1L-chiro-Inositol

1L-chiro-Inositol
Names
IUPAC name
1L-chiro-Inositol
Systematic IUPAC name
(1R,2R,3R,4R,5S,6S)-Cyclohexane-1,2,3,4,5,6-hexol
Other names
(-)-1,2,4/3,5,6-inositol
L-(−)-chiro-Inositol
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.008.183 Edit this at Wikidata
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+/m1/s1 checkY
    Key: CDAISMWEOUEBRE-SHFUYGGZSA-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 230 °C (decomposes) [1]
485 g/L [1]
20/ −60°, c=1.3 in H2O [1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

The chemical compound 1L-chiro-inositol[2] (often called L-chiro-inositol or LCI) is one of the nine stereoisomers of cyclohexane-1,2,3,4,5,6-hexol, with formula C6H12O6, the generic "inositol". Its molecule has a ring of six carbon atoms, each bonded to a hydrogen atom and a hydroxyl group (–OH). Imagining the ring is horizontal, the hydroxyls on carbons 1, 2, and 4, in clockwise order are above the respective hydrogens, while the other three are below them.

The compound occurs in the human body and other organisms, together with its enantiomer (mirror image isomer) 1D-chiro-inositol (DCI), but at a much lower concentration than the main isomer myo-inositol.

  1. ^ a b c Cite error: The named reference merc2024 was invoked but never defined (see the help page).
  2. ^ Cite error: The named reference bluebk was invoked but never defined (see the help page).