1D-chiro-Inositol[2] (formerly 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, including 1L-chiro-inositol. myo-Inositol is converted into DCI by an insulin dependent NAD/NADH epimerase enzyme.[3][4][5][6][7] It is known to be an important secondary messenger in insulin signal transduction. DCI accelerates the dephosphorylation of glycogen synthase and pyruvate dehydrogenase, rate limiting enzymes of non-oxidative and oxidative glucose disposal. DCI may act to bypass defective normal epimerization of myo-inositol to DCI associated with insulin resistance and at least partially restore insulin sensitivity and glucose disposal.[8] One pilot study found males taking it had increased androgens and reduced estrogen.[9]
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 | |
Identifiers | |
| |
3D model (JSmol)
|
|
ChEBI |
|
ChemSpider |
|
ECHA InfoCard | 100.010.359 |
| |
UNII |
|
CompTox Dashboard (EPA)
|
|
| |
| |
Properties | |
C6H12O6 | |
Molar mass | 180.156 g·mol−1 |
Melting point | 230 °C (446 °F; 503 K) |
Chiral rotation ([α]D)
|
[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).
verify (what is ?)
Infobox references
|