129952-31-4

Basic information

• Product Name: myo-Inositol, 1,3-O-methylene-2,4,6-tris-O-(phenylmethyl)-
• Synonyms: myo-Inositol, 1,3-O-methylene-2,4,6-tris-O-(phenylmethyl)-
• CAS NO: 129952-31-4
• Molecular Formula: C₂₈H₃₀O₆
• Molecular Weight: 462.53
• Mol File: 129952-31-4.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: myo-Inositol, 1,3-O-methylene-2,4,6-tris-O-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: myo-Inositol, 1,3-O-methylene-2,4,6-tris-O-(phenylmethyl)-(129952-31-4)
• EPA Substance Registry System: myo-Inositol, 1,3-O-methylene-2,4,6-tris-O-(phenylmethyl)-(129952-31-4)

Safety Data

• Hazardous Substances Data: 129952-31-4(Hazardous Substances Data)

Upstream product

• 114847-11-9 6,8,9-Tris-benzyloxy-2,4,10-trioxa-tricyclo[3.3.1.1^3,7]decane 
• 114847-11-9 meso-2,4,6-tri-O-benzyl-D-myo-inositol-1,3,5-O-orthoformate 
• 98510-20-4 myo-Inositol orthoformate 
• 100-39-0 benzyl bromide 
• 1241831-25-3 myo-5-inosose 
• 127-19-5 N,N-dimethyl acetamide 
• 1241831-15-1 C₂₉H₂₉F₃O₈S 

Downstream Products

• 26277-05-4 1,2,4,5,6-penta-O-benzyl-sn-myo-inositol 
• 131147-14-3 1,2,4,6-tetra-O-benzyl-DL-myo-inositol 
• 141040-63-3 2,4,5,6-tetra-O-benzyl-DL-myo-inositol 
• 140887-09-8 (1R,2R,3S,4R,5R,6R)-2,3,4,6-Tetrakis-benzyloxy-5-(4-methoxy-benzyloxy)-cyclohexanol 
• 180794-83-6 (-)-2,4,5,6-tetra-O-benzyl-1-O-(p-methoxybenzyl)-myo-inositol 3-(dibenzyl phosphate) 
• 141040-56-4 (+)-2,4,5,6-tetra-O-benzyl-1-O-(p-methoxybenzyl)-myo-inositol 
• 187979-52-8 1D-2,4,5,6-tetra-O-benzyl-3-O-(4'-methoxybenzyl)-myo-inositol 
• 180794-84-7 (-)-2,4,5,6-tetra-O-benzyl-myo-inositol 3-(dibenzyl phosphate) 
• 226889-55-0 1D-2,4,5,6-tetra-O-benzyl-3-O-<(1'S)-camphanoyl>-1-O-(4'-methoxybenzyl)-myo-inositol 
• 226889-57-2 1D-2,4,5,6-tetra-O-benzyl-1-O-<(1'S)-camphanoyl>-3-O-(4'-methoxybenzyl)-myo-inositol 
• 1241831-15-1 C₂₉H₂₉F₃O₈S 
• 1241831-25-3 myo-5-inosose 
• 1374660-06-6 meso-2,4,6-tri-O-benzyl-1,3-O-methylidene-D-myo-inositol-5-(didecyl phosphate) 
• 1374792-73-0 meso-2,4,6-tri-O-benzyl-D-myo-inositol-5-(didecyl phosphate) 

Relevant articles and documents

A dansyl-derivatized phytic acid analogue as a fluorescent substrate for phytases: experimental and computational approach

A new myo-inositol pentakisphosphate was synthesized, which featured a dansyl group at position C-5. The fluorescent tag was removed from the inositol by a 6-atom spacer to prevent detrimental steric interactions in the catalytic site of phytases. The PEG linker was used in order to enhance hydrophilicity and biocompatibility of the new artificial substrate. Computational studies showed a favorable positioning in the catalytic site of phytases. Enzymatic assays demonstrated that the tethered myo-inositol was processed by two recombinant phytases Phy-A and Phy-C, classified respectively as acid and alkaline phytases, with similar rates of phosphate release compared to their natural substrate.

Synthesis and screening of novel inositol phosphonate derivatives for anticancer functions in vitro

Phosphonates have been frequently used as suitable isosteric and isoelectronic replacements for biologically important phosphates in the development of drugs or drug candidates because of their stability toward the action of phosphatases and other enzymes. In this paper, 12 mono-phosphonate inositol compounds were prepared with phosphonate instead of phosphate by two kinds of strategies, nucleophilic substitution and Arbuzov rearrangement, respectively. All compounds were evaluated in vitro for their activity against non-small cell lung cancer (NSCLC) cell line A549. Two compounds (3ac and 3bb) exhibited good antitumor activity at 10 μg/mL.

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.