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I7508

Sigma-Aldrich

myo-Inositol

≥99% (GC), BioReagent

Synonym(s):

1,2,3,4,5,6-Hexahydroxycyclohexane, i-Inositol, meso-Inositol

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About This Item

Empirical Formula (Hill Notation):
C6H12O6
CAS Number:
Molecular Weight:
180.16
Beilstein:
1907329
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.21

vapor density

6.2 (vs air)

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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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 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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Robert B Campenot et al.
Nature protocols, 4(12), 1869-1887 (2009-12-17)
The compartmented culture, in which primary neurons plated in a proximal compartment send their axons under silicone grease barriers and into left and right distal compartments, has enhanced the experimental capabilities of neuronal cultures. Treatments can be applied separately to
C Servo et al.
Diabetologia, 11(6), 575-580 (1975-12-01)
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
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
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
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.

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