D-chiro-Inositol
D-Chiro-Inositol | |
Names | |
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IUPAC names
cis-1,2,4-trans-3,5,6
-Cyclohexanehexol |
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Other names
DCI
1,2,4/3,5,6-Hexahydroxycyclohexane |
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Identifiers | |
643-12-9 | |
ChEBI | CHEBI:27372 |
ChemSpider | 10254647 |
4645 | |
Jmol 3D model | Interactive image |
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Properties | |
C6H12O6 | |
Molar mass | 180.16 g·mol−1 |
Melting point | 230 °C (446 °F; 503 K) |
Chiral rotation ([α]D)
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[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).
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verify (what is ?) | |
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
- ↑ Merck Index, 11th Edition, 4883
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