1-oleoyl-2-palmitoyl-sn-glycero-3-phosphocholine - ≥95% , CAS No.59491-62-2

CAS: 59491-62-2 Cat. No.: O130459 Molecular Weight: 760.076

GRADE & PURITY ≥95%

Synonyms

18:1-16:0 PC | 1-Oleoyl-2-Palmitoyl-sn-glycero-3-PC | 1-Oleoyl-2-Palmitoyl-sn-glycero-3-Phosphocholine | L-α-1-Oleoyl-2-Palmitoyl-Phosphatidylcholine | 1,2-OPPC | PC(18:1(9Z)/16:0)

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Application

228,229

Overview

Application：

18:1-16:0 PC (1-oleoyl-2-palmitoyl-sn-glycero-3-phosphocholine) may be used:

1）as a lipid standard in ultra-performance liquid chromatography (UPLC) analyses；

2）as a component in liposomes to study the cell proliferation of several cell lines；

3）in liposomes for cross-linking experiment；

1-Oleoyl-2-palmitoyl-sn-glycero-3-phosphocholine is used in the pharmaceutical formulation for the prodn. of antiviral medication effective for dengue and zika

Explanation：

Phosphatidylcholines (PCs) are mainly located on the outer leaflets of the biological membrane bilayer;

Specifications

Synonyms

18:1-16:0 PC | 1-Oleoyl-2-Palmitoyl-sn-glycero-3-PC | 1-Oleoyl-2-Palmitoyl-sn-glycero-3-Phosphocholine | L-α-1-Oleoyl-2-Palmitoyl-Phosphatidylcholine | 1, 2-OPPC | PC(18:1(9Z)/16:0)

Specifications & Purity

≥95%

Biochemical and Physiological Mechanisms

Phosphatidylcholine (PC) serves as a major source for eicosanoids

Storage

Protected from light, Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥95%

Names and Identifiers

• Canonical Smiles: CCCCCCCCCCCCCCCC(=O)OC(COC(=O)CCCCCCCC=CCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C
• IUPAC Name: [(2R)-2-hexadecanoyloxy-3-[(Z)-octadec-9-enoyl]oxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
• InChIKey: RRVPPYNAZJRZFR-VYOBOKEXSA-N
• INCHI: 1S/C42H82NO8P/c1-6-8-10-12-14-16-18-20-21-23-24-26-28-30-32-34-41(44)48-38-40(39-50-52(46,47)49-37-36-43(3,4)5)51-42(45)35-33-31-29-27-25-22-19-17-15-13-11-9-7-2/h20-21,40H,6-19,22-39H2,1-5H3/b21-20-/t40-/m1/s1
• Isomeric SMILES: CCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCC/C=C\CCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C
• WGK Germany: 1
• Molecular Weight: 760.076
• Reaxy-Rn: 4173239
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4173239&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Glycerophospholipids
      • Subclass Glycerophosphocholines

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Glycerophospholipids
• Subclass: Glycerophosphocholines
• Intermediate Tree Nodes: Not available
• Direct Parent: Phosphatidylcholines
• Alternative Parents: Phosphocholines Fatty acid esters Dialkyl phosphates Dicarboxylic acids and derivatives Tetraalkylammonium salts Carboxylic acid esters Organopnictogen compounds Organic salts Organic oxides Hydrocarbon derivatives Carbonyl compounds Amines
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Diacylglycero-3-phosphocholine - Phosphocholine - Fatty acid ester - Dialkyl phosphate - Dicarboxylic acid or derivatives - Organic phosphoric acid derivative - Phosphoric acid ester - Alkyl phosphate - Fatty acyl - Quaternary ammonium salt - Tetraalkylammonium salt - Carboxylic acid ester - Carboxylic acid derivative - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Organooxygen compound - Organonitrogen compound - Organic oxide - Organopnictogen compound - Amine - Organic salt - Hydrocarbon derivative - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as phosphatidylcholines. These are glycerophosphocholines in which the two free -OH are attached to one fatty acid each through an ester linkage.
• External Descriptors: Diacylglycerophosphocholines

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Ethanol: 25 mg/ml
• Sensitivity: light sensitive；air sensitive
• Molecular Weight: 760.100 g/mol
• XLogP3: 13.600
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 41
• Exact Mass: 759.578 Da
• Monoisotopic Mass: 759.578 Da
• Topological Polar Surface Area: 111.000 Ų
• Heavy Atom Count: 52
• Formal Charge: 0
• Complexity: 899.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1