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Key Documents

I5125

Sigma-Aldrich

myo-Inositol

≥99% (GC), powder, precursor of membrane phospho-inositides and phospholipid

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C6H12O6
Numero CAS:
Peso molecolare:
180.16
Beilstein:
1907329
Numero CE:
Numero MDL:
Codice UNSPSC:
12352207
ID PubChem:
NACRES:
NA.77

product name

myo-Inositol, ≥99%

Densità del vapore

6.2 (vs air)

Livello qualitativo

Saggio

≥99%

Punto di fusione

222-227 °C (lit.)

Solubilità

H2O: 50 mg/mL

Stringa SMILE

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-
CDAISMWEOUEBRE-GPIVLXJGSA-N

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Descrizione generale

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.

Applicazioni

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

Azioni biochim/fisiol

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


Certificati d'analisi (COA)

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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
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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

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