20-HETE

Cayman Chemical Item Number 90030

20-hydroxy Arachidonic Acid (CAS 79551-86-3)

20-HETE (CAS 79551-86-3)

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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).

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
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OCCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)​O
InCHI Code
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​1S/C20H32O3/c21-19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20(22)​23/h1,3-4,6-7,9-10,12,21H,2,5,8,11,13-19H2,(H,22,23)​/b3-1-,6-4-,9-7-,12-10-
InCHI Key
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NNDIXBJHNLFJJP-DTLRTWKJSA-N

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20-HETE is available in the following screening library:

Size Price Quantity Subtotal
25 µg $120.00 $0.00
50 µg $228.00 $0.00
100 µg $432.00 $0.00
500 µg $1,920.00 $0.00
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Cart Total $0.00

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Pricing updated 2014-04-23. Prices are subject to change without notice.

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