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E2011
cis-5,8,11,14,17-Eicosapentaenoic acid
cis-5,8,11,14,17-Eicosapentaenoic acid
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from fish oil, ≥99% (GC), liquid, 5-Lipoxygenase inhibitor
Synonym(s):
EPA, Timnodonic acid
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10 MG
€277.00
25 MG
€550.00
50 MG
€989.00
100 MG
€1,760.00
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10 MG
€277.00
25 MG
€550.00
50 MG
€989.00
100 MG
€1,760.00
About This Item
Linear Formula:
CH3(CH2CH=CH)5(CH2)3CO2H
CAS Number:
Molecular Weight:
302.45
Beilstein:
1714433
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.77
Product Name
cis-5,8,11,14,17-Eicosapentaenoic acid, ≥99%
biological source
fish oil
Quality Level
Assay
≥99%
form
liquid
refractive index
n20/D 1.4977 (lit.)
mp
−54-−53 °C (lit.)
solubility
methanol: 50 mg/mL, clear, colorless
density
0.943 g/mL at 25 °C (lit.)
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
Gene Information
human ... ALOX5(240)
mouse ... ALOX5(11689), Pparg(19016)
rat ... ALOX5(25290)
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This Item | 44864 | E6627 | L2376 |
|---|---|---|---|
| assay ≥99% | assay ≥98.5% (GC) | assay ≥99% (capillary GC) | assay ≥99% |
| form liquid | form - | form film or powder | form - |
| Quality Level 200 | Quality Level 100 | Quality Level 200 | Quality Level 200 |
| storage temp. −20°C | storage temp. −20°C | storage temp. −20°C | storage temp. −20°C |
| solubility methanol: 50 mg/mL, clear, colorless | solubility - | solubility methanol: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow | solubility - |
| biological source fish oil | biological source fish oil | biological source synthetic (organic) | biological source - |
General description
Eicosapentaenoic acid is a polyunsaturated fatty acid (PUFAs) and is synthesized from linolenic acid. It is distributed in phospholipid bilayers of the cell membrane, synaptic membranes of the brain and retina.[1] It is obtained majorly from fish oil, seaweed, phytoplankton, and camelina.[2] Being an Omega-3 fatty acid, it shows cis-trans conformations.[3]
Application
cis-5,8,11,14,17-Eicosapentaenoic acid has been used:
- to test pharmacologic effect on steatosis in hepatocytes[4]
- as an analytical standard in Raman spectra measurements to characterize human breast cancer samples[5]
- in lipid peroxidation assay in mouse embryonic fibroblasts and in pre-treatment of cells for cell viability studies[6]
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
200.1 °F - closed cup
Flash Point(C)
93.4 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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