Nojirimycin

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Nojirimycin
Names
IUPAC name
(3R,4S,5R,6R)-6-(Hydroxymethyl)-2,3,4,5-piperidinetetrol
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
UNII
  • InChI=1S/C6H13NO5/c8-1-2-3(9)4(10)5(11)6(12)7-2/h2-12H,1H2/t2-,3-,4+,5-,6?/m1/s1
    Key: BGMYHTUCJVZIRP-GASJEMHNSA-N
  • C([C@@H]1[C@H]([C@@H]([C@H](C(N1)O)O)O)O)O
Properties
C6H13NO5
Molar mass 179.172 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Nojirimycin is the parent compound of a class of antibiotics and glycosidase inhibitors. Nojirimycin and its derivatives are mainly obtained from a class of Streptomyces species.[1] Chemically, it is an iminosugar.

Derivatives

References

  1. ^ Inouye, S.; Tsuruoka, T.; Ito, T.; Niida, T. (1968). "Structure and synthesis of nojirimycin". Tetrahedron. 24 (5): 2125–44. doi:10.1016/0040-4020(68)88115-3. PMID 5636917.