glucosidase l (required for glucoprotein processing by transfer of mannose and glucose from asparagine-linked lipids).target：α- and β-glucosidases.IC 50: 1.2 uM [2] in vitro :Castanospermine, [(1 S,6S,7R,8R,8aR)-1 ,6,7,8-tetrahydroxyoctahydroindolizine]is a potent and specific inhibitor of mammalian and plant α-and β-D-glucosidases in vitro [1] in vivo: Experiments in vivo with castanospermine, an inhibitor of the glucosidases that convert protein N-linked high mannose carbohydrates to complex oligosaccharides, resulted in significant inhibition of tumor growth in nude mice.[3]

Name	castanospermine
Synonyms	1,6,7,8-Indolizinetetrol, octahydro-, (1S,6S,7R,8R,8aR)- Castanospermine (1S,6S,7R,8R,8aR)-Octahydro-1,6,7,8-indolizinetetrol Castanospermine,[1S-(1α,6β,7α,8β,8aβ)]-Octahydro-1,6,7,8-indolizinetetrol (1S,6S,7R,8R,8aR)-Octahydroindolizine-1,6,7,8-tetrol MFCD00017555

Description	Castanospermine inhibits all forms of α- and β-glucosidases, especially glucosidase l (required for glucoprotein processing by transfer of mannose and glucose from asparagine-linked lipids).target：α- and β-glucosidases.IC 50: 1.2 uM [2] in vitro :Castanospermine, [(1 S,6S,7R,8R,8aR)-1 ,6,7,8-tetrahydroxyoctahydroindolizine]is a potent and specific inhibitor of mammalian and plant α-and β-D-glucosidases in vitro [1] in vivo: Experiments in vivo with castanospermine, an inhibitor of the glucosidases that convert protein N-linked high mannose carbohydrates to complex oligosaccharides, resulted in significant inhibition of tumor growth in nude mice.[3]
Related Catalog	Signaling Pathways >> Others >> Others Natural Products >> Alkaloid Research Areas >> Cancer
References	[1]. Bryan G, Anthony C et al. The structural basis of the inhibition of human glycosidases by castanospermine analogues. Biochem. J. (1990) 269, 227-231. [2]. Eisaku Tsujii et al. Nectrisine Is a Potent Inhibitor of a-Glucosidases, Demonstrating Activities Similarly at Enzyme and Cellular Levels. Biochemical and Biophysical Research Communications 220, 459-466 (1996) [3]. Pili R et al. The alpha-glucosidase I inhibitor castanospermine alters endothelial cell glycosylation, preventsangiogenesis, and inhibits tumor growth. Cancer Res. 1995 Jul 1;55(13):2920-6.

Density	1.5±0.1 g/cm3
Boiling Point	421.9±45.0 °C at 760 mmHg
Melting Point	213-217 °C(lit.)
Molecular Formula	C₈H₁₅NO₄
Molecular Weight	189.209
Flash Point	267.6±27.4 °C
Exact Mass	189.100113
PSA	84.16000
LogP	-1.61
Vapour Pressure	0.0±2.3 mmHg at 25°C
Index of Refraction	1.647
Storage condition	2-8°C
Water Solubility	1 M HCl: 20 mg/mL, clear, very faintly yellow

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H302-H312-H332
Precautionary Statements	P280
Personal Protective Equipment	dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes	Xn: Harmful;Xi: Irritant;
Risk Phrases	20/21/22
Safety Phrases	S26-S36
RIDADR	NONH for all modes of transport
WGK Germany	3