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Merck

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:
87-89-8
Molecular Weight:
180.16
NACRES:
NA.77
PubChem Substance ID:
57654297
UNSPSC Code:
12352207
EC Number:
201-781-2
MDL number:
MFCD00077932
Beilstein/REAXYS Number:
1907329
Assay:
≥99%
Quality level:
300

Key Documents

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Product Name

myo-Inositol, ≥99%

InChI key

CDAISMWEOUEBRE-GPIVLXJGSA-N

InChI

1S/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H/t1-,2-,3-,4+,5-,6-

SMILES string

O[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](O)[C@@H]1O

vapor density

6.2 (vs air)

assay

≥99%

mp

222-227 °C (lit.)

solubility

H2O: 50 mg/mL

Quality Level

300

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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.

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

I5125-VAR: + I5125-BULK-PC: + I5125-BULK: + I5125-100G: + I5125-50G: + I5125-10MG: + I5125-500G: + 2540094: + I5125-1KG: + I5125-RSAMPLE:

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF6979V
WXBF6448V
WXBF5716V
WXBF5055V
WXBF3864V

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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
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
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