12(R)-HETE 

12(R)-HETE is a metabolite of Arachidonic acid, AA (HY-109590) and can be found in skin from psoriatic lesions. 12(R)-HETE induces lymphocytes chemotaxis, stimulates calcium mobilization and chemotaxis in neutrophils via the BLT1 receptor, activates the aryl hydrocarbon receptor, and inhibits Na+/K+ ATPase activity in the corneal epithelium^[1][2][3][4].

320.47

C₂₀H₃₂O₃

82337-46-0

Liquid

Colorless to light yellow

CCCCC/C=C\C[C@H](/C=C/C=C\C/C=C\CCCC(O)=O)O

Room temperature in continental US; may vary elsewhere.

Solution, -20°C, 2 years

• [1]. Schwartzman ML, et al., 12(R)-hydroxyicosatetraenoic acid: a cytochrome-P450-dependent arachidonate metabolite that inhibits Na+,K+-ATPase in the cornea. Proc Natl Acad Sci U S A. 1987 Nov;84(22):8125-9.  [Content Brief]

  [2]. Bacon KB, et al., Contrasting in vitro lymphocyte chemotactic activity of the hydroxyl enantiomers of 12-hydroxy-5,8,10,14-eicosatetraenoic acid. Br J Pharmacol. 1988 Nov;95(3):966-74.  [Content Brief]

  [3]. Powell WS, et al., Effects of oxo and dihydro metabolites of 12-hydroxy-5,8,10,14-eicosatetraenoic acid on chemotaxis and cytosolic calcium levels in human neutrophils. J Leukoc Biol. 1995 Feb;57(2):257-63.  [Content Brief]

  [4]. Chiaro CR, et al., 12(R)-Hydroxy-5(Z),8(Z),10(E),14(Z)-eicosatetraenoic acid [12(R)-HETE], an arachidonic acid derivative, is an activator of the aryl hydrocarbon receptor. Mol Pharmacol. 2008 Dec;74(6):1649-56.  [Content Brief]