An α-glucosidase inhibitor and a prodrug form of castanospermine
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Active Metabolite(s)
11313Castanospermine
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Celgosivir

Item No. 36526

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
butanoic acid, (1S,6S,7S,8R,8aR)-octahydro-1,7,8-trihydroxy-6-indolizinyl ester
CAS Number
121104-96-9
Synonyms
  • 6-O-butanoyl Castanospermine
  • MDL 28574
Molecular Formula
C12H21NO5
Formula Weight
259.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: Slightly solubleDMSO: Slightly soluble
SMILES
[H][C@]12[C@H](CCN1C[C@H](OC(CCC)=O)[C@H]([C@@H]2O)O)O
InChi Code
InChI=1S/C12H21NO5/c1-2-3-9(15)18-8-6-13-5-4-7(14)10(13)12(17)11(8)16/h7-8,10-12,14,16-17H,2-6H2,1H3/t7-,8-,10+,11+,12+/m0/s1
InChi Key
HTJGLYIJVSDQAE-VWNXEWBOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    5 mg

    $105

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    Product Description

    Celgosivir is an α-glucosidase inhibitor (IC50 = 0.7 µg/ml) and a prodrug form of the α- and β-glucosidase inhibitor castanospermine (Item No. 11313).1,2 It reduces bovine viral diarrhea virus (BVDV) levels in a plaque formation assay (IC50 = 16 mM) and increases the survival of bovine kidney (MDBK) cells infected with BVDV (IC50 = 47 µM).3 Intraperitoneal administration of celgosivir (50 mg/kg twice daily) reduces viremia and increases the survival of mice infected with a lethal dose of dengue virus.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sunkara, P.S., Kang, M.S., Bowlin, T.L., et al. Inhibition of glycoprotein processing and HIV replication by castanospermine analogues. Ann. NY Acad. Sci. 616, 90-96 (1990).

    2. Winchester, B.G., di Bello, I.C., Richardson, A.C., et al. The structural basis of the inhibition of human glycosidases by castanospermine analogues. Biochem. J. 269(1), 227-231 (1990).

    3. Whitby, K., Taylor, D., Patel, D., et al. Action of celgosivir (6 O-butanoyl castanospermine) against the pestivirus BVDV: Implications for the treatment of hepatitis C. Antivir. Chem. Chemother. 15(3), 141-151 (2004).

    4. Watanabe, S., Rathore, A.P.S., Sung, C., et al. Dose- and schedule-dependent protective efficacy of celgosivir in a lethal mouse model for dengue virus infection informs dosing regimen for a proof of concept clinical trial. Antiviral Res. 96(1), 32-35 (2012).