An internal standard for the quantification of EPA
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Eicosapentaenoic Acid 1,2,3,4,5-13C

Item No. 30017

Technical Information
Formal Name
5Z,8Z,11Z,14Z,17Z-eicosapentaenoic-1,2,3,4,5-13C5 acid
Synonyms
  • EPA 1,2,3,4,5-13C
  • FA 20:5-13C
Molecular Formula
C15[13C]5H30O2
Formula Weight
Purity
≥98%
Formulation
A 100 µg/ml solution in methanol
Methanol: 1 mg/ml
SMILES
CC/C=C\C/C=C\C/C=C\C/C=C\C/C=[13CH]\[13CH2][13CH2][13CH2][13C](O)=O
InChi Code
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-/i16+1,17+1,18+1,19+1,20+1
InChi Key
JAZBEHYOTPTENJ-NPDOUCMNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Eicosapentaenoic acid 1,2,3,4,5-13C (EPA 1,2,3,4,5-13C) is intended for use as an internal standard for the quantification of EPA (Item Nos. 90110 | 90110.1 | 21908) by GC- or LC-MS. EPA is an ω-3, polyunsaturated fatty acid that has been found in fish oil.1 It inhibits RANKL-induced increases in TNF-α levels in RAW 264.7 cells when used at concentrations of 50 and 100 µM.2 EPA (65 pM) reduces thrombin-induced aggregation of, and increases thromboxane 3 (TXA3) levels in, platelets from isolated human platelet-rich plasma.3 It reduces RANKL-induced TGF-β receptor-associated protein 1 (TRAP1) stimulation of osteoclast differentiation in RAW 264.7 cells when used at concentrations of 50 and 100 µM and decreases RANKL-induced bone resorption in RAW 264.7 cells at 50 µM.2 EPA (50 µg/ml) decreases aspartate aminotransferase activity in dogs.4 It prevents reductions in brain perfusion and increases in cortical and striatal infarct volumes, as well as improves lateral coordination and posture, in a rat model of ischemia and reperfusion when administered at a dose of 100 mg/kg per day.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Takeuchi, H., Inoue, J., Yoshida, M., et alDietary effects of n-3 eicosapentaenoic acid on essential fatty acid-deficiency symptoms of rats. Agric. Biol. Chem. 53(12), 3225-3232 (1989).

    2. Rahman, M.M., Bhattacharya, A., and Fernandes, G. Docosahexaenoic acid is more potent inhibitor of osteoclast differentiation in RAW 264.7 cells than eicosapentaenoic acid. J. Cell. Physiol. 214(1), 201-209 (2008).

    3. Dyerberg, J., Bang, H.O., Stoffersen, E., et alEicosapentaenoic acid and prevention of thrombosis and atherosclerosis? Lancet 2(8081), 117-119 (1978).

    4. Liu, Y., and Chen, D. A preliminary study on intravenous infusion of sodium eicosapentaenoate. Drug Dev. Ind. Pharm. 26(2), 189-191 (2000).

    5. Ueda, M., Inaba, T., Nito, C., et alTherapeutic impact of eicosapentaenoic acid on ischemic brain damage following transient focal cerebral ischemia in rats. Brain Res. 1519, 95-104 (2013).