Digitalose

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 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:10368;
ChemSpider	167312;
KEGG	C08235;
PubChem CID	192798;
UNII	6U8DD4P360 ;
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)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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.

References

^ ^a ^b Digitalose, Merck Index, 12th Edition, 3202
^ Kiliani (1892). "Ueber Digitalonsäure". Chem. Ber. 25 (1): 2116–2118. doi:10.1002/cber.189202501328.
^ Otto Th. Schmidt; Walter Mayer; Alfred Distelmaier (1943). "Digitalose". Naturwissenschaften. 31 (21–22): 247–248. Bibcode:1943NW.....31..247S. doi:10.1007/bf01482327.

[Merck-1] Digitalose, Merck Index, 12th Edition, 3202

[2] Kiliani (1892). "Ueber Digitalonsäure". Chem. Ber. 25 (1): 2116–2118. doi:10.1002/cber.189202501328.

[3] Otto Th. Schmidt; Walter Mayer; Alfred Distelmaier (1943). "Digitalose". Naturwissenschaften. 31 (21–22): 247–248. Bibcode:1943NW.....31..247S. doi:10.1007/bf01482327.

[1]

[2]

[3]

See also

References