Skip to Content
Merck
All Photos(1)

Key Documents

Safety Information

74134

Sigma-Aldrich

epi-Inositol

≥98.0% (HPLC)

Synonym(s):

epi-Cyclohexanehexol

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C6H12O6
CAS Number:
Molecular Weight:
180.16
EC Number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25

Assay

≥98.0% (HPLC)

form

crystals

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+

InChI key

CDAISMWEOUEBRE-NIPYSYMMSA-N

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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.

JAN Code

74134-VAR:
74134-50MG:
74134-BULK:
74134-10MG:
74134-250MG:


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Akari Ozaki et al.
Journal of bioscience and bioengineering, 109(4), 337-340 (2010-03-17)
Phospholipase D-mediated synthesis of phosphatidylinositols having various inositol stereoisomers was studied. Seven inositol stereoisomers were tested, all of which were found to be substrates of the enzyme, generating the corresponding phosphatidylinositols. Based on the substrate specificity, models for the recognition
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
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
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

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service