Digitalose

Digitalose is a deoxy sugar that is a component of various cardiac glycosides including thevetin and emicymarin. It was first reported in 1892 as being obtained by the hydrolysis of Digtalinum verum.^[1][2] The chemical structure was first elucidated in 1943 by the German chemist Otto Schmidt.^[3] Chemically, it is a methyl ether of D-fucose.

Digitalose

Names
IUPAC name 6-Deoxy-3-O-methyl-D-galactose
Other names D-Digitalose; 6-Deoxy-3-O-methylgalactose; 3-Methyl-D-fucose
Identifiers
CAS Number	4481-08-7 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:10368
ChemSpider	167312
KEGG	C08235
PubChem CID	192798
UNII	6U8DD4P360 Y
CompTox Dashboard (EPA)	DTXSID401305613
InChI InChI=1S/C7H14O5/c1-4(9)6(11)7(12-2)5(10)3-8/h3-7,9-11H,1-2H3/t4-,5+,6+,7-/m1/s1 Key: MPQBLCRFUYGBHE-JRTVQGFMSA-N InChI=1/C7H14O5/c1-4(9)6(11)7(12-2)5(10)3-8/h3-7,9-11H,1-2H3/t4-,5+,6+,7-/m1/s1 Key: MPQBLCRFUYGBHE-JRTVQGFMBY
SMILES O=C[C@H](O)[C@@H](OC)[C@@H](O)[C@H](O)C
Properties
Chemical formula	C7H14O5
Molar mass	178.184 g·mol−1
Melting point	106 °C (223 °F; 379 K)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

See also

• Sarmentose, a related deoxy sugar