Arachidonic acid
Fatty acid used metabolically in many organisms / From Wikipedia, the free encyclopedia
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Arachidonic acid (AA, sometimes ARA) is a polyunsaturated omega-6 fatty acid 20:4(ω-6), or 20:4(5,8,11,14).[2] It is structurally related to the saturated arachidic acid found in cupuaçu butter.[3] Its name derives from the ancient Greek neologism arachis (peanut), but peanut oil does not contain any arachidonic acid.[4]
Quick Facts Names, Identifiers ...
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Names | |||
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Preferred IUPAC name
(5Z,8Z,11Z,14Z)-Icosa-5,8,11,14-tetraenoic acid[1] | |||
Other names
5,8,11,14-all-cis-Eicosatetraenoic acid; all-cis-5,8,11,14-Eicosatetraenoic acid; Arachidonate | |||
Identifiers | |||
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3D model (JSmol) |
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3DMet | |||
1713889 | |||
ChEBI | |||
ChEMBL | |||
ChemSpider |
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DrugBank |
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ECHA InfoCard | 100.007.304 | ||
EC Number |
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58972 | |||
KEGG |
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MeSH | Arachidonic+acid | ||
PubChem CID |
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RTECS number |
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UNII | |||
CompTox Dashboard (EPA) |
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Properties | |||
C20H32O2 | |||
Molar mass | 304.474 g·mol−1 | ||
Density | 0.922 g/cm3 | ||
Melting point | −49 °C (−56 °F; 224 K) | ||
Boiling point | 169 to 171 °C (336 to 340 °F; 442 to 444 K) at 0.15 mmHg | ||
log P | 6.994 | ||
Acidity (pKa) | 4.752 | ||
Hazards | |||
GHS labelling: | |||
Warning | |||
H302, H312, H315, H319, H332, H335 | |||
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, P501 | |||
NFPA 704 (fire diamond) | |||
Flash point | 113 °C (235 °F; 386 K) | ||
Related compounds | |||
Related compounds |
Eicosatetraenoic acid | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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