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26853-31-6

26853-31-6 Structure

26853-31-6 Structure
IdentificationBack Directory
[Name]

1-PALMITOYL-2-OLEOYL-SN-GLYCERO-3-PHOSPHOCHOLINE
[CAS]

26853-31-6
[Synonyms]

POPC
16:0-18:1 PC
3-sn-Phospha
2-oleoyl-1-palmitoyl
50-60% ALPHA, VINYL CARBONS)
L-β-Oleoyl-γ-palmitoyl-α-lecithin
1-Palmitoyl-2-Oleoyl-L-a-Lecithin
L-b-Oleoyl-g-palmitoyl-a-lecithin
1-Palmitoyl-2-oleoyl-sn-glycero-3-PC
1-Palmitoyl-2-oleoylplasmenylcholine
1-Palmitoyl-2-oleoyl-sn-3-phosphocholine
β-Oleoyl-γ-palmitoyl-L-α-phosphatidylcholine
L-BETA-OLEOYL-GAMMA-PALMITOYL-ALPHA-LECITHIN
1-palmitoyl-2-oleoyl-glycero-3-phosphocholine
3-SN-PHOSPHATIDYLCHOLINE, 2-OLEOYL-1-PALMITOYL
1-Palmityl-2-oleoyl-sn-glycero-3-phosphocholine
1-Palmitoyl-2-oleyl-sn-glycero-3-phosphocholine
2-OLEOYL-1-PALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE
1-PALMITOYL-2-OLEOYL-SN-GLYCERO-3-PHOSPHOCHOLINE
1-PALMITOYL-2-OLEOYL-SN-GLYCERO-3-PHOSPHORYLCHOLINE
PalMitoyl-2-oleoyl-sn-glycero-3-phosphocholine L-1618
L-ALPHA-PHOSPHATIDYLCHOLINE, BETA-OLEOYL-GAMMA-PALMITOYL
1-PALMITOYL-2-OLEOYL-SN-GLYCERO-3-PHOSPHOCHOLINE;16:0-18:1 PC
1-Hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine
[O-(1-O-Palmitoyl-2-O-oleoyl-L-glycero-3-phospho)choline]anion
2-Oleoyl-1-palmitoyl-sn-glycero-3-phosphocholine >=99.0% (TLC)
1-HEXADECANOYL-2-[CIS-9-OCTADECENOYL]-SN-GLYCERO-3-PHOSPHOCHOLINE
1-PALMITOYL-2-OLEOYL-SN-GLYCERO-3-PHOSPHOCHOLINE (FATTY ACIDS-D63,97%
(R)-(Z)-[4-oxido-9-oxo-7-(palmitoylmethyl)-3,5,8-trioxa-4-phosphahexacos-17-enyl)trimethylammonium 4-oxide
(7R,17Z)-4-Hydroxy-N,N,N-trimethyl-9-oxo-7-[[(1-oxohexadecyl)oxy]methyl]-3,5,8-trioxa-4-phosphahexacos-17-en-1-aminium 4-oxide, inner salt
3,5,8-Trioxa-4-phosphahexacos-17-en-1-aMiniuM,4-hydroxy-N,N,N-triMethyl-9-oxo-7-[[(1-oxohexadecyl)oxy]Methyl]-, inner salt,4-oxide, (7R,17Z)-
3-sn-Phosphatidylcholine, 2-oleoyl-1-palmitoyl, L-β-Oleoyl-γ-palmitoyl-α-lecithin, 1-Hexadecanoyl-2-(cis-9-octadecenoyl)-sn-glycero-3-phosphocholine
[EINECS(EC#)]

248-056-7
[Molecular Formula]

C42H82NO8P
[MDL Number]

MFCD00043212
[MOL File]

26853-31-6.mol
[Molecular Weight]

760.08
Chemical PropertiesBack Directory
[Melting point ]

-3 °C
[storage temp. ]

-20°C
[solubility ]

Ethanol: 25mg/ml
[form ]

A crystalline solid
[color ]

White to off-white
[biological source]

synthetic
[BRN ]

4173237
[InChIKey]

WTJKGGKOPKCXLL-ULLJZQASNA-N
[SMILES]

[C@@H](OC(=O)CCCCCCC/C=C/CCCCCCCC)(COC(=O)CCCCCCCCCCCCCCC)COP([O-])(=O)OCC[N+](C)(C)C |&1:0,r|
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)Health Hazard (GHS08)
GHS06,GHS08
[Signal word ]

Danger
[Hazard statements ]

H302-H315-H319-H331-H336-H351-H361d-H372-H412
[Precautionary statements ]

P201-P273-P301+P312+P330-P302+P352-P304+P340+P311-P308+P313
[Safety Statements ]

22-24/25
[WGK Germany ]

3
[F ]

1-8-10
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

1-Palmitoyl-2-oleoyl-sn-glycero-3-PC (POPC) is a phospholipid containing 16:0 and 18:1 fatty acids at the sn-1 and sn-2 positions, respectively. It belongs to a class of phospholipids that are a major component of biological membranes. This compound can be used for liposome production in order to study the properties of lipid bilayers.
[Uses]

Glycerophospholipids act as regulators of various enzyme activities, and can be used as biological markers to indicate pathological states.
[Application]

POPC is an important phospholipid for biophysical experiments and has been used to study various subjects such as lipid rafts. POPC is also used in systems mimicking the cell membrane such as Nanodiscs. It is available commercially synthetically and is naturally present in eukaryotic cell membranes.
[Definition]

ChEBI: 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a phosphatidylcholine 34:1 in which the 1- and 2-acyl groups are specified as hexadecanoyl (palmitoyl) and 9Z-octadecenoyl (oleoyl) respectively. It has a role as a mouse metabolite. It is a phosphatidylcholine 34:1 and a 1-acyl-2-oleoyl-sn-glycero-3-phosphocholine betaine. It is functionally related to a hexadecanoic acid and an oleic acid.
[General Description]

POPC is typically considered one of the model lipids for biophysical experiments. The fatty acid composition, i.e., saturated chain in the sn-1 position and unsaturated chain in the sn-2 position, mimics mammalian phospholipid composition. Since the major constituent in Egg PC is 1-palmitoyl-2-oleoyl PC, POPC is an excellent synthetic substitute for EPC.
[Biochem/physiol Actions]

1-palmitoyl-2-oleoyl-glycero-3-phosphocholine (POPC)or 16:0-18:1 PC plays an important role as a lung surfactant and reduces surface tension. POPC mimics natural cell membrane and may be useful for unsaturated lipids oxidation studies. Its interaction with ozone leads to oxidative decomposition at the oleoyl strand C-C moiety.
[References]

[1] MARIA JO?O MORENO  Winchil L C V  Luís M B B Estronca. Translocation of phospholipids and dithionite permeability in liquid-ordered and liquid-disordered membranes.[J]. Biophysical journal, 2006, 91 3: 873-881. DOI: 10.1529/biophysj.106.082115
Spectrum DetailBack Directory
[Spectrum Detail]

POPC(26853-31-6)1HNMR
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