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I7508

Sigma-Aldrich

myo-Inositol

≥99% (GC), BioReagent

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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.21

vapor density

6.2 (vs air)

Quality Level

product line

BioReagent

assay

≥99% (GC)

form

powder

technique(s)

cell culture | insect: suitable
cell culture | mammalian: suitable
cell culture | plant: suitable

color

white

mp

222-227 °C (lit.)

solubility

H2O: 50 mg/mL, clear, colorless

application(s)

agriculture
life science and biopharma
metabolomics
sample preparation
sample preparation
vitamins, nutraceuticals, and natural products

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
57570I5125Y0000485
myo-Inositol ≥99% (GC), BioReagent

I7508

myo-Inositol

Essential+ Grade
myo-Inositol suitable for microbiology, ≥99.0%

57570

myo-Inositol

-
myo-Inositol ≥99%

I5125

myo-Inositol

-
myo-Inositol European Pharmacopoeia (EP) Reference Standard

Y0000485

myo-Inositol

-
assay

≥99% (GC)

assay

≥99.0% (HPLC)

assay

≥99%

assay

-

Quality Level

300

Quality Level

200

Quality Level

300

Quality Level

-

solubility

H2O: 50 mg/mL, clear, colorless

solubility

H2O: 0.1 g/mL, clear

solubility

H2O: 50 mg/mL

solubility

-

form

powder

form

powder

form

-

form

-

mp

222-227 °C (lit.)

mp

222-227 °C (lit.)

mp

222-227 °C (lit.)

mp

222-227 °C (lit.)

General description

Myo-Inositol, also known as i-Inositol, is a sugar alcohol and functions as a growth factor for both animals and microorganisms. Classified as a pseudovitamin, it doesn′t meet the essential vitamin criteria, as its deficiency doesn′t lead to disease conditions despite its vital role in the body. This polyol is abundantly present and serves as a structural element in eukaryotic cell secondary messengers, playing crucial roles in biological processes like insulin signal transduction and cytoskeleton transduction.

Myo-Inositol, a key component in structural lipids like phosphatidylinositol (PI) and its various phosphates, including phosphatidylinositol phosphate (PIP) lipids. It plays the role of an osmolyte, cell culture media supplement, nutrient, phosphoinositide phospholipase C inhibitor, and metabolite. It participates in cell signaling, potentially stimulating tumor cell differentiation, and is found in cell membrane phospholipids, plasma lipoproteins, and the nucleus, showcasing potential chemopreventive properties. Myo-Inositol is a versatile compound that finds application in cell culture, metabolomics and biochemical research, contributing to the exploration of cellular processes and their impact on health and disease.
myo-Inositol (MI) is a sugar-like molecule present primarily in the glial cells of the human brain. 

Application

myo-Inositol has been used:
  • in the liquid basal medium as a control for the inositol starvation of cultures
  • as a supplement in synthetic oviduct fluid medium for embryo culture
  • as a component of Fuji vitamin solution to prepare nutritive medium for the growth of sugarcane plantlets

Biochem/physiol Actions

myo-Inositol (MI) serves as an osmolyte, and it aids the formation of the cell membrane and myelin sheet structures. It functions as a crucial precursor of membrane phospho-inositides and phospholipids. Elevated concentration of myo-Inositol (MI) is observed in several brain disorders such as Alzheimer′s disease, gliomatosis cerebri, and diabetes mellitus. Myo-Inositol is a constituent of membrane phospholipids, glycosylphosphatidylinositol anchors that can bind glycoproteins to cell membranes, and inositol phosphate second messengers.
A component of membrane phospholipids, glycosyl­phosphatidyl­inositol anchors that bind glycoproteins to cell membranes, and inositol phosphate second messengers.

Features and Benefits

  • Ideal for Cell Biology, Metabolomics and Biochemical research
  • Versatile and adaptable for wide variety of laboratory and research applications

Other Notes

For additional information on our range of Biochemicals, please complete this form.
To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

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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Pascal M Groenen et al.
American journal of obstetrics and gynecology, 189(6), 1713-1719 (2004-01-08)
The purpose of this study was to investigate the maternal and children's myo-inositol, glucose, and zinc status in association with spina bifida risk. Sixty-three mothers and 70 children with spina bifida and 102 control mothers and 85 control children were
M Utriainen et al.
Journal of neuro-oncology, 62(3), 329-338 (2003-06-05)
The signal of choline containing compounds (Cho) in proton magnetic resonance spectroscopy (1H-MRS) is elevated in brain tumors. [11C]choline uptake as assessed using positron emission tomography (PET) has also been suggested to be higher in brain tumors than in the
M Hallman et al.
Early human development, 10(3-4), 245-254 (1985-01-01)
According to animal studies myoinositol decreases surfactant phosphatidylglycerol and increases phosphatidylinositol. In the present study lung effluent phospholipids and serum myoinositol were analyzed in respiratory distress syndrome (RDS, 19 cases), in other lung disease (6 cases) and in 22 newborn
Nathan Czyzewicz et al.
Journal of experimental botany, 66(17), 5367-5374 (2015-07-03)
In the Arabidopsis thaliana genome, over 1000 putative genes encoding small, presumably secreted, signalling peptides can be recognized. However, a major obstacle in identifying the function of genes encoding small signalling peptides is the limited number of available loss-of-function mutants.
Nathan Czyzewicz et al.
Journal of experimental botany, 66(17), 5229-5243 (2015-07-19)
Plant roots are important for a wide range of processes, including nutrient and water uptake, anchoring and mechanical support, storage functions, and as the major interface with the soil environment. Several small signalling peptides and receptor kinases have been shown

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