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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

(±)18-HETE

Cayman Chemical Item Number 10010638

(CAS 133268-58-3)

(±)18-HETE (CAS 133268-58-3)

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Description

(±)18-HETE is the racemic version of a cytochrome P450 (CYP450) metabolite of arachidonic acid. When formed by the CYP2E1 isoform, 18-HETE is comprised 100% of the (R) isomer.1 18(R)-HETE dose-dependently stimulates vasodilation of the rabbit kidney, whereas 18(S)-HETE does not affect perfusion pressure.2 18-HETE has negligible effects on ATPase activity.2 18(R)-HETE at 1 µM completely blocks 20-HETE-induced vasoconstriction of renal arterioles.3

1 Laethem, R.M., Balazy, M., Falck, J.R., et al. Formation of 19(S)-, 19(R)-, and 18(R)-hydroxyeicosatetraenoic acids by alcohol-inducible cytochrome P450 2E1. J Biol Chem 268(17) 12912-12918 (1993).

2 Carroll, M.A., Balazy, M., Margiotta, P., et al. Cytochrome P-450-dependent HETEs: Profile of biological activity and stimulation by vasoactive peptides. Am J Physiol 271 R863-R869 (1996).

3 Zhang, F., Deng, H., Kemp, R., et al. Decreased levels of cytochrome P450 2E1-derived eicosanoids sensitize renal arteries to constrictor agonists in spontaneously hypertensive rats. Hypertension 45 103-108 (2005).

Formal Name (±)18-​hydroxy-​5Z,​8Z,​11Z,​14Z-​eicosatetraenoic acid
CAS Number 133268-58-3
Molecular Formula C20H32O3
Formula Weight 320.5
Formulation A solution in ethanol
Purity ≥97%
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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CCC(O)​CC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)​O

Background Reading

Zhang, F., Deng, H., Kemp, R., et al. Decreased levels of cytochrome P450 2E1-derived eicosanoids sensitize renal arteries to constrictor agonists in spontaneously hypertensive rats. Hypertension 45 103-108 (2005).

Laethem, R.M., Balazy, M., Falck, J.R., et al. Formation of 19(S)-, 19(R)-, and 18(R)-hydroxyeicosatetraenoic acids by alcohol-inducible cytochrome P450 2E1. J Biol Chem 268(17) 12912-12918 (1993).

Griscavage, J.M., Wilk, S., and Ignarro, L.J. Serine and cysteine proteinase inhibitors prevent nitric oxide production by activated macrophages by interfering with transcription of the inducible NO synthase gene. Biochem Biophys Res Commun 215(2) 721-729 (1995).
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
Bulk Contact
Cart Total $0.00

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Pricing updated 2012-02-12. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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