13,14-Dihydro-15-keto-PGE1

Base Information

• Chemical Name: 13,14-Dihydro-15-keto-PGE1
• CAS No.: 5094-14-4
• Molecular Formula: C₂₀H₃₄O₅
• Molecular Weight: 354.487
• Hs Code.: 2918990090
• UNII: M3I99MYM0V
• DSSTox Substance ID: DTXSID201311666
• Nikkaji Number: J363.761A
• Metabolomics Workbench ID: 2487
• Mol file: 5094-14-4.mol

Synonyms:13,14-dihydro-15-keto-PGE1;13,14-dihydro-15-ketoprostaglandin E1;15-keto-13,14-dihydro-PGE1

Chemical Property of 13,14-Dihydro-15-keto-PGE1

Chemical Property:

• Vapor Pressure: 8.82E-14mmHg at 25°C
• Boiling Point: 537.2°C at 760 mmHg
• PKA: 4.77±0.10(Predicted)
• Flash Point: 292.7°C
• PSA: 91.67000
• Density: 1.072g/cm³
• LogP: 3.90730
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly), THF (Slightly)
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 14
• Exact Mass: 354.24062418
• Heavy Atom Count: 25
• Complexity: 432

Purity/Quality:

99% ^*data from raw suppliers

15-KetoProstaglandinE0 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC(=O)CCC1C(CC(=O)C1CCCCCCC(=O)O)O
• Isomeric SMILES: CCCCCC(=O)CC[C@H]1[C@@H](CC(=O)[C@@H]1CCCCCCC(=O)O)O
• Description: 13,14-dihydro-15-keto Prostaglandin E1 (PGE1) is a metabolite of PGE1 with much reduced biological activity. Steady state plasma concentrations are about 10 pg/ml. 13,14-dihydro-15-keto PGE1 is a weak inhibitor of ADP-induced platelet aggregation in human PRP and washed platelets with IC50 values of 54 and 200 μM, respectively, compared to PGE1 which has an IC50 of 40 nM.
• Uses: 15-Keto Prostaglandin E0 is a metabolite of Prostaglandin E1 (P838600) and has been shown to induce arterial thromboresistance in experimental animals and in man, but with several magnitudes higher concentrations than Prostaglandin E1. 15-Keto Prostaglandin E0 is also used as the active ingredient in compositions used for the treatment of external secretion disorders.

Technology Process of 13,14-Dihydro-15-keto-PGE1

There total 3 articles about 13,14-Dihydro-15-keto-PGE1 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:

13,14-dihydro-15-keto-prostaglandin F2α (191919-02-5) → 13,14-dihydro-15-keto prostaglandin E1 (5094-14-4,19338-40-0)

Guidance literature:

With potassium phosphate; NAD; MSFKQQCVELSDGRLMPLLGYGRFQNPEIPASKILESTKIAIDIGFRHIDSAYVYKNEKEVGEAIRSKITGGVVKREDIFLTTKLWSTFHRPELMRVGLERSLKSFOLDYVDLYLHYPISIKPGEEIYTKDENGKILFETVDLCAIWEAMEKCKDAGLAKSIGVSNFNRRQLEMILNKPGLKHRPVCNQVECHPYLNQSKLMDFCKSQDIVLVAYAALGSQRPTNWVDKNAPFLLNDPVLGGMAKKHNRSPAQIALRYQVQRGVVALAQTYEQKEMKENIQVFEFQLPSEDMEVILGLNRNFLRFPVNIAAEHPNYPYSDDY; MSSKQQLVKLNDGHFIPALGFGTYKPEEVPENKPLEAIHLAVEAGFRHIDTAYVYQTENHVGQAIKSKIAAGIVKREDIFITTKLWCTFHRPEMVLSSLEKSKNKQKDYVDLYIIHYPMQMKSGEDMFPEDENGKTLFDTVDLCATWEAMEKCKDAGLAKSIGISNFNRRQLEKILNKPGLKYKPVCNQVECHLYLNQSKLLNYKSRDIVLVAYCALGSQRPKRWVDPSSPVLLNDPVLCDVAKKHQRSSAQIALRYQLQRGIVVLAQSYKENEIKENIQVFEFELPSEDMKILDSLDRNLRYAPAPFGQGHPEYPFSDEF; Reagent/catalyst; Kinetics;

DOI:10.1016/j.abb.2021.108755

Reference yield:

→ 13,14-dihydro-15-keto prostaglandin E1 (5094-14-4,19338-40-0)

Guidance literature:

Prostaglandin E(2), Hydrierung;

DOI:10.1021/jo00945a024

Reference yield:

→ 7-[(1R,2S,3S)-3-Hydroxy-5-oxo-2-(3-oxo-octyl)-cyclopentyl]-heptanoic acid (5094-14-4,27441-15-2)

Guidance literature:

Ethylester IIIA, IIIA', K2CO3, Eg.;

upstream raw materials:

13,14-dihydro-15-keto-prostaglandin F_2α

Refernces

• 1、 -. "Prostaglandin E1 analogs". . . Retrieved 2008/06/13.