(all-Z)-6,9,12,15,18-Heneicosapentaenoic Acid

For research use only. Not for therapeutic Use.

  • CAT Number: R048993
  • CAS Number: 24257-10-1
  • Molecular Formula: C21H32O2
  • Molecular Weight: 316.485
  • Purity: ≥95%
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Heneicosapentaenoic Acid (HPA) is a 21:5 ω-<wbr></wbr>3 fatty acid present in trace amounts in the green alga <em>B. pennata</em> and in fish oils. Its chemical composition is similar to eicosapentaenoic acid (EPA) except elongated with one carbon on the carboxyl end, placing the first double bond in the Δ HPA can be used to study the significance of the position of the double bonds in ω-<wbr></wbr>3 fatty acids. It incorporates into phospholipids and into triacylglycerol <em>in vivo</em> with the same efficiency as EPA and docosahexaenoic acid and exhibits strong inhibition of arachidonic acid synthesis from linoleic acid. HPA is a poor substrate for prostaglandin H synthase (PGHS) (cyclooxygenase) and for 5-<wbr></wbr>lipoxygenase but retains the ability to rapidly inactivate PGHS.


CAS Number 24257-10-1
Synonyms

(6Z,9Z,12Z,15Z,18Z)-6,9,12,15,18-Heneicosapentaenoic Acid;

Molecular Formula C21H32O2
Purity ≥95%
Storage -20°C
IUPAC Name (6Z,9Z,12Z,15Z,18Z)-henicosa-6,9,12,15,18-pentaenoic acid
InChI InChI=1S/C21H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21(22)23/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-20H2,1H3,(H,22,23)/b4-3-,7-6-,10-9-,13-12-,16-15-
InChIKey OQOCQFSPEWCSDO-JLNKQSITSA-N
SMILES CCC=CCC=CCC=CCC=CCC=CCCCCC(=O)O

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