1-tridecanoyl-2-hydroxy-sn-glycero-3-phosphocholine - ≥99% , CAS No.20559-17-5

CAS: 20559-17-5 Cat. No.: T130490 Molecular Weight: 453.55

GRADE & PURITY ≥99%

Synonyms

1-tridecanoyl-sn-glycero-3-phosphocholine|20559-17-5|PC(13:0/0:0)|[(2R)-2-hydroxy-3-tridecanoyloxypropyl] 2-(trimethylazaniumyl)ethyl phosphate|CHEMBL447595|CHEBI:187987|DTXSID801347065|LMGP01050001|(2R)-2-Hydroxy-3-(tridecanoyloxy)propyl 2-(trimethylammo

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Product Describtion:
>99% (LPC; may contain up to 10% of the 2-LPC isomer, TLC)

Product Application：

13:0 Lyso PC has been used:

1.as an internal standard: for the quantification of targeted infant metabolites

2.used as an internal standard in liquid chromatography-mass spectrometry (LC-MS) to identify changes in lipid profile of eggs

3.as an internal standard for tandem mass spectrometry analysis of lipid species

Specifications

Synonyms

1-tridecanoyl-sn-glycero-3-phosphocholine | 20559-17-5 | PC(13:0/0:0) | [(2R)-2-hydroxy-3-tridecanoyloxypropyl] 2-(trimethylazaniumyl)ethyl phosphate | CHEMBL447595 | CHEBI:187987 | DTXSID801347065 | LMGP01050001 | (2R)-2-Hydroxy-3-(tridecanoyloxy)propyl 2-(trimethylammo

Specifications & Purity

≥99%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 504769823
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504769823
• Canonical Smiles: CCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)O
• IUPAC Name: [(2R)-2-hydroxy-3-tridecanoyloxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
• InChIKey: WNRCJJWBAXNAPE-HXUWFJFHSA-N
• INCHI: 1S/C21H44NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-21(24)27-18-20(23)19-29-30(25,26)28-17-16-22(2,3)4/h20,23H,5-19H2,1-4H3/t20-/m1/s1
• Isomeric SMILES: CCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)O
• Molecular Weight: 453.55
• Reaxy-Rn: 5641538
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=5641538&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Glycerophospholipids
      • Subclass Glycerophosphocholines
        • Level5 Lysophosphatidylcholines
          • Level6 1-acyl-sn-glycero-3-phosphocholines

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Glycerophospholipids
• Subclass: Glycerophosphocholines
• Intermediate Tree Nodes: Lysophosphatidylcholines
• Direct Parent: 1-acyl-sn-glycero-3-phosphocholines
• Alternative Parents: Phosphocholines Fatty acid esters Dialkyl phosphates Tetraalkylammonium salts Secondary alcohols Carboxylic acid esters Monocarboxylic acids and derivatives Organic salts Organic oxides Hydrocarbon derivatives Carbonyl compounds Amines Organic cations
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: 1-acyl-sn-glycero-3-phosphocholine - Phosphocholine - Choline - Fatty acid ester - Dialkyl phosphate - Organic phosphoric acid derivative - Fatty acyl - Phosphoric acid ester - Alkyl phosphate - Tetraalkylammonium salt - Quaternary ammonium salt - Carboxylic acid ester - Secondary alcohol - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic salt - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Amine - Alcohol - Organic cation - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as 1-acyl-sn-glycero-3-phosphocholines. These are glycerophosphocholines in which the glycerol is esterified with a fatty acid at O-1 position, and linked at position 3 to a phosphocholine.
• External Descriptors: Monoacylglycerophosphocholines

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

• Molecular Weight: 453.500 g/mol
• XLogP3: 3.900
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 21
• Exact Mass: 453.286 Da
• Monoisotopic Mass: 453.286 Da
• Topological Polar Surface Area: 105.000 Ų
• Heavy Atom Count: 30
• Formal Charge: 0
• Complexity: 474.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1