153996-48-6

Basic information

• Product Name: 1-(-)-CARBOXYMENTHYL-2,3:4,5-DI-O-CYCLOHEXYLIDENE-D-MYO-INOSITOL
• Synonyms: 1-(-)-CARBOXYMENTHYL-2,3:4,5-DI-O-CYCLOHEXYLIDENE-D-MYO-INOSITOL
• CAS NO: 153996-48-6
• Molecular Formula: C₂₉H₄₆O₈
• Molecular Weight: 522.674
• Mol File: 153996-48-6.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(-)-CARBOXYMENTHYL-2,3:4,5-DI-O-CYCLOHEXYLIDENE-D-MYO-INOSITOL(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(-)-CARBOXYMENTHYL-2,3:4,5-DI-O-CYCLOHEXYLIDENE-D-MYO-INOSITOL(153996-48-6)
• EPA Substance Registry System: 1-(-)-CARBOXYMENTHYL-2,3:4,5-DI-O-CYCLOHEXYLIDENE-D-MYO-INOSITOL(153996-48-6)

Safety Data

• Hazardous Substances Data: 153996-48-6(Hazardous Substances Data)

Usage

Description

1-(-)-CARBOXYMENTHYL-2,3:4,5-DI-O-CYCLOHEXYLIDENE-D-MYO-INOSITOL, also known as D-chiro-inositol, is a chemical compound belonging to the cyclohexylidene inositol family. It serves as an essential secondary messenger in insulin signaling and glucose metabolism, with potential therapeutic applications in various health conditions.

Uses

Used in Pharmaceutical Industry:
1-(-)-CARBOXYMENTHYL-2,3:4,5-DI-O-CYCLOHEXYLIDENE-D-MYO-INOSITOL is used as a therapeutic agent for improving insulin sensitivity and regulating ovarian function. Its application is particularly relevant in the treatment of polycystic ovary syndrome and diabetes, as it helps enhance insulin sensitivity and balance glucose metabolism.
Used in Antioxidant Applications:
Due to its antioxidant properties, 1-(-)-CARBOXYMENTHYL-2,3:4,5-DI-O-CYCLOHEXYLIDENE-D-MYO-INOSITOL is used in the treatment of diseases related to oxidative stress. Its ability to combat oxidative damage makes it a promising candidate for further research and potential therapeutic applications in this area.
Used in Research and Development:
1-(-)-CARBOXYMENTHYL-2,3:4,5-DI-O-CYCLOHEXYLIDENE-D-MYO-INOSITOL's unique chemical structure and biological activities make it an interesting compound for ongoing research. It is used as a subject of study to explore its potential in various therapeutic areas, including endocrinology, metabolism, and oxidative stress-related conditions.

Upstream product

• 41545-19-1 (+)-1,2:5,6-di-O-cyclohexylidene-myo-inositol 
• 14602-86-9 (1R,2S,5R)-menthyl chloroformate 
• 1122-84-5 1-ethoxycyclohexene 
• 139640-08-7 1-O-(-)-menthoxycarbonyl-myo-inositol 
• 87-89-8 D-myo-inositol 
• 108-94-1 cyclohexanone 

Downstream Products

• 139640-08-7 1-O-(-)-menthoxycarbonyl-myo-inositol 
• 164070-40-0 C₄₁H₆₁N₃O₁₅ 
• 380366-30-3 6-O-allyl-2,3:4,5-di-O-cyclohexylidene-1-O-(1R)-menthyloxycarbonyl-D-myo-inositol 
• 129261-63-8 (+)-1D-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-myo-inositol 
• 154459-82-2 1-D-6-O-allyl-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-myo-inositol 
• 211869-78-2 6-O-allyl-1-O-(p-methoxybenzyl)-2,3:4,5-di-O-cyclohexylidene-myo-inositol 
• 382141-07-3 6-O-allyl-1-O-(4-methoxybenzyl)-D-myo-inositol 
• 380366-31-4 (3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-D-myo-inositol 
• 380366-32-5 (2-azido-3-O-benzyl-4,6-di-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-D-myo-inositol 
• 220734-77-0 (2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-D-myo-inositol 
• 153996-50-0 1D-1-O-2,3,4,5,6-(pentakis)methoxymethylene-myo-inositol 
• 153996-49-7 Carbonic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester (1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentakis-methoxymethoxy-cyclohexyl ester 

Relevant articles and documents

Attempted synthesis of type-A inositolphosphoglycan mediators - Synthesis of a pseudohexasaccharide precursor

A block synthesis approach to the inositol-containing pseudohexasaccharide 1 is presented. The myo-inositol building block 6 has been prepared using a key regioselective acylation through a boron-tin exchange reaction and the 2-azido-2-deoxy glycosyl donors 15 and 17 have been synthesized from D-glucosamine using a diazo transfer reaction. The anomeric position of the mono- and disaccharide building blocks has been temporarily protected as phenyl thioglycoside and this function was then converted into the different leaving groups to perform the glycosylation reactions. Both trichloroacetimidates and fluorides have been used as glycosyl donors for the construction of the different glycosidic linkages. The protected pseudohexasaccharides 44, 48-50, which are precursors of pseudohexasaccharide 1, have been efficiently prepared and fully characterized. Pseudohexasaccharide 1 contains the fundamental structural features which have been proposed for type A inositolphosphoglycans, which may be involved in the insulin-signaling process.