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Sigma-Aldrich

myo-Inositol

≥99%

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Synonym(s):
1,2,3,4,5,6-Hexahydroxycyclohexane, i-Inositol, meso-Inositol
Empirical Formula (Hill Notation):
C6H12O6
CAS Number:
87-89-8
Molecular Weight:
180.16
Beilstein:
1907329
EC Number:
201-781-2
MDL number:
MFCD00077932
PubChem Substance ID:
57654297
NACRES:
NA.77

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.

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 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

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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
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
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
Mark A Gillespie et al.
STAR protocols, 1(3), 100216-100216 (2020-12-31)
Quantitative changes in transcription factor (TF) abundance regulate dynamic cellular processes, including cell fate decisions. Protein copy number provides information about the relative stoichiometry of TFs that can be used to determine how quantitative changes in TF abundance influence gene
Pascal M Groenen et al.
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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