15-Deoxy-delta-12,14-prostaglandin J2

Base Information

• Chemical Name: 15-Deoxy-delta-12,14-prostaglandin J2
• CAS No.: 87893-55-8
• Deprecated CAS: 103425-45-2,221475-88-3
• Molecular Formula: C20H28O3
• Molecular Weight: 316.441
• UNII: ALI977775J
• DSSTox Substance ID: DTXSID1043706
• Nikkaji Number: J694.826J
• Wikidata: Q27070775
• Pharos Ligand ID: U9FYK7Q76GRR
• Metabolomics Workbench ID: 2388
• ChEMBL ID: CHEMBL482477
• Mol file: 87893-55-8.mol

Synonyms:15-deoxy-12,14-prostaglandin J2;15-deoxy-delta(12,14)-prostaglandin J2;15-deoxy-delta(12,14)PGJ2;15-deoxy-delta-12,14-prostaglandin J2

Chemical Property of 15-Deoxy-delta-12,14-prostaglandin J2

Chemical Property:

• Appearance/Colour: Neat Oil
• Vapor Pressure: 3.5E-11mmHg at 25°C
• Refractive Index: 1.557
• Boiling Point: 495.8 °C at 760 mmHg
• Flash Point: 267.8 °C
• PSA: 54.37000
• Density: 1.066 g/cm³
• LogP: 5.00560
• Storage Temp.: −20°C
• XLogP3: 5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 11
• Exact Mass: 316.20384475
• Heavy Atom Count: 23
• Complexity: 495

Purity/Quality:

98%,99%, ^*data from raw suppliers

15-deoxy-Δ-12,14-Prostaglandin J2 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi
• Hazard Codes: F,Xi
• Statements: 11-36/38-66-67-36
• Safety Statements: 16-26-29-33-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCC=CC=C1C(C=CC1=O)CC=CCCCC(=O)O
• Isomeric SMILES: CCCCC/C=C/C=C/1\[C@H](C=CC1=O)C/C=C\CCCC(=O)O
• Uses: 15-Deoxy-Δ12,14-prostaglandin J2 has been used: to study its effect on lipid accumulation, viability/mitochondrial activity, and amount of vasculature in vascularized adipose tissue model as a peroxisome proliferator-activated receptor (PPARγ) agonist to activate intestinal fatty acid binding protein (I-FABP)-PPARγ pathway as a supplement in culture medium for induced neural stem/progenitor cells (NSPCs) differentiation

Technology Process of 15-Deoxy-delta-12,14-prostaglandin J2

There total 29 articles about 15-Deoxy-delta-12,14-prostaglandin J2 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: 93.0%

(Z)-7-((S,E)-5-((E)-oct-2-en-1-ylidene)-4-oxocyclopent-2-en-1-yl)hept-5-enal (869801-20-7) → 15d-PGJ2 (87893-55-8,89886-60-2)

Guidance literature:

With sodium chlorite; 2-methyl-but-2-ene; In water; tert-butyl alcohol; at 20 ℃; for 3h;

DOI:10.1016/j.tet.2006.01.051

Reference yield: 87.0%

C21H30O3 (1253966-22-1) → 15d-PGJ2 (87893-55-8,89886-60-2)

Guidance literature:

With trimethyltin(IV) hydroxide; In 1,2-dichloro-ethane; at 20 ℃; Reflux;

DOI:10.1021/jo101523k

Reference yield: 68.0%

C20H30O2 → 15d-PGJ2 (87893-55-8,89886-60-2)

Guidance literature:

With tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide; In acetonitrile; at 23 ℃; for 3h;

DOI:10.1021/jacs.8b12816

upstream raw materials:

(Z)-7-((S,E)-5-((E)-oct-2-en-1-ylidene)-4-oxocyclopent-2-en-1-yl)hept-5-enal

(1R,4S)-4-hydroxy-2-cyclopentene-1-yl acetate

2-<(1R,4S)-4-hydroxycyclopent-2-enyl>malonsaeure-dimethylester

(1S,3S)-1-hydroxy-3-(methyl-carboxymethyl)-4-cyclopentene