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

Names

[ Name ]:
(all-Z)-6,9,12,15,18-Heneicosapentaenoic Acid

[Synonym ]:
C21:5n-3,6,9,12,15
all-cis-6.9.12.15.18-Heneicosapentaensaeure
UNII-HR3EZB17BI
Heneicosapentaenoic acid
6,9,12,15,18-Heneicosapentaenoic acid, (6Z,9Z,12Z,15Z,18Z)-
6Z,9Z,12Z,15Z,18Z-heneicosapentaenoic acid
(6Z,9Z,12Z,15Z,18Z)-6,9,12,15,18-Henicosapentaenoic acid
uncosapentaenoic acid

Biological Activity

[Description]:

Heneicosapentaenoic Acid (HPA) is a 21:5 omega-3 fatty acid found in trace amounts in the green alga B. pennata and in fish oils. Its chemical composition is similar to eicosapentaenoic acid (EPA), except that a carbon is extended at the carboxy terminus, placing the first double bond at the δ6 position. HPA can be used to study the importance of double bond position in omega-3 fatty acids. It incorporates phospholipids and triacylglycerols in vivo with the same efficiency as EPA and docosahexaenoic acid, and exhibits a strong inhibitory effect on the synthesis of arachidonic acid from linoleic acid. HPA is a poor substrate for prostaglandin H synthase (PGHS) (cyclooxygenase) and 5-lipoxygenase, but retains the ability to rapidly inactivate PGHS.

[Related Catalog]:

Research Areas >> Others

Chemical & Physical Properties

[ Density]:
0.9±0.1 g/cm3

[ Boiling Point ]:
428.0±14.0 °C at 760 mmHg

[ Molecular Formula ]:
C₂₁H₃₂O₂

[ Molecular Weight ]:
316.478

[ Flash Point ]:
324.7±15.2 °C

[ Exact Mass ]:
316.240234

[ PSA ]:
37.30000

[ LogP ]:
6.80

[ Vapour Pressure ]:
0.0±2.2 mmHg at 25°C

[ Index of Refraction ]:
1.511

Related Compounds

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