74134
epi-Inositol
≥98.0% (HPLC)
Synonym(s):
epi-Cyclohexanehexol
InChI key
CDAISMWEOUEBRE-NIPYSYMMSA-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
assay
≥98.0% (HPLC)
form
crystals
storage temp.
2-8°C
Biochem/physiol Actions
epi-Inositol has regulatory effects on expression of the most highly regulated gene in the inositol biosynthetic pathway.
Other Notes
To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Xiao-Long Liu et al.
Pesticide biochemistry and physiology, 164, 7-13 (2020-04-15)
Insect gustatory system plays important roles in multiple behaviors including feeding, mating, and oviposition. Gustatory receptors (GRs), located on the dendritic membrane of gustatory sensory neurons (GSNs), are crucial in peripheral coding of non-volatile compounds. However, GRs and their detailed
A Shaldubina et al.
Molecular psychiatry, 7(2), 174-180 (2002-02-13)
Myo-inositol exerts behavioral effects in animal models of psychiatric disorders and is effective in clinical trials in psychiatric patients. Interestingly, epi-inositol exerts behavioral effects similar to myo-inositol, even though epi-inositol is not a substrate for synthesis of phosphatidylinositol. We postulated
J McLaurin et al.
The Journal of biological chemistry, 275(24), 18495-18502 (2000-04-15)
Inositol has 8 stereoisomers, four of which are physiologically active. myo-Inositol is the most abundant isomer in the brain and more recently shown that epi- and scyllo-inositol are also present. myo-Inositol complexes with Abeta42 in vitro to form a small
JoAnne McLaurin et al.
Nature medicine, 12(7), 801-808 (2006-06-13)
When given orally to a transgenic mouse model of Alzheimer disease, cyclohexanehexol stereoisomers inhibit aggregation of amyloid beta peptide (Abeta) into high-molecular-weight oligomers in the brain and ameliorate several Alzheimer disease-like phenotypes in these mice, including impaired cognition, altered synaptic
Kieran P Stockton et al.
The Journal of organic chemistry, 79(11), 5088-5096 (2014-04-23)
A synthesis of carbocyclic sugars from carbohydrate-derived dialdehydes using organocatalysis has been developed. Sorbitol, mannitol, and galactitol were converted via 1,6-tritylation, perbenzylation or permethylation, detritylation, and Swern oxidation into 2,3,4,5-tetra-O-alkyl-dialdoses that were cyclized via the benzoin reaction promoted by a
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