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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:
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
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.
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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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Articles
Discover Bioactive Small Molecules for Lipid Signaling Research
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
Carmen G Palii et al.
Cell stem cell, 24(5), 812-820 (2019-03-19)
Hematopoiesis provides an accessible system for studying the principles underlying cell-fate decisions in stem cells. Proposed models of hematopoiesis suggest that quantitative changes in lineage-specific transcription factors (LS-TFs) underlie cell-fate decisions. However, evidence for such models is lacking as TF
Global Trade Item Number
| SKU | GTIN |
|---|---|
| I5125-100G | 04061835557332 |
| I5125-10MG | 04061835557349 |
| I5125-1KG | 04061835557356 |
| I5125-500G | 04061835557363 |
| I5125-50G | 04061835557370 |