1-(1Z-octadecenyl)-2-oleoyl-sn-glycero-3-phosphoethanolamine - ≥99% , CAS No.144371-68-6

CAS: 144371-68-6 Cat. No.: Z130482 Molecular Weight: 730.05

GRADE & PURITY ≥99%

Synonyms

C18(Plasm)-18:1 PE | 1-O-1′-(Z)-octadecenyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine | GPEtn(18:0p/18:1(9Z))

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Phosphatidylethanolamine is an aminophospholipid. It is present in eukaryotic and prokaryotic cells.Phosphatidylethanolamine is one of the most abundant glycerophospholipids in the biological membranes. It is found in nervous tissue.

Application：

C18(Plasm)-18:1 PE has been used as a lipid standard in the optimization of the liquid chromatography-mass spectrometry (LC-MS).

Specifications

Synonyms

C18(Plasm)-18:1 PE | 1-O-1′-(Z)-octadecenyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine | GPEtn(18:0p/18:1(9Z))

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

Phosphatidylethanolamine forms pure lipid structures, which regulate membrane fluidity in eukaryotic cells. Phosphatidylethanolamine plays a major role in autophagy, cell division and protein folding. It functions as a precursor for the synthesis of vario

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

• Canonical Smiles: CCCCCCCCCCCCCCCCC=COCC(COP(=O)(O)OCCN)OC(=O)CCCCCCCC=CCCCCCCCC
• IUPAC Name: [(2R)-1-[2-aminoethoxy(hydroxy)phosphoryl]oxy-3-[(Z)-octadec-1-enoxy]propan-2-yl] (Z)-octadec-9-enoate
• InChIKey: XVYPOHCSLJZFED-QZEVRULJSA-N
• INCHI: 1S/C41H80NO7P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-36-46-38-40(39-48-50(44,45)47-37-35-42)49-41(43)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h18,20,33,36,40H,3-17,19,21-32,34-35,37-39,42H2,1-2H3,(H,44,45)/b20-18-,36-33-/t40-/m1/s1
• Isomeric SMILES: CCCCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN)OC(=O)CCCCCCC/C=C\CCCCCCCC
• Molecular Weight: 730.05
• Reaxy-Rn: 28310411
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=28310411&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Glycerophospholipids
• Subclass: Glycerophosphoethanolamines
• Intermediate Tree Nodes: Not available
• Direct Parent: 1-(1Z-alkenyl),2-acylglycerophosphoethanolamines
• Alternative Parents: Glycerol vinyl ethers Phosphoethanolamines Fatty acid esters Dialkyl phosphates Carboxylic acid esters Amino acids and derivatives Monocarboxylic acids and derivatives Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: 1-(1z-alkenyl),2-acylglycerophosphoethanolamine - Glycerol vinyl ether - Phosphoethanolamine - Fatty acid ester - Dialkyl phosphate - Fatty acyl - Alkyl phosphate - Organic phosphoric acid derivative - Phosphoric acid ester - Amino acid or derivatives - Carboxylic acid ester - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Organic oxide - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Primary amine - Primary aliphatic amine - Organic oxygen compound - Amine - Carbonyl group - Organopnictogen compound - Hydrocarbon derivative - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as 1-(1z-alkenyl),2-acylglycerophosphoethanolamines. These are glycerophosphoethanolamines that carry exactly one acyl chain attached to the glycerol moiety through an ester linkage at the O2-position, and one 1Z-alkenyl chain attached through an ether linkage at the O1-position.
• External Descriptors: 1-(1Z-alkenyl),2-acylglycerophosphoethanolamines

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

Chemical and Physical Properties

• Molecular Weight: 730.000 g/mol
• XLogP3: 12.000
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 41
• Exact Mass: 729.567 Da
• Monoisotopic Mass: 729.567 Da
• Topological Polar Surface Area: 117.000 Ų
• Heavy Atom Count: 50
• Formal Charge: 0
• Complexity: 823.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 2
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 2
• Covalently-Bonded Unit Count: 1