Castanospermine

Castanospermine
Names
	Preferred IUPAC name (1S,6S,7R,8R,8aR)-Octahydroindolizine-1,6,7,8-tetrol
Identifiers
CAS Number	79831-76-8 [EBI];
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:27860 ;
ChEMBL	ChEMBL311226 ;
ChemSpider	49177 ;
DrugBank	DB01816;
ECHA InfoCard	100.127.469
EC Number	616-743-4;
KEGG	C02256;
PubChem CID	54445;
UNII	Q0I3184XM7 ;
CompTox Dashboard (EPA)	DTXSID601026043 ;
	InChI 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 Key: JDVVGAQPNNXQDW-TVNFTVLESA-N ; InChI=1/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 Key: JDVVGAQPNNXQDW-TVNFTVLEBE;
	SMILES O[C@H]1CCN2[C@H]1[C@@H](O)[C@H](O)[C@@H](O)C2;
Properties
Chemical formula	C8H15NO4
Molar mass	189.209 g/mol
Appearance	White to off-white solid
Melting point	212 to 215 °C (414 to 419 °F; 485 to 488 K)
Solubility in water	Soluble
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H312, H332
Precautionary statements	P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P322, P330, P363, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Castanospermine is an indolizidine alkaloid first isolated from the seeds of Castanospermum australe. It is a potent inhibitor of some glucosidase enzymes and has antiviral activity in vitro and in mouse models.

The castanospermine derivative celgosivir is an antiviral drug candidate that as of 2009 was in development for possible use in treating hepatitis C virus (HCV) infection.