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Merck
CN

40723

1,2-Dieicosapentaenoyl-sn-glycero-3-phosphocholine

≥99.0% (TLC)

Synonym(s):

PC, 1,2-Di-(5Z,8Z,11Z,14Z,17Z-eicosapentaenoyl)-sn-glycero-3-phosphocholine, EPAPC, PC(20:5(5Z,8Z,11Z,14Z,17Z)/20:5(5Z,8Z,11Z,14Z,17Z))

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About This Item

Empirical Formula (Hill Notation):
C48H76NO8P
CAS Number:
99296-78-3
Molecular Weight:
826.09
PubChem Substance ID:
329756013
UNSPSC Code:
12352211

Key Documents

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InChI

1S/C48H76NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h8-11,14-17,20-23,26-29,32-35,46H,6-7,12-13,18-19,24-25,30-31,36-45H2,1-5H3/b10-8-,11-9-,16-14-,17-15-,22-20-,23-21-,28-26-,29-27-,34-32-,35-33-/t46-/m1/s1

InChI key

WAIHGVAZVKEQGR-YWTDJUEZSA-N

SMILES string

O=C(CCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)OC[C@H](COP(OCC[N+](C)(C)C)([O-])=O)OC(CCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC)=O

biological source

synthetic

assay

≥99.0% (TLC)

form

paste

functional group

phospholipid

lipid type

phosphoglycerides

storage temp.

−20°C

General description

Though unusual in higher animals, di-polyunsaturated-fatty-acid phosphatidylcholine (diPUFA-PtdCho) is produced at high abundance by the roundworm Caenorhabditis elegans, especially when grown at below normal temperature. C. elegans acyltransferase is unusual in exhibiting no preference for saturated over unsaturated fatty acids.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBM6894V
BCBM3363V
BCBH2805V
1432681

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Alessandra Manca et al.
Journal of pharmaceutical and biomedical analysis, 176, 112764-112764 (2019-08-12)
An accurate and specific gas chromatography-mass spectrometry (GC-MS) method was optimized to quantify specific polyunsaturated fatty acids (PUFAs) in plasma and in erythrocyte membranes for clinical purposes. The developed and fully-validated method showed optimal linearity in addition to adequate results
A Rosa et al.
Food & function, 11(6), 5179-5191 (2020-05-22)
Eupatilin is a dietary flavonoid isolated from the alpine wormwoods, used for the genepy liqueur production. This flavone protects cells and tissues against oxidative stress and targets cancer cells, inducing cytotoxicity, cell circle arrest, apoptosis and mitochondrial dysfunction. This study
A Rosa et al.
Food & function, 10(3), 1629-1642 (2019-03-06)
The dietary sesquiterpene dienone zerumbone (ZER) selectively targets cancer cells, inducing mitochondrial dysfunction and apoptosis, and protects non-cancerous cells towards oxidative stress and insult. This study examines the in vitro effects of ZER on lipid peroxidation in biological systems (cholesterol

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