D-chiro-Inositol

From Infogalactic: the planetary knowledge core
(Redirected from D-chiro-inositol)
Jump to: navigation, search
D-chiro-Inositol[1]
D-Chiro-Inositol
Names
IUPAC names
cis-1,2,4-trans-3,5,6
-Cyclohexanehexol
Other names
DCI
1,2,4/3,5,6-Hexahydroxycyclohexane
Identifiers
643-12-9 YesY
ChEBI CHEBI:27372 YesY
ChemSpider 10254647 YesY
4645
Jmol 3D model Interactive image
  • 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 YesY
    Key: CDAISMWEOUEBRE-LKPKBOIGSA-N YesY
  • O[C@H]1[C@@H](O)[C@H](O)[C@H](O)[C@@H](O)[C@@H]1O
Properties
C6H12O6
Molar mass 180.16 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).
YesY verify (what is YesYN ?)
Infobox references

D-chiro-Inositol (commonly abbreviated DCI) is a member of a family of related substances often referred to collectively as "inositol," although that term encompasses several isomers of questionable biological relevance. It is known to be an important secondary messenger in insulin signal transduction.[2]

DCI is not abundant in most diets. It can be found in small quantities in buckwheat farinetta.[3] It is likely that in higher vertebrates DCI is made from myo-inositol via the action of an epimerase.[4] Contrary to common claims of the non-availability of DCI, it is in fact commercially available to the public as a nutritional supplement in several countries.

DCI appears to have substantial beneficial effects for PCOS, an observation rationalized by the apparent role of DCI in the etiology of PCOS.[5][6][7] In double-blind studies, women with PCOS who received DCI experienced the following statistically significant benefits when compared with a control group: lowered free and total testosterone, lowered blood pressure, increased insulin sensitivity and a corresponding improvement in glucose disposal, and increased frequency of ovulation.[5][6]

Dietary sources

Dietary sources include buckwheat[3] and Cucurbita ficifolia (fig leaf melon).[8]

See also

References

  1. Merck Index, 11th Edition, 4883
  2. Lua error in package.lua at line 80: module 'strict' not found.
  3. 3.0 3.1 Lua error in package.lua at line 80: module 'strict' not found.
  4. Lua error in package.lua at line 80: module 'strict' not found.
  5. 5.0 5.1 Lua error in package.lua at line 80: module 'strict' not found.
  6. 6.0 6.1 Lua error in package.lua at line 80: module 'strict' not found.
  7. Lua error in package.lua at line 80: module 'strict' not found.
  8. Lua error in package.lua at line 80: module 'strict' not found.