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inositol

File:Inositol.svg · Wikimedia Commons · See Wikimedia Commons

EntityQ407997· pop 43· linked from 588 articles

Also known as 1,2,3,4,5,6-cyclohexanehexol, inositols, cyclohexane-1,2,3,4,5,6-hexol

In biochemistry, medicine, and related sciences, inositol generally refers to '''myo-inositol (formerly meso-inositol'), the most important stereoisomer of the chemical compound cyclohexane-1,2,3,4,5,6-hexol. Its formula is ; the molecule has a ring of six carbon atoms, each with a hydrogen atom and a hydroxy group (–OH). In myo''-inositol, two of the hydroxyls, neither adjacent nor opposite, lie above the respective hydrogens relative to the mean plane of the ring.

OverviewAI-generated

Inositol is a chemical compound with the formula C₆H₁₂O₆. Its IUPAC name is cyclohexane-1,2,3,4,5,6-hexol. The substance has a mass of 180.063 and a density of 1.752. It melts at 226.

The compound features a charge of 0. It possesses six hydrogen bond donors and six hydrogen bond acceptors. The topological polar surface area is 121, and the xlogp value is -3.7. Inositol is referenced by 588 other encyclopedia articles.

Synthesized by Vinony from 20 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.

Chemical data

Formula
C6H12O6
Molecular weight
180.16 g/mol
IUPAC name
cyclohexane-1,2,3,4,5,6-hexol
SMILES
C1(C(C(C(C(C1O)O)O)O)O)O
InChIKey
CDAISMWEOUEBRE-UHFFFAOYSA-N
XLogP
-3.7
Polar surface area
121 Ų
H-bond donors
6
H-bond acceptors
6
Formal charge
0

via PubChem

~14 min read

Encyclopedic overview

17 sections
Contents
  • History
  • Chemical properties
  • Physiological roles
  • Biosynthesis
  • Phytic acid in plants
  • Biological function
  • Industrial uses
  • Explosives industry
  • Road salt
  • Research and clinical applications
  • Trichotillomania
  • Other illnesses
  • Use as a cutting agent
  • Nutritional sources
  • Production
  • References
  • External links

In biochemistry, medicine, and related sciences, inositol generally refers to '''myo-inositol (formerly meso-inositol'), the most important stereoisomer of the chemical compound cyclohexane-1,2,3,4,5,6-hexol. Its formula is ; the molecule has a ring of six carbon atoms, each with a hydrogen atom and a hydroxy group (–OH). In myo-inositol, two of the hydroxyls, neither adjacent nor opposite, lie above the respective hydrogens relative to the mean plane of the ring.

The compound is a carbohydrate, specifically a sugar alcohol (as distinct from simple sugars like glucose) with half the sweetness of sucrose (table sugar). It is one of the most ancient components of living beings with multiple functions in eukaryotes, including structural lipids and secondary messengers. A human kidney makes about two grams per day from glucose, but other tissues synthesize it too. The highest concentration is in the brain, where it plays an important role in making other neurotransmitters and some steroid hormones bind to their receptors. In other tissues, it mediates cell signal transduction in response to a variety of hormones, neurotransmitters, and growth factors and participates in osmoregulation. In most mammalian cells the concentrations of myo-inositol are 5 to 500 times greater inside cells than outside them.

Excerpted from Wikipedia’s “inositol” article, available under the CC BY-SA 4.0 licence.

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