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

Modify Date: 2024-01-11 16:10:34

(all-Z)-6,9,12,15,18-Heneicosapentaenoic Acid Structure
(all-Z)-6,9,12,15,18-Heneicosapentaenoic Acid structure
Common Name (all-Z)-6,9,12,15,18-Heneicosapentaenoic Acid
CAS Number 24257-10-1 Molecular Weight 316.478
Density 0.9±0.1 g/cm3 Boiling Point 428.0±14.0 °C at 760 mmHg
Molecular Formula C21H32O2 Melting Point N/A
MSDS N/A Flash Point 324.7±15.2 °C

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


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.

 Names

Name (6Z,9Z,12Z,15Z,18Z)-henicosa-6,9,12,15,18-pentaenoic acid
Synonym More Synonyms

  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.
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 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

 Synonyms

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