A metabolite of 20-HETE
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20-carboxy Arachidonic Acid

Item No. 10007912

Technical Information
Formal Name
5Z,8Z,11Z,14Z-eicosatetraenedioic acid
CAS Number
79551-84-1
Synonyms
  • 20-carboxy AA
  • FA 20:4;O2
Molecular Formula
C20H30O4
Formula Weight
Purity
≥98%
Formulation
A 100 µg/ml solution in ethanol
0.1 M Na2CO3: 1.5 mg/mlDMF: 100 mg/mlDMSO: 100 mg/mlEthanol: 100 mg/ml
SMILES
OC(=O)CCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O
InChi Code
InChI=1S/C20H30O4/c21-19(22)17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20(23)24/h1,3-4,6-7,9-10,12H,2,5,8,11,13-18H2,(H,21,22)(H,23,24)/b3-1-,6-4-,9-7-,12-10-
InChi Key
BGOJKUCHTMYINI-DTLRTWKJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    20-carboxy Arachidonic acid 20-carboxy arachidonic acid 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.1 Like 20-HETE, 20-carboxy arachidonic acid inhibits ion transport in the kidneys. It also produces vasorelaxation of porcine coronary microvessels constricted with endothelin. 20-carboxy arachidonic acid 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.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Fang, X., Dillon, J.S., Hu, S., et al20-Carboxy-arachidonic acid is a dual activator of peroxisome proliferator-activated receptors α and γ. Prostaglandins Other Lipid Mediat. 82(1-4), 175-184 (2007).