I5125

myo-Inositol

≥99% (GC), powder, precursor of membrane phospho-inositides and phospholipid

• Synonym(s): 1,2,3,4,5,6-Hexahydroxycyclohexane, i-Inositol, meso-Inositol
• Empirical Formula (Hill Notation): C₆H₁₂O₆
• CAS Number: 87-89-8
• Molecular Weight: 180.16
• Beilstein: 1907329
• EC Number: 201-781-2
• MDL number: MFCD00077932
• UNSPSC Code: 12352207
• PubChem Substance ID: 57654297
• NACRES: NA.77

Properties

• product name: myo-Inositol, ≥99%
• vapor density: 6.2 (vs air)
• Quality Level: 300
• Assay: ≥99%
• mp: 222-227 °C (lit.)
• solubility: H₂O: 50 mg/mL
• SMILES string: O[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](O)[C@@H]1O
• InChI: 1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H/t1-,2-,3-,4+,5-,6-
• InChI key: CDAISMWEOUEBRE-GPIVLXJGSA-N

Description

General description

myo-Inositol (MI) is a sugar-like molecule, found primarily in the glial cells of human brain. It is a stereoisomer of a C6 sugar alcohol, which is part of the inositol family. It serves as the precursor of inositol triphosphate, and as an intracellular second messenger. Myo-inositol regulates several hormones like thyroid-stimulating hormone, follicle-stimulating hormone (FSH), and insulin. Myo-inositol and d-chiro-inositol, which is another stereoisomeric form of inositol, contribute to balancing various metabolic deregulations associated with insulin resistance (IR) in different ways.

Application

myo-Inositol has been used:

• as a standard for monosaccharide analysis by gas-liquid chromatography (GC)
• as a component of R-free seahorse media for cultivation of peritoneal macrophages (PMΦs) to study cellular glycolytic metabolism
• as a SOFaaci media supplement for extending in vitro embryo growth
• as a component of α minimum essential medium (αMEM) complete media to culture natural killer (NK) cell line

Biochem/physiol Actions

myo-Inositol (MI) serves as an osmolyte and is an important precursor of membrane phospho-inositides and phospholipids. It aids in the formation of the cell membrane and myelin sheet structures. Increased concentration of myo-Inositol (MI) is observed in various brain disorders such as Alzheimer′s disease, gliomatosis cerebri, and brain tumors.

A component of membrane phospholipids, glycosyl­phosphatidyl­inositol anchors that bind glycoproteins to cell membranes, and inositol phosphate second messengers.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves