(R)-1-[[[(2-Aminoethoxy)hydroxyphosphinoyl]oxy]methyl]ethan-1,2-diyldihexadecanoat
1,2-Dipalmitoyl-sn-glycero-3-phosphoethanolamine
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Grundinformationen
- CAS
923-61-5- Standard-SMILES
CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN)OC(=O)CCCCCCCCCCCCCCC- InChIKey
SLKDGVPOSSLUAI-PGUFJCEWSA-N- Summenformel
- C37H74NO8P
- Durchschnittliche Molmasse
- 692 g/mol
- Monoisotopische Masse
- 691,51520496
Überblick
1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine is a 1,2-diacyl-sn-glycero-3-phosphoethanolamine in which the 1- and 2-acyl groups are both specified as hexadecanoyl (palmitoyl). It has a role as a mouse metabolite. It is functionally related to a hexadecanoic acid. It is a tautomer of a 1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine zwitterion.
Namen und Bezeichner
- Bevorzugter Name
- 1,2-Dipalmitoyl-sn-glycero-3-phosphoethanolamine
- IUPAC
- [(2R)-3-[2-aminoethoxy(hydroxy)phosphoryl]oxy-2-hexadecanoyloxypropyl] hexadecanoate
- Lokaler Name
- (R)-1-[[[(2-Aminoethoxy)hydroxyphosphinoyl]oxy]methyl]ethan-1,2-diyldihexadecanoat
- Englischer Name
- 1,2-Dipalmitoyl-sn-glycero-3-phosphoethanolamine
- Summenformel
- C37H74NO8P
- Molmasse
- 691.97
Namen und Synonyme
923-61-51,2-Dipalmitoyl-sn-glycero-3-phosphoethanolamine1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine4FWH120Z1ZCHEBI:731271,2-Dihexadecanoyl-sn-glycerol-3-phosphorylethanolamine2-aminoethyl (2R)-2,3-bis(palmitoyloxy)propyl hydrogen phosphate2-aminoethyl (2R)-2,3-bis(hexadecanoyloxy)propyl hydrogen phosphateRefChem:411644213-097-1C37H74NO8PPE(16:0/16:0)
Weitere Namen anzeigen
16:0 PEL-DPPESGX145SGX-145dipalmitoylDPPE L-2116beta-L-OddCCAS_923-61-5
Dipalmitoyl phosphatidylethanolamineMFCD00036776EINECS 213-097-11,2-Dipalmitoyl-sn-glycero-3-phosphorylethanolamineGPEtn(32:0)Phophatidylethanolamine(32:0)DI-PALMITOYL-3-SN-PHOSPHATIDYLETHANOLAMINEGPEtn(16:0/16:0)
Eigenschaften
Berechnete StruktureigenschaftenWird ergänzt
- XLogP
- 10,3
- Polarare Oberfläche (TPSA)
- 134 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 9
- Frei drehbare Bindungen
- 39
- Schwere Atome
- 47
- Formalladung
- 0
- Komplexität
- 754
Experimentelle und physikochemische Eigenschaften
DrugsPharmaceuticals -> Listed in ZINC15
Lipids
Lipids -> Unambiguous Lipids
Lipids -> Glycerophospholipids [GP] -> Glycerophosphoethanolamines [GP02] -> Diacylglycerophosphoethanolamines [GP0201]
Physical DescriptionSolid
Collision Cross Section
260.5 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Sample Type: Human bronchoalveolar lavage fluid (BALF); Dataset: Unambiguous Lipids]
262.5 Ų [M-H]-
Physikochemische Eigenschaften
- Schmelzpunkt
- 195 to · 195.0 to 199.0 °C
- Siedepunkt
- 723.6 · 723.6±70.0 °C(Predicted)
- Dichte
- 1.01 · 1.010±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- Löslichkeit
- Methanol (Slightly)
- Aggregatzustand
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Gefahrenhinweise
Regulatory Information
Hexadecanoic acid, (1R)-1-(2-aminoethoxy)hydroxyphosphinyloxymethyl-1,2-ethanediyl ester: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Sicherheitsdaten
- wgk
- 3
- hs_code
- 29232000
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Pharmakologische Informationen
MeSH Pharmacological Classification
Drugs or agents which antagonize or impair any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.
Tissue LocationsAll Tissues
Cellular LocationsExtracellular
Metabolite PathwaysPhosphatidylcholine Biosynthesis PC(16:0/16:0)
Anwendungen
Beschreibung1,2-Dipalmitoyl-sn-glycero-3-PE (1,2-DPPE) is a naturally occurring PE containing C16:0 fatty acids at the sn-1 and sn-2 positions. It belongs to a class of phospholipids that are the most abundant lipids in the inner leaflet of the plasma membrane. 1,2-DPPE interacts with cholesterol to form a condensed lipid monolayer with tight hydrogen bonding of the 1,2-DPPE interheadgroups, resulting in a more fluid membrane that may aid in transport and signaling across the bilayer.1,2-Dipalmitoyl-sn-glycero-3-PE MaxSpec® standard is a quantitative grade standard of 1,2-dipalmitoyl-sn-glycero-3-PE that has been prepared specifically for mass spectrometry and related applications where quantitative reproducibility is required. The solution has been prepared gravimetrically and is supplied in a deactivated glass ampule sealed under argon. The concentration was verified by comparison to an independently prepared calibration standard. This 1,2-dipalmitoyl-sn-glycero-3-PE MaxSpec® standard is guaranteed to meet identity, purity, stability, and concentration specifications and is provided with a batch-specific certificate of analysis. Ongoing stability testing is performed to ensure the concentration remains accurate throughout the shelf life of the product. Note: The amount of solution added to the vial is in excess of the listed amount. Therefore, it is necessary to accurately measure volumes for preparation of calibration standards. Follow recommended storage and handling conditions to maintain product quality.
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