[(1S,2R,4S,5S)-2,3,4-Trihydroxy-5,6-diphosphonooxycyclohexyl] dihydrogen phosphate

Base Information

• Chemical Name: [(1S,2R,4S,5S)-2,3,4-Trihydroxy-5,6-diphosphonooxycyclohexyl] dihydrogen phosphate
• CAS No.: 1311140-98-3
• Molecular Formula: C₆H₁₅O₁₅P₃
• Molecular Weight: 420.097
• DSSTox Substance ID: DTXSID50432716
• Nikkaji Number: J763.862K
• Mol file: 1311140-98-3.mol

Synonyms:calcium inositol 1,2,3-trisphosphate;inositol 1,2,3-triphosphate;inositol 1,2,3-trisphosphate;Ins(1,2,3)P3;myo-inositol 1,2,3-trisphosphate

Chemical Property of [(1S,2R,4S,5S)-2,3,4-Trihydroxy-5,6-diphosphonooxycyclohexyl] dihydrogen phosphate

Chemical Property:

• PSA: 290.40000
• LogP: -3.48360
• XLogP3: -7
• Hydrogen Bond Donor Count: 9
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 6
• Exact Mass: 419.96238076
• Heavy Atom Count: 24
• Complexity: 536

Purity/Quality:

99.90% ^*data from raw suppliers

myo-Inositol1,2,3-Trisphosphate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(C(C(C(C(C1O)OP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O)O)O
• Isomeric SMILES: [C@H]1([C@@H](C([C@H]([C@@H](C1O)O)OP(=O)(O)O)OP(=O)(O)O)OP(=O)(O)O)O
• Uses: Ins(1,2,3)P3 is an important chelator of iron cations not strongly bound to proteins, which avoids iron redox cycling and the associated production of free radicals.

Technology Process of [(1S,2R,4S,5S)-2,3,4-Trihydroxy-5,6-diphosphonooxycyclohexyl] dihydrogen phosphate

There total 77 articles about [(1S,2R,4S,5S)-2,3,4-Trihydroxy-5,6-diphosphonooxycyclohexyl] dihydrogen phosphate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

4,5,6-tri-O-benzyl-myo-inositol 1,2,3-tris(dibenzyl phosphate) (890318-11-3) → Inositol 1,2,3-triphosphate (41613-02-9,1311140-98-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; water; at 20 ℃; for 12h;

DOI:10.1016/j.carres.2006.02.029

Reference yield: 99.0%

D-myo-inositol 1,2,3,4-tetrakisphosphate (114418-90-5) → Inositol 1,2,3-triphosphate (41613-02-9,1311140-98-3)

Guidance literature:

With InsP₄-phosphohydrolase; In water; at 22 ℃; pH=5.1;

DOI:10.1016/S0957-4166(00)00063-X

Reference yield: 80.0%

D-myo-inositol 1,4,5,6-tetrakisphosphate (28841-60-3,41613-03-0,72002-57-4,91796-88-2,112791-61-4,113666-11-8,114418-90-5,114418-93-8,118354-64-6,118354-66-8,121010-58-0,130273-97-1,109837-24-3) → myo-Inositol 1,5,6-trisphosphate (114488-20-9,1311140-98-3)

Guidance literature:

With InsP₄ phosphohydrolase; InsP₅; In various solvent(s); Ambient temperature;

DOI:10.1021/jm981113k

upstream raw materials:

D-myo-inositol 1,2,3,4-tetrakisphosphate

4,5,6-tri-O-benzyl-myo-inositol 1,2,3-tris(dibenzyl phosphate)

4,6-di-O-benzyl-2-O-tert-butyldimethylsilyl-1,3-O-methylene-myo-inositol

4,5,6-tri-O-benzyl-DL-myo-inositol