468045
D-(+)-chiro-Inositol
95%
Synonym(s):
1,2,4/3,5,6-Hexahydroxycyclohexane
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About This Item
Empirical Formula (Hill Notation):
C6H12O6
CAS Number:
Molecular Weight:
180.16
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
95%
form
solid
optical activity
[α]23/D +60°, c = 1.2 in H2O
optical purity
ee: 99% (GLC)
mp
230 °C (lit.)
storage temp.
2-8°C
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+/m0/s1
InChI key
CDAISMWEOUEBRE-LKPKBOIGSA-N
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Application
The inositols and their phosphates have been used in the development of metabolically stable insulin mediators, inhibitors, and modulators of important metabolic functions such as glycolysis. Inositols are stable to degradative enzymes in vivo because they lack a hydrolytically labile glycosidic linkage.[1][2][3][4][5][6]
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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Recent advances in the chemistry and biochemistry of inositol phosphates of biological interest.
B V Potter
Natural product reports, 7(1), 1-24 (1990-02-01)
Hudlicky, T. Cebulak, M.
Cyclitols and Their Derivatives. A Handbook of Physical, Spectral, and Synthetic Data (1993)
Hudlicky, T. et al.
Synthesis, 897-897 (1996)
M J Berridge et al.
Nature, 341(6239), 197-205 (1989-09-21)
Inositol 1,4,5-trisphosphate is a second messenger which regulates intracellular calcium both by mobilizing calcium from internal stores and, perhaps indirectly, by stimulating calcium entry. In these actions it may function with its phosphorylated metabolite, inositol 1,3,4,5-tetrakisphosphate. The subtlety of calcium
Mario Malacarne et al.
Food chemistry, 267, 204-209 (2018-06-24)
Different approaches to analysing the botanical origin of tannins have been proposed in the last fifteen years, but are generally time consuming and require the use of advanced instrumentation. This study aims to suggest an effective, easy, rapid and cheap
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