References |
Synonyms |
- 20-hydroxy Arachidonic Acid
|
Formal Name |
20-hydroxy-5Z,8Z,11Z,14Z-eicosatetraenoic acid |
CAS Number |
79551-86-3 |
Molecular Formula |
C20H32O3 |
Formula Weight |
320.5 |
Formulation |
A solution in ethanol |
Purity |
≥98% |
Stability |
1 year |
Storage |
-20°C |
Shipping |
Wet ice
in continental US; may vary elsewhere
|
SMILES |
OCCCCC/C=CC/C=CC/C=CC/C=CCCCC(=O)O
|
Background Reading
Gebremedhin, D., Lange, A.R., Lowry, T.F., et al. Production of 20-HETE and its role in autoregulation of cerebral blood flow. Circ Res 87 60-65 (2000).
McGiff, J.C., and Quilley, J. 20-HETE and the kidney: Resolution of old problems and new beginnings. Am J Physiol 277 R607-R623 (1999).
Schwartzman, M.L., Falck, J.R., Yadagiri, P., et al. Metabolism of 20-hydroxyeicosatetraenoic acid by cyclooxygenase. Formation and identification of novel endothelium-dependent vasoconstrictor metabolites. J Biol Chem 264 11658-11662 (1989).
Prakash, C., Zhang, J.Y., Falck, J.R., et al. 20-Hydroxyeicosatetraenoic acid is excreted as a glucuronide conjugate in human urine. Biochem Biophys Res Commun 185 728-733 (1992).
Show all 4
Hide all but first 3
Size |
Global Purchasing |
25 µg |
|
50 µg |
|
100 µg |
|
500 µg |
|
Description
20-HETE is a cytochrome P450 (CYP450) metabolite postulated to play an autacoid role in the renal and cerebral vasculature.1 In rat cerebral microvessels, 20-HETE is a vasoconstrictor that mediates pressure-induced autoregulatory vasoconstriction.2 20-HETE is excreted mainly as the glucuronide conjugate. The concentration of free 20-HETE (20-40 pg/ml in human urine) is about 10-fold lower than the corresponding concentration of the 20-glucuronide.3 20-HETE can be further metabolized by cyclooxygenase to 20-hydroxy PGG2 and 20-hydroxy PGH2.4
1
McGiff, J.C., and Quilley, J. 20-HETE and the kidney: Resolution of old problems and new beginnings. Am J Physiol 277 R607-R623 (1999).
2
Gebremedhin, D., Lange, A.R., Lowry, T.F., et al. Production of 20-HETE and its role in autoregulation of cerebral blood flow. Circ Res 87 60-65 (2000).
3
Prakash, C., Zhang, J.Y., Falck, J.R., et al. 20-Hydroxyeicosatetraenoic acid is excreted as a glucuronide conjugate in human urine. Biochem Biophys Res Commun 185 728-733 (1992).
4
Schwartzman, M.L., Falck, J.R., Yadagiri, P., et al. Metabolism of 20-hydroxyeicosatetraenoic acid by cyclooxygenase. Formation and identification of novel endothelium-dependent vasoconstrictor metabolites. J Biol Chem 264 11658-11662 (1989).
|