12(R)-HETE Chemical Properties

storage temp. 

-20°C

solubility 

0.1 M Na2CO3: 2 mg/ml; DMF: Miscible; DMSO: Miscible; Ethanol: Miscible; PBS pH 7.2: 0.8 mg/ml

form 

Liquid

color 

Colorless to light yellow

Safety Information

Hazard Codes 

F,Xi

Risk Statements 

11-36/37/38

Safety Statements 

16-26-36

12(R)-HETE Usage And Synthesis

Uses

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].

Definition

ChEBI: A HETE having a (12R)-hydroxy group and (5Z)-, (8Z)-, (10E)- and (14Z)-double bonds.

References

[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. DOI:10.1073/pnas.84.22.8125
[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. DOI:10.1111/j.1476-5381.1988.tb11727.x
[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. DOI:10.1002/jlb.57.2.257
[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. DOI:10.1124/mol.108.049379

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