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57569

Sigma-Aldrich

myo-Inositol

BioUltra, ≥99.5% (HPLC)

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
Beilstein/REAXYS Number:
1907329
EC Number:
201-781-2
MDL number:
MFCD00077932
UNSPSC Code:
12352201
PubChem Substance ID:
57651629

vapor density

6.2 (vs air)

product line

BioUltra

assay

≥99.5% (HPLC)

impurities

insoluble matter, passes filter test

ign. residue

≤0.2%

loss

≤0.5% loss on drying, 20 °C (HV)

pH

5.0-7.0 (25 °C, 0.5 M in H2O)

mp

222-227 °C (lit.)
224-227 °C

solubility

H2O: 0.5 M at 20 °C, clear, colorless

anion traces

chloride (Cl-): ≤50 mg/kg
sulfate (SO42-): ≤50 mg/kg

cation traces

Al: ≤5 mg/kg
As: ≤0.1 mg/kg
Ba: ≤5 mg/kg
Bi: ≤5 mg/kg
Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Li: ≤5 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Mo: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Sr: ≤5 mg/kg
Zn: ≤5 mg/kg

λ

0.5 M in H2O

UV absorption

λ: 260 nm Amax: 0.1
λ: 280 nm Amax: 0.1

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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Application

Myo-Inositol, an organic osmolyte, is used to improve ovarian function in women with polycystic ovary syndrome (PCOS). Myo-Inositol may be used to study the H+-myo-inositol transporter SLC2A13, a Potential Marker for Cancer Stem Cells in an Oral Squamous Cell Carcinoma.

Biochem/physiol Actions

A component of membrane phospholipids, glycosyl­phosphatidyl­inositol anchors that bind glycoproteins to cell membranes, and inositol phosphate second messengers.

Other Notes

Metabolism and function of myo-inositol and inositol phospholipids[1]; Review [2][3]; Component of the liquid stationary phase in the GLC separation of nitroxylene and xylenol isomers[4]

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCBJ8455V
BCBJ3967V
BCBF5011V
BCBG0137V
BCBB2488

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ss
Inositol & Phosphoinositides: Metab.& Reg., eds.J.E. Bleasdale et al. (1985)
B J Holub
Annual review of nutrition, 6, 563-597 (1986-01-01)
Alterations in the level of dietary inositol can significantly influence the concentration of free inositol and inositol-containing phospholipid in the circulation and in selected mammalian tissues and cells. The 1-stearoyl 2-arachidonyl molecular species that commonly predominates in cellular phosphoinositides may
Inositol & Phosphoinositides: Metab.& Reg., eds.J.E. Bleasdale et al. (1985)
Separation behaviour of some isomeric organic compounds on sugars, sugar alcohols and their mixed phases by gas-liquid chromatography.
Ono, A.
Journal of Chromatography A, 197, 251-251 (1980)
M Utriainen et al.
Journal of neuro-oncology, 62(3), 329-338 (2003-06-05)
The signal of choline containing compounds (Cho) in proton magnetic resonance spectroscopy (1H-MRS) is elevated in brain tumors. [11C]choline uptake as assessed using positron emission tomography (PET) has also been suggested to be higher in brain tumors than in the
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