13,14-Dihydro-15-keto-PGE2

Base Information

• Chemical Name: 13,14-Dihydro-15-keto-PGE2
• CAS No.: 363-23-5
• Molecular Formula: C₂₀H₃₂O₅
• Molecular Weight: 352.471
• European Community (EC) Number: 633-709-4
• DSSTox Substance ID: DTXSID30869647
• Metabolomics Workbench ID: 2397
• Nikkaji Number: J264.983G
• Wikidata: Q27098097
• Mol file: 363-23-5.mol

Synonyms:13,14-dihydro-15-keto-PGE2;13,14-dihydro-15-ketoprostaglandin E2;15-keto-13,14-dihydro-PGE2;15-keto-13,14-dihydroprostaglandin E2;15-keto-13,14-dihydroprostaglandin E2, (11alpha)-isomer;PGEM (13,14-dihydro-15-keto-PGE2)

Chemical Property of 13,14-Dihydro-15-keto-PGE2

Chemical Property:

• Vapor Pressure: 7.98E-14mmHg at 25°C
• Boiling Point: 538.1°Cat760mmHg
• Flash Point: 293.3°C
• PSA: 91.67000
• Density: 1.086g/cm³
• LogP: 3.68330
• Storage Temp.: −20°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 13
• Exact Mass: 352.22497412
• Heavy Atom Count: 25
• Complexity: 469

Purity/Quality:

99.90% ^*data from raw suppliers

13,14-Dihydro-15-ketoprostaglandin E2 solution ~90% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,Xn,Xi
• Statements: 11-20/21/22-36/37/38-67-66-36
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC(=O)CCC1C(CC(=O)C1CC=CCCCC(=O)O)O
• Isomeric SMILES: CCCCCC(=O)CC[C@H]1[C@@H](CC(=O)[C@@H]1C/C=C\CCCC(=O)O)O
• Description: 13,14-dihydro-15-keto Prostaglandin E2 (13,14-dihydro-15-keto PGE2) is a metabolite of PGE2 and the primary PGE2 metabolite in plasma. It is formed from PGE2 via a 15-keto PGE2 intermediate by 15-oxo-PG Δ13 reductase. Unlike PGE2, 13,14-dihydro-15-keto PGE2 does not bind effectively to the PGE2 receptors EP2 and EP4 expressed in CHO cells (Kis = 12 and 57 μM, respectively) or induce adenylate cyclase activity in the same cells (EC50s = >18 and >38 μM, respectively). Levels of 13,14-dihydro-15-keto PGE2 are increased in the plasma of women in the third trimester of pregnancy and in women during and immediately after labor and delivery. Levels of 13,14-dihydro-15-keto PGE2 levels are decreased in tumor tissue compared to adjacent non-cancerous tissue isolated from patients with non-small cell lung cancer (NSCLC).
• Uses: 13,14-Dihydro-15-ketoPGE2 is a primary metabolite of PGE2 in plasma.

Technology Process of 13,14-Dihydro-15-keto-PGE2

There total 1 articles about 13,14-Dihydro-15-keto-PGE2 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:

→ 11(α)-Hydroxy-9,15-Diketoprost-5-encarbonsaeure (363-23-5,33698-07-6)

Guidance literature:

aus Arachidonsaeure durch Biosynthese in Guinea Pig Lung;