CAS Number79831-76-8
SynonymsCastanospermine; (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
Molecular FormulaC8H15NO4
Molecular Weight189.21
Purity≥98 (TLC)%
Density1.5±0.1 g/cm3
Boiling Point421.9±45.0 °C at 760 mmHg
Melting Point213-217 °C(lit.)
Appearancesolid
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 79831-76-8 |
| Catalog No. | 2A-9078660 |
| Chinese Name | 栗精胺 |
| Synonyms | 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 |
| Molecular Formula | C8H15NO4 |
| Molecular Weight | 189.21 |
| Purity | ≥98 (TLC) |
| Density | 1.5±0.1 g/cm3 |
| Boiling Point | 421.9±45.0 °C at 760 mmHg |
| Melting Point | 213-217 °C(lit.) |
| Appearance | solid |
| Water Solubility | 1 M HCl: 20 mg/mL, clear, very faintly yellow |
| Storage Condition | Store in an airtight container in a cool, dry plac |
| Application | Castanospermine inhibits all forms of α- and β-glucosidases, especially glucosidase L. |
| PubChem ID | 5318 |
| MDL Number | MFCD00017555 |
| SMILES | N21[C@@H]([C@H]([C@@H]([C@H](C2)O)O)O)[C@H](CC1)O |
| InChI | 1S/C8H15NO4/c10-4-1-2-9-3-5(11)7(12)8(13)6(4)9/h4-8,10-13H,1-3H2/t4-,5-,6+,7+,8+/m0/s1 |
| InChI Key | JDVVGAQPNNXQDW-TVNFTVLESA-N |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | transportation |
| MSDS | msds/78660_1_79831_76_8.pdf |
| Bioactivity | 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. Chemical & Physical Properties 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 InChIKey JDVVGAQPNNXQDW-TVNFTVLESA-N SMILES OC1CN2CCC(O)C2C(O)C1O Storage condition 2-8°C Water Solubility 1 M HCl: 20 mg/mL, clear, very faintly yellow |
| Use of | 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] Properties Articles36 Name castanospermine Synonym More Synonyms Castanospermine Biological Activity 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. Chemical & Physical Properties Molecular Formula C8H15NO4 Exact Mass 189.100113 PSA 84.16000 LogP -1.61 Index of Refraction 1.647 InChIKey JDVVGAQPNNXQDW-TVNFTVLESA-N |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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