488-54-0

Basic information

• Product Name: neo-Inositol
• Synonyms: neo-Inositol
• CAS NO: 488-54-0
• Molecular Formula: C₆H₁₂O₆
• Molecular Weight: 180.16
• Mol File: 488-54-0.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 291.3°Cat760mmHg
• Flash Point: 143.4°C
• Appearance: /
• Density: 2.038g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.784
• CAS DataBase Reference: neo-Inositol(CAS DataBase Reference)
• NIST Chemistry Reference: neo-Inositol(488-54-0)
• EPA Substance Registry System: neo-Inositol(488-54-0)

Safety Data

• Hazardous Substances Data: 488-54-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C6H12O6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-12H/t1-,2-,3-,4-,5-,6-

Upstream product

• 6090-97-7 (1R,2S,3R,4S,5S,6S)-6-methoxycyclohexane-1,2,3,4,5-pentol 
• 6090-95-5 (+/-)-1,2-anhydro-allo-inositol 
• 18391-54-3 1D-O³,O⁴;O⁵,O⁶-diisopropyliden-1,2-anhydro-allo-inositol 
• 130669-73-7 (1S,2R,3R,4S,5R,6S)-2,3-dihydroxy-4,5-di-O-isopropylidene-7-oxabicyclo<4.1.0>heptane 
• 7664-93-9 sulfuric acid 
• 64-17-5 ethanol 
• 608-80-0 benzenehexol 
• 20097-40-9 hexa-O-acetyl-neo-inositol 
• 65556-81-2 1L-1,2:5,6-di-O-isopropylidene-chiro-inositol 
• 1241831-28-6 C₂₇H₃₀O₆ 
• 127666-06-2 (3aS,7aS)-4-chloro-2,2-dimethyl-3a,7a-dihydro-1,3-benzodioxole 
• 86992-79-2 (1S,2S)-3-Chloro-cyclohexa-3,5-diene-1,2-diol 
• 149820-68-8 1,2-O-isopropylidene-D-chiro-inositol 
• 34361-60-9 1,2:4,5-dicyclohexylidene-myo-inositol 

Downstream Products

• 83-86-3 neo-inositol 1,2,3,4,5,6-hexakisphosphate 
• 2582-79-8 [(1R,2R,3S,4S,5S,6S)-cyclohexane-1,2,3,4,5,6-hexaylhexakis(oxy)]hexakis(trimethylsilane) 
• 4099-90-5 myo-inositol hexabenzoate 
• 849670-29-7 hexa-O-benzoyl-myo-inositol 
• 98136-19-7 2r,3t,5t,6c-tetrahydroxy-cyclohexane-1,4-dione 
• 551-72-4 inositol 
• 488-66-4 (2R)-2r,3c,4t,5c,6t-pentahydroxy-cyclohexanone 
• 20097-40-9 hexa-O-acetyl-neo-inositol 

Relevant articles and documents

A short, stereoselective synthesis of neo-inositol

A practical synthesis of neo-inositol is described in which the target is prepared on a multigram scale in six operations from bromobenzene. Copyright (C) 2000 Elsevier Science Ltd.

A short and efficient route from myo - To neo -inositol

An efficient route from myo- to neo-inositol is described. The key steps of the sequence are oxidation of the hydroxy group at C-5 to the corresponding ketone, followed by a highly (dr = 7.8:1) stereoselective reduction. The route includes nine steps with an overall yield of 51% and is therefore superior to all hitherto reported methods for the preparation of neo-inositol. Georg Thieme Verlag Stuttgart New York.

Stereo- and regiospecificity of yeast phytases-chemical synthesis and enzymatic conversion of the substrate analogues neo- and L-chiro-inositol hexakisphosphate

Phytases are enzymes that catalyze the hydrolysis of phosphate esters in myo-inositol hexakisphosphate (phytic acid). The precise routes of enzymatic dephosphorylation by phytases of the yeast strains Saccharomyces cerevisiae and Pichia rhodanensis have been investigated up to the myo-inositol trisphosphate level, including the absolute configuration of the intermediates. Stereoselective assignment of the myo-inositol pentakisphosphates (D-myo-inositol 1,2,4,5,6-pentakisphosphate and D-myo-inositol 1,2,3,4,5-pentakisphosphate) generated was accomplished by a new method based on enantiospecific enzymatic conversion and HPLC analysis. Via conduritol B or E derivatives the total syntheses of two epimers of myo-inositol hexakisphosphate, neo-inositol hexakisphosphate and L-chiro-inositol hexakisphosphate were performed to examine the specificity of the yeast phytases with these substrate analogues. A comparison of kinetic data and the degradation pathways determined gave the first hints about the molecular recognition of inositol hexakisphosphates by the enzymes. Exploitation of the high stereo- and regiospecificity observed in the dephosphorylation of neo- and L-chiro-inositol hexakisphosphate made it possible to establish enzyme-assisted steps for the synthesis of D-neo-inositol 1,2,5,6-tetrakisphosphate, L-chiro-inositol 1,2,3,5,6-pentakisphosphate and L-chiro-inositol 1,2,3,6-tetrakisphosphate.