| Identification | Back Directory | [Name]
12(R)-HETE | [CAS]
82337-46-0 | [Synonyms]
12(R)-HETE
ZNHVWPKMFKADKW-ZYBDYUKJSA-N
12(R)-HETE Lipid Maps MS Standard
(R)-12-Hydroxyeicosatetraenoic acid
12R-HYDROXY-5Z,8Z,10E,14Z-EICOSATETRAENOIC ACID
12(R)-HYDROXYEICOSA-5Z,8Z,10E,14Z-TETRAENOIC ACID
12(R)-hydroxy-(5Z,8Z,10E,14Z)-*eicosatetraenoic A
(5Z,8Z,10E,12R,14Z)-12-hydroxyicosa-5,8,10,14-tetraenoic acid
(5Z,8Z,10E,12R,14Z)-12-Hydroxy-5,8,10,14-icosatetraenoic acid
5,8,10,14-Eicosatetraenoic acid, 12-hydroxy-, (5Z,8Z,10E,12R,14Z)- | [Molecular Formula]
C20H32O3 | [MDL Number]
MFCD00065827 | [MOL File]
82337-46-0.mol | [Molecular Weight]
320.47 |
| Chemical Properties | Back Directory | [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 |
| Hazard Information | Back Directory | [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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