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Chemical Structure and Physical Properties of D-Chiro-Inositol

 D-Chiro-Inositol (DCI) is a stereoisomer of inositol, which is a cyclohexanehexol (six-carbon cyclic polyol with six hydroxyl groups).

Chemical Structure

1. Chemical formula: C₆H₁₂O₆

2. Molecular weight: 180.16 g/mol

3. IUPAC name: (1R,2S,3R,4S,5S,6S)-Cyclohexane-1,2,3,4,5,6-hexol

4. Stereochemistry: It has six chiral centers; the “D-Chiro” configuration refers to the specific orientation of hydroxyl (-OH) groups on the cyclohexane ring.

Chemical Structure and Physical Properties of D-Chiro-Inositol

5. Structural features:

Cyclohexane ring (chair conformation is most stable)

Hydroxyl groups arranged in a specific “chiro” pattern:

  • At carbons 1, 2, 3, 4, 5, 6: OH groups alternate between axial and equatorial positions, giving D-Chiro-Inositol distinct biological activity compared to other inositol stereoisomers.

You can visualize it as a six-membered ring with hydroxyls oriented differently from myo-inositol, its most common stereoisomer.

Physical Properties

PropertyValue / Description
AppearanceWhite to off-white crystalline powder
SolubilityHighly soluble in water; slightly soluble in alcohol
Melting Point~226–230 °C (decomposes)
TasteSweet
Optical Rotation[α]D ≈ +15° to +20° (varies slightly by source and purity)
HygroscopicitySlightly hygroscopic; can absorb moisture from air
StabilityStable under normal temperature; sensitive to strong acids and bases
Chemical Structure and Physical Properties of D-Chiro-Inositol

Key Notes

  • D-Chiro-Inositol is non-toxic and naturally occurring in foods such as legumes, buckwheat, and carob.
  • Its water solubility makes it suitable for supplements and pharmaceutical formulations.
  • Unlike myo-inositol, D-Chiro-Inositol plays a critical role in insulin signaling, acting as a secondary messenger for glucose uptake.
  • From cellsbio health technology co.,ltd
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