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
Beilstein/REAXYS Number:
1907329
EC Number:
MDL number:
UNSPSC Code:
12352207
PubChem Substance ID:
NACRES:
NA.77
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product name
myo-Inositol, ≥99%
vapor density
6.2 (vs air)
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
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Certificates of Analysis (COA)
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