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Cat. Number
652427842598891
Chemical Name
20-HETE Lipid Maps MS Standard
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).

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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).

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