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(+/-)5-HEPE

(+/-)5-HEPE structure

(+/-)5-HEPE 

structure
  • CAS No:

    83952-40-3

  • Formula:

    C20H30O3

  • Chemical Name:

    (+/-)5-HEPE

  • Synonyms:

    (+/-)5-HEPE;(+/-)-5-HYDROXY-6E,8Z,11Z,14Z,17Z-EICOSAPENTAENOIC ACID;(+/-)5-HYDROXYEICOSA-6E,8Z,11Z,14Z,17Z-PENTAENOIC ACID;5-hydroxy-6,8,11,14,17-eicosapentaenoic acid;FTAGQROYQYQRHF-FCWZHQICSA-N;6,8,11,14,17-Eicosapentaenoic acid, 5-hydroxy-, (6E,8Z,11Z,14Z,17Z)-;5-Hydroxy-6(E),8(Z),11(Z),14(Z),17(Z)-EPA

Description

(±)5-HEPE is produced by non-enzymatic oxidation of EPA. It contains equal amounts of 5(S)-HEPE and 5(R)-HEPE. The biological activity of (±)5-HEPE is likely mediated by one of the individual isomers, most commonly the 5(S) isomer in mammalian systems. EPA can be metabolized to 5-HEPE in human and bovine neutrophils, and human eosinophils, which is further metabolized to 5-oxoEPE and LTB5. The 5-series metabolites of EPA, namely 5-HEPE, 5-oxoEPE, and LTB5, have significantly decreased biological effects compared to the arachidonic acid-derived metabolites.


ChEBI: 5-HEPE is a hydroxyicosapentaenoic acid that consists of 6E,8Z,11Z,14Z,17Z-icosapentaenoic acid with the hydroxy group located at position 5. It has a role as a mouse metabolite. It is a conjugate acid of a 5-HEPE(1-).

(+/-)5-HEPE Basic Attributes

318.45

318.45

2918199090

Characteristics

57.53000

4.96350

0.997±0.06 g/cm3(Predicted)

488.0±45.0 °C(Predicted)

263.1ºC

4.67±0.10(Predicted)

Store at -20°C

(+/-)5-HEPE Use and Manufacturing

(±)5-HEPE is produced by non-enzymatic oxidation of EPA. It contains equal amounts of 5(S)-HEPE and 5(R)-HEPE. The biological activity of (±)5-HEPE is likely mediated by one of the individual isomers, most commonly the 5(S) isomer in mammalian systems. EPA can be metabolized to 5-HEPE in human and bovine neutrophils, and human eosinophils, which is further metabolized to 5-oxoEPE and LTB5. The 5-series metabolites of EPA, namely 5-HEPE, 5-oxoEPE, and LTB5, have significantly decreased biological effects compared to the arachidonic acid-derived metabolites.

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