Basic information
- CAS
121104-96-9- Standard SMILES
CCCC(=O)O[C@H]1CN2CC[C@H](O)[C@@H]2[C@@H](O)[C@@H]1O- InChIKey
HTJGLYIJVSDQAE-VWNXEWBOSA-N- Molecular formula
- C12H21NO5
- Average molar mass
- 259.3 g/mol
- Monoisotopic mass
- 259.14197277
Overview
Celgosivir is a 6-0-butanoyl ester derivative of castanospermine, a compound derived from the Australian chestnut with activity against hepatitis C virus. Celgosivir rapidly converts to castanospermine in the body, where it is a potent inhibitor of alpha-glucosidase I, a host enzyme required for viral assembly, release, and infectivity.
Names & identifiers
- Preferred name
- Celgosivir
- IUPAC
- [(1S,6S,7S,8R,8aR)-1,7,8-trihydroxy-1,2,3,5,6,7,8,8a-octahydroindolizin-6-yl] butanoate
- English name
- celgosivir
- Molecular formula
- C12H21NO5
- Molecular weight
- 259.3
Names & synonyms
Celgosivir121104-96-96-O-Butanoylcastanospermine[(1S,6S,7S,8R,8aR)-1,7,8-trihydroxy-1,2,3,5,6,7,8,8a-octahydroindolizin-6-yl] butanoateMDL 28,574MX-3253MDL-28574895VG117HNMBI-3253(1S,6S,7S,8R,8aR)-Octahydro-1,7,8-trihydroxy-6-indolizinyl butyrateDTXSID70153153Butanoic acid, octahydro-1,7,8-trihydroxy-6-indolizinyl ester, (1S-(1alpha,6beta,7alpha,8beta,8abeta))-
Show more names
BuCastMBI 3253MDL 28574Celgosivir (free base)6-O-butyl castanospermine6-Butyryl castanospermineCastanospermine 6-butyrateMDL28574MDL 28574
celgosivirum((1S,6S,7S,8R,8aR)-1,7,8-trihydroxy-1,2,3,5,6,7,8,8a-octahydroindolizin-6-yl) butanoateRefChem:124291DTXCID1075644MBI3253MDL-28,574AMX3253MX 3253
Database identifiers
Properties
Computed structural properties
- XLogP
- -0.8
- Topological polar surface area
- 90.2 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 4
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 311
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Physicochemical properties
- Melting point
- 114 · 114-115 °C
- Boiling point
- 422.9 · 422.9±45.0 °C(Predicted)
- Density
- 1.33 · 1.33±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · Hygroscopic, -20°C Freezer, Under inert atmosphere
- solubility
- Chloroform (Slightly), DMSO (Slightly)
- form
- Solid
- pka
- 13.14 · 13.14±0.70(Predicted)
- color
- White to Pale Beige
- Water Solubility
- 2 O: · H2O: 2mg/mL, clear
- Stability
- Hygroscopic
- 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
- InChIKey
- HTJGLYIJVSDQAE-VWNXEWBOSA-N
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- WGK 3
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Applications
UsesAntiviral; inhibitor ( α-glucosidase).
UsesCelgosivir is an α-glucosidase I inhibitor.
Suppliers21 total
Aladdin Scientific[email protected]
LGM Pharma1-(800)-881-8210 · [email protected]
MedChemexpress LLC021-58955995 · [email protected]
AdooQ BioScience, LLC+1 (866) 930-6790 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
上海永叶生物科技有限公司86-021-61559134 15921386130 · [email protected]
江苏艾康生物医药研发有限公司025-66028182 17714375163 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
斯派螺（武汉）药物研发有限公司[email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
艾吉析科技（上海）有限公司17717235263 17717235263 · [email protected]
上海澄绍生物科技有限公司021-61847300 13341622919 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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