Celgosivir

Modify Date: 2024-01-21 21:47:05

Celgosivir Structure
Celgosivir structure
Common Name Celgosivir
CAS Number 121104-96-9 Molecular Weight 259.299
Density 1.3±0.1 g/cm3 Boiling Point 422.9±45.0 °C at 760 mmHg
Molecular Formula C12H21NO5 Melting Point N/A
MSDS N/A Flash Point 209.6±28.7 °C

 Use of Celgosivir


Celgosivir (MBI 3253; MDL 28574; MX3253) is a novel α-glucosidase I inhibitor, an enzyme that plays a critical role in viral maturation by initiating the processing of the N-linked oligosaccharides of viral envelope glycoproteins.[1]

 Names

Name [(1S,6S,7S,8R,8aR)-1,7,8-trihydroxy-1,2,3,5,6,7,8,8a-octahydroindolizin-6-yl] butanoate
Synonym More Synonyms

 Celgosivir Biological Activity

Description Celgosivir (MBI 3253; MDL 28574; MX3253) is a novel α-glucosidase I inhibitor, an enzyme that plays a critical role in viral maturation by initiating the processing of the N-linked oligosaccharides of viral envelope glycoproteins.[1]
Related Catalog
Target

IC50: 16 and 47 umol/L (alpha-glucosidase I, Using plaque assay and a cytopathic assay)[2]

In Vitro The quantity of THP-1 cells is 1 × 105 , cells were washed once with media and replaced with 500 μl with a serial 4-fold dilution starting from 200 μM or 50 μM.[3]
In Vivo Celgosivir, stored at 100 mg/ml in PBS at 30 °C, were diluted with PBS before each dosing to obtain 1 mg/200 μl (50 mg/kg) or 0.2 mg/200 μl (10 mg/kg). [3]
References

[1]. Durantel D. Celgosivir, an alpha-glucosidase I inhibitor for the potential treatment of HCV infection. Curr Opin Investig Drugs. 2009 Aug, 10(8):860-70.

[2]. Whitby K et al. Action of celgosivir (6 O-butanoyl castanospermine) against the pestivirus BVDV: implications for thetreatment of hepatitis C. Antivir Chem Chemother, 2004 May, 15(3):141-51.

[3]. Satoru Watanabe,Kitti Wing-Ki Chan et al. Optimizing celgosivir therapy in mouse models of dengue virus infection of serotypes 1 and 2: The search for a window for potential therapeutic efficacy. Antiviral Research, March 2016, Pages 10-19.

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 422.9±45.0 °C at 760 mmHg
Molecular Formula C12H21NO5
Molecular Weight 259.299
Flash Point 209.6±28.7 °C
Exact Mass 259.141968
PSA 90.23000
LogP -0.82
Vapour Pressure 0.0±2.3 mmHg at 25°C
Index of Refraction 1.569
Storage condition 2-8℃

 Synthetic Route

~%

Celgosivir Structure

Celgosivir

CAS#:121104-96-9

Literature: Liu; Hoekstra; King Tetrahedron Letters, 1990 , vol. 31, # 20 p. 2829 - 2832

~%

Celgosivir Structure

Celgosivir

CAS#:121104-96-9

Literature: Anderson, Wayne K.; Coburn, Robert A.; Gopalsamy, Ariamala; Howe, Trevor J. Tetrahedron Letters, 1990 , vol. 31, # 2 p. 169 - 170

 Precursor & DownStream

Precursor  2

DownStream  0

 Synonyms

6-O-butanoylcastanospermine
UNII:895VG117HN
BuCast
(1S,6S,7S,8R,8aR)-1,7,8-Trihydroxyoctahydro-6-indolizinyl butyrate
MX-3253
B-T
6-O-Butyryltanosopermine
6-O-Butanoyltanospermine
Butanoic Acid (1S,6S,7S,8R,8aR)-Octahydro-1,7,8-trihydroxy-6-indolizinyl Ester
[(1S,6S,7S,8R,8aR)-1,7,8-trihydroxy-1,2,3,5,6,7,8,8a-octahydroindolizin-6-yl] butanoate
MDL 28,574
UNII-895VG117HN
6-O-butyryltanospermine
(1S,6S,7S,8R,8aR)-1,7,8-Trihydroxyoctahydroindolizin-6-yl butyrate
Butanoic acid, (1S,6S,7S,8R,8aR)-octahydro-1,7,8-trihydroxy-6-indolizinyl ester
Celgosivir
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