(R)-(Z)-[4-Oxido-9-oxo-7-(palmitoylmethyl)-3,5,8-trioxa-4-phosphahexacos-17-enyl)trimethylammonium-4-oxid
1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine
Grundinformationen
- CAS
26853-31-6- Standard-SMILES
CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C- InChIKey
WTJKGGKOPKCXLL-VYOBOKEXSA-N- Summenformel
- C42H82NO8P
- Durchschnittliche Molmasse
- 760,1 g/mol
- Monoisotopische Masse
- 759,57780557
Überblick
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 1-acyl-2-oleoyl-sn-glycero-3-phosphocholine betaine and a phosphatidylcholine 34:1. It is functionally related to a hexadecanoic acid and an oleic acid.
Namen und Bezeichner
- Bevorzugter Name
- 1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine
- IUPAC
- [(2R)-3-hexadecanoyloxy-2-[(Z)-octadec-9-enoyl]oxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
- Lokaler Name
- (R)-(Z)-[4-Oxido-9-oxo-7-(palmitoylmethyl)-3,5,8-trioxa-4-phosphahexacos-17-enyl)trimethylammonium-4-oxid
- Englischer Name
- POPC
- Summenformel
- C42H82NO8P
- Molmasse
- 760.08
Namen und Synonyme
26853-31-6POPC1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine1-Palmitoyl-2-oleoyl-sn-glycero-3-PCPalmitoyloleoylphosphatidylcholine1-Hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholinePC(16:0/18:1(9Z))[(2R)-3-hexadecanoyloxy-2-[(Z)-octadec-9-enoyl]oxypropyl] 2-(trimethylazaniumyl)ethyl phosphateMFCD0007738770778-75-5GPCho(34:1)CHEBI:73001
Weitere Namen anzeigen
2-OLEOYL-1-PALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINEL-BETA-OLEOYL-GAMMA-PALMITOYL-ALPHA-LECITHIN3-sn-Phospha16:0-18:1 PCPOPC (short route)2-oleoyl-1-palmitoyl
Phosphatidylcholine(16:0/18:1)(R)-2-(oleoyloxy)-3-(palmitoyloxy)propyl (2-(trimethylammonio)ethyl) phosphate(R,Z)-2-(Oleoyloxy)-3-(palmitoyloxy)propyl (2-(trimethylammonio)ethyl) phosphateC42H82NO8P1-Palmitoyl-2-oleoyl-sn-glycerol-3-phosphocholineTE895536Y5(2-{[(2R)-3-(hexadecanoyloxy)-2-[(9Z)-octadec-9-enoyloxy]propyl phosphonato]oxy}ethyl)trimethylazanium1-16:0-2-18:1-phosphatidylcholine
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 13,6
- Polarare Oberfläche (TPSA)
- 111 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 8
- Frei drehbare Bindungen
- 41
- Schwere Atome
- 52
- Formalladung
- 0
- Komplexität
- 899
Experimentelle und physikochemische Eigenschaften
Lipids
Lipids -> Ambiguous Lipids
Lipids -> Glycerophospholipids [GP] -> Glycerophosphocholines [GP01] -> Diacylglycerophosphocholines [GP0101]
Physical DescriptionSolid
Collision Cross Section293.9 Ų [M+CH3COO]- [CCS Type: DT; Buffer gas: N2; Sample Type: Human bronchoalveolar lavage fluid (BALF); Dataset: Ambiguous Lipids]
Physikochemische Eigenschaften
- Schmelzpunkt
- -3 °C · -3 °C
- storage temp.
- -20 °C · -20°C
- Löslichkeit
- 25 mg/ml · Ethanol: 25mg/ml
- Aggregatzustand
- A crystalline solid
- Farbe
- White to off-white
- Biologische Quelle
- synthetic
- BRN
- 4173237 · 4173237
- InChIKey
- WTJKGGKOPKCXLL-ULLJZQASNA-N
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Sicherheitsdaten
- F
- 1-8-10
- wgk
- 3
- safety_code
- 22-24/25
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Pharmakologische Informationen
Tissue LocationsAll Tissues
Cellular LocationsExtracellular
Anwendungen
Beschreibung1-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.
VerwendenThe effect of non-ionic detergent on liposomes was studied with giant POPC liposomes. Increasing concentrations of detergent cause tubular protrusions, then indentations, to develop on spherical liposomes. At higher detergent concentrations, the liposomes burst.
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