(±)12-HEPE

For research use only. Not for therapeutic Use.

  • CAT Number: R067229
  • CAS Number: 81187-21-5
  • Molecular Formula: C20H30O3
  • Molecular Weight: 318.457
  • Purity: ≥95%
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(±)12-<wbr></wbr>HEPE is produced by non-<wbr></wbr>enzymatic oxidation of EPA. It contains equal amounts of 12(S)-<wbr></wbr>HEPE and 12(R)-<wbr></wbr>HEPE. The biological activity of (±)12-<wbr></wbr>HEPE is likely mediated by one of the individual isomers, most commonly the 12(S) isomer in mammalian systems. 12-<wbr></wbr>HEPE inhibits platelet aggregation with the same potency as 12-<wbr></wbr>HETE, exhibiting IC<sub>50</sub> values of 24 and 25 µM, respectively. These compounds are also equipotent as inhibitors of U46619-<wbr></wbr>induced contraction of rat aorta (IC<sub>50</sub>s = 8.6-<wbr></wbr>8.8 µM).


Catalog Number R067229
CAS Number 81187-21-5
Synonyms

(±)-12-hydroxy-5Z,8Z,10E,14Z,17Z-eicosapentaenoic acid

Molecular Formula C20H30O3
Purity ≥95%
Storage -20°C
IUPAC Name (5Z,8Z,10E,14Z,17Z)-12-hydroxyicosa-5,8,10,14,17-pentaenoic acid
InChI InChI=1S/C20H30O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h3-4,7-11,13-14,17,19,21H,2,5-6,12,15-16,18H2,1H3,(H,22,23)/b4-3-,9-7-,11-8-,13-10-,17-14+
InChIKey MCRJLMXYVFDXLS-QGQBRVLBSA-N
SMILES CCC=CCC=CCC(C=CC=CCC=CCCCC(=O)O)O
Reference

1.Takenaga, M.,Hirai, A.,Terano, T., et al. Comparison of the in vitro effect of eicosapentaenoic acid (EPA)-derived lipoxygenase metabolites on human platelet function with those of arachidonic acid. Thrombosis Research 37, 373-384 (1986).

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