Ononitol

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Ononitol
Names
IUPAC name
4-O-methyl-myo-inositol
Systematic IUPAC name
(1R,2S,3S,4S,5S,6S)-6-Methoxycyclohexane-1,2,3,4,5-pentol
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
DrugBank
KEGG
UNII
  • InChI=1S/C7H14O6/c1-13-7-5(11)3(9)2(8)4(10)6(7)12/h2-12H,1H3/t2-,3-,4-,5+,6-,7-/m0/s1 checkY
    Key: DSCFFEYYQKSRSV-GESKJZQWSA-N checkY
  • InChI=1/C7H14O6/c1-13-7-5(11)3(9)2(8)4(10)6(7)12/h2-12H,1H3/t2-,3-,4-,5+,6-,7-/m0/s1
  • CO[C@H]1[C@@H]([C@H]([C@@H]([C@@H]([C@@H]1O)O)O)O)O
Properties
C7H14O6
Molar mass 194.183 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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The chemical compound ononitol is a derivative of inositol, specifically 4-O-methyl-myo-inositol: an ether that can be described as the result of replacing the hydroxyl (–OH) in position 4 of myo-inositol by a methoxy group.

This compound occurs in several organisms. It is one of the predominant soluble carbohydrate derivatives in the root nodules of the pea plant created by the bacterium Rhizobium leguminosarum,[1] and a constituent of Medicago sativa.[2]

References

  1. ^ Lief Skøt, Helge Egsgaard (1984): "Identification of ononitol and O-methyl-scyllo-inositol in pea root nodules". Planta, volume 161, pages 32–36. doi:10.1007/BF00951457
  2. ^ E. A. McComb and V. V. Rendig (1962). "Ononitol (4-O-methyl-myo-inositol) as a constituent of Medicago sativa". Archives of Biochemistry and Biophysics. 99 (1): 192–193. doi:10.1016/0003-9861(62)90261-8.


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