File:Inositol.svg · Wikimedia Commons · See Wikimedia Commons
inositol
Sign in to saveAlso 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.
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
Research
53,190 papers- Inositol is an effective and safe treatment in polycystic ovary syndrome: a systematic review and meta-analysis of randomized controlled trials.Reproductive biology and endocrinology : RB&E · 2023
- Inositol as putative integrative treatment for PCOS.Reproductive biomedicine online · 2016
- D-Chiro-inositol and PCOS: between myth and reality. The never-ending story.International journal of food sciences and nutrition · 2022
- Update on the combination of myo-inositol/d-chiro-inositol for the treatment of polycystic ovary syndrome.Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology · 2024
- Myo-Inositol and D-Chiro-Inositol as Modulators of Ovary Steroidogenesis: A Narrative Review.Nutrients · 2023
via PubMed
Wikidata facts
- Mass
- 180.063
Show 5 more facts
- chemical formula
- C₆H₁₂O₆
- Commons category
- Inositol
- canonical SMILES
- C1(C(C(C(C(C1O)O)O)O)O)O
- density
- 1.752
- melting point
- 226
via Wikidata · CC0
~14 min read
Article
17 sectionsContents
- 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.