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torsdag 10 oktober 2013

Tetracosahexaenoic acid

Showing metabocard for 6,9,12,15,18,21-Tetracosahexaenoic acid (HMDB13025)

Legend: metabolite field enzyme field

Creation Date 2009-07-25 01:11:52
Update Date 2010-07-16 15:08:50

Common Name 6,9,12,15,18,21-Tetracosahexaenoic acid
Description 6,9,12,15,18,21-Tetracosahexaenoic acid (24:6n-3) is one of the n-3 PUFA and is a very long chain fatty acid. Distribution of 24:6n-3 in marine organisms was investigated by several researchers. Takagi et al. reported relatively high contents of 24:6n-3 in sea lilies and brittle stars (4–10% of total fatty acids). High 24:6n-3 content was also found in marine coelenterates. In some edible fishes, 24:6n-3 was detected at significant levels (0–10% of total fatty acids).The existence of 24:6n-3 in mammalian tissues was reported with other very long chain fatty acids in the spermatozoa, the retina, and the brain. Voss et al.reported that 24:6n-3 is formed as an intermediate in the metabolic pathway from 20:5n-3 to 22:6n-3 in rat liver.Even though 24:6n-3 is a PUFA existing in fish and mammalian species, physiological functions of 24:6n-3 have not been studied. As functions to be studied, anti-inflammatory and antiallergic effects of 24:6n-3 are noteworthy because these events are known to be closely related to the unsaturated fatty acid metabolism such as in the arachidonic acid cascade, and 20:5n-3 and 22:6n-3 were reported to suppress inflammatory actions by influencing arachidonic acid metabolism 24:6n-3 could inhibit the antigen-stimulated production of LT-related compounds as well as other n-3 polyunsaturated fatty acids (PUFA) such as eicosapentaenoic acid (20:5n-3) and docosahexaenoic acid (22:6n-3), which are major n-3 PUFA in fish oils; 24:6n-3 was also shown to reduce the histamine content in MC/9 cells at 25 uM (27% reduction from the control), and the effect was diminished with increase of the fatty acid concentration (up to 100 uM). These two n-3 PUFA, 20:5n-3 and 22:6n-3, also reduced the histamine content (16 and 20% reduction at 25 μM, respectively), whereas arachidonic acid (20:4n-6) increased it (18% increase at 25 μM).
  1. all-cis-6,9,12,15,18,21-tetracosahexaenoate
  2. nisinic acid anion
  3. 6Z,9Z,12Z,15Z,18Z,21Z-tetracosahexaenoic acid anion
  4. C 24:6 (n-3)
  5. all-cis-6,9,12,15,18,21-tetracosahexaenoic acid
  6. nisinate
  7. 6Z,9Z,12Z,15Z,18Z,21Z-tetracosahexaenoate
  8. 6Z,9Z,12Z,15Z,18Z,21Z-tetracosahexaenoic acid
Chemical IUPAC Name (6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoate
Chemical Formula C24H35O2

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