neo-Inositol

neo-Inositol is one of the stereoisomers of inositol. It is one of the nine isomeric forms of cyclohexanehexol; a group of small and chemically very stable polar molecules that have versatile properties.[4] This stereoisomer is naturally occurring, but only in small amounts. It is also known as (1s,2R,3R,4s,5S,6S)-cyclohexane-1,2,3,4,5,6-hexol or 1,2,3/4,5,6-cyclohexanehexol in the IUPAC naming system.[5]

neo-Inositol
Names
IUPAC name
neo-Inositol[1]
Systematic IUPAC name
(1R,2R,3s,4S,5S,6s)-Cyclohexane-1,2,3,4,5,6-hexol
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
UNII
  • InChI=1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H/t1-,2-,3-,4-,5-,6- checkY
    Key: CDAISMWEOUEBRE-DCLYFUHFSA-N checkY
  • O[C@H]1[C@@H](O)[C@H](O)[C@H](O)[C@H](O)[C@H]1O
Properties
C6H12O6
Molar mass 180.156 g·mol−1
Melting point 315 °C; 599 °F; 588 K[2]
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Irritating to eyes, respiratory system and skin.[3]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

See also

References
  1. International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 1415. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
  2. Watt, S. W.; Chisholm, J. A.; Jones, W.; Motherwell, S. (2004). "A Molecular Dynamics Simulation of the Melting Points and Glass Transition Temperatures of Myo- and Neo-Inositol". Journal of Chemical Physics. 121 (19): 9565–9573. doi:10.1063/1.1806792. PMID 15538878.
  3. "Material Safety Data Sheet". Sigma-Aldrich. Retrieved 9 October 2012.
  4. Michell, R. H. (February 2008). "Inositol Derivatives: Evolution and Functions" (PDF). Nature Reviews Molecular Cell Biology. 9 (2): 151–61. doi:10.1038/nrm2334. PMID 18216771.
  5. "Neo-Inositol". Retrieved 9 October 2012.


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