Isopentenyl pyrophosphate

Base Information

• Chemical Name: Isopentenyl pyrophosphate
• CAS No.: 358-71-4
• Molecular Formula: C5H12O7P2
• Molecular Weight: 246.094
• Hs Code.: 2905290000
• UNII: LSC8849M7B
• DSSTox Substance ID: DTXSID80861893
• Nikkaji Number: J38.556E
• Wikipedia: Isopentenyl_pyrophosphate
• Wikidata: Q417403
• Pharos Ligand ID: 83HGQJA6GU1T
• Metabolomics Workbench ID: 27999
• ChEMBL ID: CHEMBL356362
• Mol file: 358-71-4.mol

Synonyms:isopentenyl diphosphate;isopentenyl pyrophosphate;isopentenyl pyrophosphate, 4-(14)C-labeled

Chemical Property of Isopentenyl pyrophosphate

Chemical Property:

• Vapor Pressure: 1.08E-07mmHg at 25°C
• Refractive Index: 1.481
• Boiling Point: 417 °C at 760 mmHg
• PKA: 1.08±0.50(Predicted)
• Flash Point: 206 °C
• PSA: 132.91000
• Density: 1.542 g/cm³
• LogP: 1.17890
• Storage Temp.: −20°C
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 246.00582671
• Heavy Atom Count: 14
• Complexity: 293

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 10-23/24/25-39/23/24/25
• Safety Statements: 7-16-36/37-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)CCOP(=O)(O)OP(=O)(O)O
• Recent ClinicalTrials: Effect of Ile-Pro-Pro (IPP) on Endothelial Function in Patients With Coronary Artery Disease

Technology Process of Isopentenyl pyrophosphate

There total 4 articles about Isopentenyl pyrophosphate 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:

ATP (56-65-5,896506-78-8) + mevalonate 5-pyrophosphate (103025-21-4) → isopentyl pyrophosphate (358-71-4) + adenosine 5'-diphosphate (58-64-0,905904-58-7)

Guidance literature:

With mouse mevalonate pyrophosphate decarboxylase; Enzyme kinetics;

DOI:10.1248/bpb.25.302

Reference yield:

(E)-(4-hydroxy-3-methylbut-2-enyl)phosphonophosphoric acid (396726-03-7) → dimethylallyl diphosphate (358-72-5) + isopentyl pyrophosphate (358-71-4)

Guidance literature:

With sodium dithionite; IspH; 6,7-dihydro-2,11-dimethyldipyrido<1,2-a:2',1'-c>pyrazinediium dibromide; at 37 ℃; for 0.5h; aq. buffer; Enzymatic reaction;

DOI:10.1021/ja903778d

Reference yield:

C6H14O7P2 (22678-99-5) → dimethylallyl diphosphate (358-72-5) + isopentyl pyrophosphate (358-71-4)

Guidance literature:

With IspH; Paraquat; dithionite^(2-); at 37 ℃; pH=8; Kinetics; aq. buffer; Enzymatic reaction;

DOI:10.1021/ol202559r

upstream raw materials:

ATP

mevalonate 5-pyrophosphate

(E)-(4-hydroxy-3-methylbut-2-enyl)phosphonophosphoric acid

C₆H₁₄O₇P₂

Downstream raw materials:

terpineol

limonene.

farnesyl pyrophosphate

dimethylallyl diphosphate