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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

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About This Item

Empirical Formula (Hill Notation):
C6H12O6
CAS Number:
Molecular Weight:
180.16
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352207
EC Number:
201-781-2
MDL number:
Beilstein/REAXYS Number:
1907329
Assay:
≥99%
Quality level:
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Product Name

myo-Inositol, ≥99%

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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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

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Hiroki Okada et al.
STAR protocols, 2(3), 100733-100733 (2021-08-31)
Microscopy-based analysis of protein accumulation at a given subcellular location in real time provides invaluable insights into the function of a protein in a specific process. Here, we describe a detailed protocol for determining protein accumulation kinetics at the division
Satu Hänninen et al.
Bio-protocol, 7(9), e2268-e2268 (2017-05-05)
Glycerophospholipids consist of a glycerophosphate backbone to which are esterified two acyl chains and a polar head group. The head group (e.g., choline, ethanolamine, serine or inositol) defines the glycerophospholipid class, while the acyl chains together with the head group
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
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.
For Yue Tso et al.
PloS one, 16(3), e0247640-e0247640 (2021-03-05)
Neutralizing-antibody (nAb) is the major focus of most ongoing COVID-19 vaccine trials. However, nAb response against SARS-CoV-2, when present, decays rapidly. Given the myriad roles of antibodies in immune responses, it is possible that antibodies could also mediate protection against

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Global Trade Item Number

SKUGTIN
I5125-500G04061835557363
I5125-50G04061835557370
I5125-1KG04061835557356
I5125-100G04061835557332
I5125-10MG04061835557349

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