LBF20406SC01
LipidBank Top (トップ) |
Fatty acid (脂肪酸) |
Glycerolipid (グリセロ脂質) |
Sphingolipid (スフィンゴ脂質) |
Journals (雑誌一覧) |
How to edit (ページの書き方) |
IDs and Links | |
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LipidBank | DFA0213 |
LipidMaps | LMFA01030001 |
CAS | |
KEGG | {{{KEGG}}} |
KNApSAcK | {{{KNApSAcK}}} |
mol | LBF20406SC01 |
Arachidonic acid | |
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Structural Information | |
(cis-5,cis-8,cis-11,cis-14) -Eicosatetraenoic acid | |
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AA / Ara / C20:4n-6 / C20:4 omega 6 | |
Formula | C20H32O2 |
Exact Mass | 304.240230268 |
Average Mass | 304.46688 |
SMILES | C(CC=CCC=CCC=CCC=CCCCC(O)=O)CCC |
Physicochemical Information | |
-49.5 °C | |
163 °C at 1 mmHg | |
0.9082 at 20 °C | |
1.4824 at 20 °C | |
soluble in acetone, methyl alcohol, ether and petroleum ether. | |
Constituent of many animal phospholipids, also of some ferns and mosses. Confinded to fats of land animals; brain, liver, glandular and egg lipids. | |
Metabolic product of linoleic acid (9,12-18:2). The synthesis of 5,8,11,14-20:4 occurs via the following reaction sequence in the endoplasmic reticulum Sprecher_H et al.: 9,12-18:2 --> 6,9,12-18:3 --> 8,11,14-20:3 --> 5,8,11,14-20:4. | |
There are two groups of essential fatty acids, the n-6 (or omega 6) and the n-3 (or omega 3). Arachidonic acid is n-6 fatty acids. Essential fatty acid deficiency causes skin lesion and growth retardation. Dietary supplementation of either linoleate, gamma -linoleate or arachidonate prevents such symptoms completely. The n-6 essential fatty acids have at least four roles Horrobin_DF : 1) Modulation of membrane structure. 2) Formation of bioactive molecules called eicosanoids. Arachidonic acid, which is nomally found esterifing sn-2 position of phospholipids, is released by the action of phospholipase A_2 . Free arachidonate is used for precursors of eicosanoids, such as PG_2 series of prostaglandins, leukotrienes and thromboxanes. 3) Control of the water impermeability of the skin. 4) Regulation of cholesterol synthesis and transport. | |
Spectral Information | |
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