1D-chiro-Inositol

1D-chiro-Inositol[1]
D-chiro-Inositol
Names
IUPAC name
1D-chiro-Inositol[2]
Systematic IUPAC name
(1R,2R,3S,4S,5S,6S)-Cyclohexane-1,2,3,4,5,6-hexol
Other names
DCI
cis-1,2,4-trans-3,5,6-Cyclohexanehexol
1D-1,2,4/3,5,6-Cyclohexanehexol[2]
1,2,4/3,5,6-Hexahydroxycyclohexane
(+)-inositol[2]
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.010.359 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+/m0/s1 checkY
    Key: CDAISMWEOUEBRE-LKPKBOIGSA-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 (446 °F; 503 K)
[α]23/D +55°, c = 1.2 in H2O
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 ?)

1D-chiro-Inositol[2] or D-chiro-inositol[3] (often abbreviated DCI) is a chemical substance with formula C6H12O6, one of the nine isomers of cyclohexane-1,2,3,4,5,6-hexol (which may be collectively called "inositol"). The molecule has a ring of six carbon atoms, each bound to one hydrogen atom and one hydroxyl (OH) group. The hydroxyls on atoms 1, 2, and 4, in counterclockwise order, lie above the plane of the ring. The molecule being distinct from its mirror image, the compound is chiral, hence its name. Its enantiomer (mirror compound) is 1L-chiro-inositol.

Compared to its more common isomer myo-inositol, DCI seems to have relatively minor roles in biochemistry and medicine, mostly connected to the biochemistry of insulin and other hormones.[4][5]

  1. ^ Merck Index, 11th Edition, 4883
  2. ^ a b c d Cite error: The named reference bb was invoked but never defined (see the help page).
  3. ^ Cite error: The named reference arag2021 was invoked but never defined (see the help page).
  4. ^ Cite error: The named reference larn2002 was invoked but never defined (see the help page).
  5. ^ Cite error: The named reference vasq2021 was invoked but never defined (see the help page).