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73804-65-6

73804-65-6 Structure

73804-65-6 Structure
IdentificationBack Directory
[Name]

(+/-)11-HETE
[CAS]

73804-65-6
[Synonyms]

(+/-)11-HETE
(+/-)11-HETE
11-Hydroxyicosa-5,8,12,14-tetraenoic acid
(+/-)11-HYDROXY-5Z,8Z,12E,14Z-EICOSATETRAENOIC ACID
[Molecular Formula]

C20H32O3
[MDL Number]

MFCD00065825
[MOL File]

73804-65-6.mol
[Molecular Weight]

320.47
Chemical PropertiesBack Directory
[storage temp. ]

Store at -20°C
[solubility ]

0.1 M Na2CO3: 2 mg/ml; DMF: Miscible; DMSO: Miscible; Ethanol: Miscible; PBS pH 7.2: 0.8 mg/ml
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)
GHS02
[Signal word ]

Danger
Hazard InformationBack Directory
[Description]

(±)11-HETE is an oxylipin formed non-enzymatically from arachidonic acid .1,2 Levels of (±)11-HETE are increased in an in vitro model of lipid peroxidation induced by ferrous ammonium sulfate (FAS) in rat brain homogenates.3 Levels are also increased in rat liver in an in vivo model of lipid peroxidation induced by carbon tetrachloride (CCl4). It has been found in skin extracts from individuals with psoriasis and in atherosclerotic plaques.4,5
[Uses]

11-HETE (11-Hydroxy-5,8,12,14-eicosatetraenoic acid) is the activator for cytochrome P450. 11-HETE upregulates the mRNA expressions of CYP1B1, CYP1A1, CYP4A11, CYP4F11, and CYP4F2, induces cell hypertrophy in RL-14 cell, and exhibits potential to be used in cardiovascular diseases[1].
[storage]

Store at -20°C
[References]

1. Powell, W.S., and Rokach, J. Biosynthesis, biological effects, and receptors of hydroxyeicosatetraenoic acids (HETEs) and oxoeicosatetraenoic acids (oxo-ETEs) derived from arachidonic acid Biochim. Biophys. Acta 1851(4),340-355(2014).
2. Derogis, P.B.M.C., Chaves-Filho, A.B., and Miyamoto, S. Characterization of hydroxy and hydroperoxy polyunsaturated fatty acids by mass spectrometry Bioactive lipids in health and disease ,21-38(2019).
3. Guido, D.M., McKenna, R., and Mathews, W.R. Quantitation of hydroperoxy-eicosatetraenoic acids and hydroxy-eicosatetraenoic acids as indicators of lipid peroxidation using gas chromatography-mass spectrometry Anal. Biochem. 209(1),123-129(1993).
4. Camp, R.D.R., Mallet, A.I., Woollard, P.M., et al. The identification of hydroxy fatty acids in psoriatic skin Prostaglandins 26(3),431-447(1983).
5. Waddington, E., Sienuarine, K., Puddey, I., et al. Identification and quantitation of unique fatty acid oxidation products in human atherosclerotic plaque using high-performance liquid chromatography Anal. Biochem. 292(2),234-244(2001).
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