Loading AI tools
Chemical compound From Wikipedia, the free encyclopedia
The chemical compound neo-inositol is one of the nine stereoisomers cyclohexane-1,2,3,4,5,6-hexol, the "inositols". Its formula is C6H12O6; the six carbon atoms form a ring, each of them is bonded to a hydrogen atom and a hydroxyl group (–OH). If the ring is assumed horizontal, three consecutive hydroxyls lie above the respective hydrogens, and the other three lie below them.
![]() | |
Names | |
---|---|
IUPAC name
neo-Inositol[1] | |
Systematic IUPAC name
(1R,2R,3s,4S,5S,6s)-cyclohexane-1,2,3,4,5,6-hexol | |
Other names
(1s,2R,3R,4s,5S,6S)-cyclohexane-1,2,3,4,5,6-hexol;
1,2,3/4,5,6-cyclohexanehexol[2] | |
Identifiers | |
3D model (JSmol) |
|
ChEBI | |
ChemSpider | |
UNII | |
| |
| |
Properties | |
C6H12O6 | |
Molar mass | 180.156 g·mol−1 |
Appearance | white crystalline solid [3] |
Density | 1.697 g/ml (from X-ray structure)[4] |
Melting point | 315 °C; 599 °F; 588 K[5][6] |
Hazards | |
Occupational safety and health (OHS/OSH): | |
Main hazards |
Irritating to eyes, respiratory system and skin.[7] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
Like the other stereoisomers, neo-inositol is considered a carbohydrate, specifically a sugar alcohol (to distinguish it from the more familiar ketose and aldose sugars, like glucose). It occurs in nature, but only in small amounts; usually much smaller than those of myo-inositol, the most important stereoisomer.[8]
neo-inositol crystallizes in the triclinic system with group . The cell parameters are a = 479.9 pm, b = 652.0 pm, c = 650.5 pm, α = 70.61°, β = 69.41°, γ = 73.66°, Z = 1, with molecular symmetry . The cell volume is 0.176 nm3. The ring has the chair conformation with puckering parameter Q = 60.9 pm.[4]
neo-Inositol can be obtained from para-benzoquinone via conduritol intermediates.[9]
Small amounts of neo-inositol can be deteceted in human urine.[10]
Seamless Wikipedia browsing. On steroids.
Every time you click a link to Wikipedia, Wiktionary or Wikiquote in your browser's search results, it will show the modern Wikiwand interface.
Wikiwand extension is a five stars, simple, with minimum permission required to keep your browsing private, safe and transparent.