44864

cis-5,8,11,14,17-Eicosapentaenoic acid

analytical standard

• Synonym(s): EPA, Timnodonic acid
• Linear Formula: CH₃(CH₂CH=CH)₅(CH₂)₃CO₂H
• CAS Number: 10417-94-4
• Molecular Weight: 302.45
• Beilstein/REAXYS Number: 1714433
• MDL number: MFCD00065716
• UNSPSC Code: 85151701
• PubChem Substance ID: 329756555
• NACRES: NA.24

Properties

• biological source: fish oil
• Quality Level: 100
• grade: analytical standard
• assay: ≥98.5% (GC)
• shelf life: limited shelf life, expiry date on the label
• technique(s): HPLC: suitable; gas chromatography (GC): suitable
• refractive index: n20/D 1.4977 (lit.)
• mp: −54-−53 °C (lit.)
• density: 0.943 g/mL at 25 °C (lit.)
• format: neat
• functional group: carboxylic acid
• storage temp.: −20°C
• SMILES string: CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(O)=O
• InChI: 1S/C20H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-19H2,1H3,(H,21,22)/b4-3-,7-6-,10-9-,13-12-,16-15-
• InChI key: JAZBEHYOTPTENJ-JLNKQSITSA-N

Description

General description

cis-5,8,11,14,17-Eicosapentaenoic acid belongs to the class of long-chain omega-3 polyunsaturated fatty acids. It is synthesized in the human body from the essential fatty acid alpha-linolenic acid.

Application

This analyticalstandard can also be used as follows:

• Optimization of capillary zone electrophoresis procedurecoupled with direct absorption UV detection (CZE-UV) to determine eicosapentaenoicacid and docosahexaenoic acids after their methylation in 10 different samplesof commercial omega-3 supplements
• Simultaneous determination of eicosapentaenoic acid,docosahexaenoic acid, and arachidonic acid in human plasma samples by high-performanceliquid chromatography-electrochemical detection (HPLC-ECD)
• Separation, identification, and quantification of eicosapentaenoicacid, docosahexaenoic acid, and arachidonic acid in human plasma samples by high-performanceliquid chromatography combined with tandem mass spectrometry (HPLC-MS/MS)

Biochem/physiol Actions

5-Lipoxygenase inhibitor; reduces thromboxane A₂ production.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: 200.1 °F - closed cup
• flash_point_c: 93.4 °C - closed cup
• ppe: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter