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I5125

Sigma-Aldrich

myo-Inositol

≥99%

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Synonym(s):
1,2,3,4,5,6-Hexahydroxycyclohexane, i-Inositol, meso-Inositol
Empirical Formula (Hill Notation):
C6H12O6
CAS Number:
Molecular Weight:
180.16
Beilstein/REAXYS Number:
1907329
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

vapor density

6.2 (vs air)

Quality Level

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

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1 of 4

This Item
57570I7508Y0000485
myo-Inositol ≥99%

I5125

myo-Inositol

-
myo-Inositol suitable for microbiology, ≥99.0%

57570

myo-Inositol

-
myo-Inositol ≥99% (GC), BioReagent

I7508

myo-Inositol

Essential+ Grade
myo-Inositol European Pharmacopoeia (EP) Reference Standard

Y0000485

myo-Inositol

-
Quality Level

300

Quality Level

200

Quality Level

300

Quality Level

-

solubility

H2O: 50 mg/mL

solubility

H2O: 0.1 g/mL, clear

solubility

H2O: 50 mg/mL, clear, colorless

solubility

-

vapor density

6.2 (vs air)

vapor density

6.2 (vs air)

vapor density

6.2 (vs air)

vapor density

6.2 (vs air)

mp

222-227 °C (lit.)

mp

222-227 °C (lit.)

mp

222-227 °C (lit.)

mp

222-227 °C (lit.)

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Cerebrospinal fluid (CSF) or CSF and plasma levels of sorbitol, 1,5-anhydroglucitol and myoinositol of diabetic and non-diabetic patients with normal kidney function and of diabetic and non-diabetic patients with impaired kidney function were measured by gas-liquid chromatography. The CSF sorbitol

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