5Z,8Z,11Z,14Z-Eicosatetraenedioic acid

Base Information

• Chemical Name: 5Z,8Z,11Z,14Z-Eicosatetraenedioic acid
• CAS No.: 79551-84-1
• Molecular Formula: C20H30 O4
• Molecular Weight: 334.45
• DSSTox Substance ID: DTXSID901276219
• Nikkaji Number: J557.363G
• Wikidata: Q27146488
• Metabolomics Workbench ID: 1957
• Mol file: 79551-84-1.mol

Synonyms:1,20-eicosatetraenedioic acid;20-carboxyarachidonic acid;arachidonic acid-20-carboxylic acid

Chemical Property of 5Z,8Z,11Z,14Z-Eicosatetraenedioic acid

Chemical Property:

• Vapor Pressure: 2.18E-11mmHg at 25°C
• Boiling Point: 500.7°C at 760 mmHg
• Flash Point: 270.7°C
• PSA: 74.60000
• Density: 1.037g/cm³
• LogP: 5.28140
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 15
• Exact Mass: 334.21440943
• Heavy Atom Count: 24
• Complexity: 445

Purity/Quality:

98%Min ^*data from raw suppliers

20-carboxy Arachidonic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCC(=O)O)CC=CCC=CCC=CCC=CCCCC(=O)O
• Isomeric SMILES: C(CCC(=O)O)C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O
• Description: 20-carboxy Arachidonic acid (20-COOH-AA) is the major metabolite of 20-HETE that is produced in renal tubular epithelial, endothelial, and microvascular smooth muscle cell cultures. This ω-oxidation conversion can take place using purified alcohol dehydrogenases three and four or by microsomes containing recombinant human CYP4F3B. Like 20-HETE, 20-COOH-AA inhibits ion transport in the kidneys. It also produces vasorelaxation of porcine coronary microvessels constricted with endothelin. 20-COOH-AA binds to isolated ligand binding domains of peroxisome proliferator-activated receptor α (PPARα) (Kd = 0.87 ± 0.12 μM) and PPARγ (Kd = 1.7 ± 0.5 μM), and is a dual activator of PPARα and PPARγ in a transiently transfected COS-7 cell reporter system.
• Uses: 20-carboxy Arachidonic Acid is a PPARα and PPARγ activator.