5,8,11,14-Eicosatetraenoicacid, (5Z,8Z,11Z,14Z)-

The IUPAC name of Arachidonic acid is (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid. With the CAS registry number 506-32-1, it is also named as 5,8,11,14-Eicosatetraenoic acid. The product's categories are Industrial / Fine Chemicals; Fatty & Aliphatic Acids, Esters, Alcohols & Derivatives; Mixed Fatty Acids; Higher Fatty Acids & Higher Alcohols; Unsaturated Higher Fatty Acids; Biochemistry; Fatty Acid Derivatives & Lipids; Glycerols. Besides, it is colorless to light yellow oil, which should be stored in in a tightly closed container in a cool, dry, well-ventilated area away from incompatible substances below -20 °C. It may form explosive peroxides. When you are using this chemical, please avoid contact with skin and eyes.

The other characteristics of this product can be summarized as: (1)EINECS: 208-033-4; (2)ACD/LogP: 6.99; (3)# of Rule of 5 Violations: 1; (4)ACD/LogD (pH 5.5): 6.175; (5)ACD/LogD (pH 7.4): 4.378; (6)ACD/BCF (pH 5.5): 18467.777; (7)ACD/BCF (pH 7.4): 294.752; (8)ACD/KOC (pH 5.5): 23056.098; (9)ACD/KOC (pH 7.4): 367.984; (10)#H bond acceptors: 2; (11)#H bond donors: 1; (12)#Freely Rotating Bonds: 14; (13)Index of Refraction: 1.501; (14)Molar Refractivity: 96.502 cm³; (15)Molar Volume: 327.755 cm³; (16)Surface Tension: 35.226 dyne/cm; (17)Density: 0.929 g/cm³; (18)Flash Point: 336.308 °C; (19)Melting point: -49.5 °C; (20)Solubility: Ethanol: ≥10 mg/mL; (21)Enthalpy of Vaporization: 72.345 kJ/mol; (22)Boiling Point: 407.45 °C at 760 mmHg; (23)Vapour Pressure: 0 mmHg at 25 °C.

Preparation of Arachidonic acid: you can get mycelium by the fermentation and cultivating of white Mortierella alpina. Then please filtrate and squeeze. And you will obtain the product by purification, after use CO₂ to extract.

Uses of Arachidonic acid: this chemical is a precursor in the production of eicosanoids. It is also used to produce the prostaglandins, prostacyclin, thromboxanes, and leukotrienes. Moreover, it is used in the biosynthesis of anandamide. The product is necessary for the repair and growth of skeletal muscle tissue. In addition, it can help to maintain hippocampal cell membrane fluidity and protect the brain from oxidative stress by activating perioxisomal proliferator-activated receptor-y. Furthermore, it can be used to produce Eicosa-5c,8c,11c,14c-tetraen-1-ol.



This reaction needs LiAlH₄ and Diethyl ether at temperature of 10 °C for 30 min. The yield is 100 %.

People can use the following data to convert to the molecule structure.
(1)SMILES: CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O
(2)InChI: InChI=1/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-15-
(3)InChIKey: YZXBAPSDXZZRGB-DOFZRALJBE
(4)Std. InChI: InChI=1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-15-
(5)Std. InChIKey: YZXBAPSDXZZRGB-DOFZRALJSA-N

The toxicity data is as follows: