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

SIAL/44864 - analytical standard

Synonym: EPA; Timnodonic acid

CAS Number: 10417-94-4
Empirical Formula (Hill Notation): C20H30O2
Molecular Weight: 302.45
MDL Number: MFCD00065716
Linear Formula: CH3(CH2CH=CH)5(CH2)3CO2H
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-44864-100MG 100 mg
$193.00
1/EA
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45-44864-500MG 500 mg
$756.00
1/EA
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assay ≥98.5% (GC)
biological source fish oil
density 0.943 g/mL at 25 °C (lit.)
format neat
functional group carboxylic acid
grade analytical standard
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
mp −54-−53 °C (lit.)
Quality Level 100 
refractive index n20/D 1.4977 (lit.)
shelf life limited shelf life, expiry date on the label
SMILES string CC/C=CC/C=CC/C=CC/C=CC/C=CCCCC(O)=O
storage temp. −20°C
technique(s) gas chromatography (GC): suitable
  HPLC: suitable
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.
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.
Other Notes: Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Packaging: Bottomless glass bottle. Contents are inside inserted fused cone.
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) 200.1 °F - closed cup
Flash Point(C) 93.4 °C - closed cup
Purity ≥98.5% (GC)
mp −54-−53 °C (lit.)
Density 0.943 g/mL at 25 °C (lit.)
Refractive Index n20/D 1.4977 (lit.)
Storage Temp. −20°C
UNSPSC 85151701

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