1-stearoyl-2-linoleoyl-sn-glycero-3-phosphoethanolamine - ≥99% , CAS No.7266-53-7

CAS: 7266-53-7 Cat. No.: S130474 Molecular Weight: 744.034 PubChem CID: 9546749

GRADE & PURITY ≥99%

Synonyms

PE(18:0/18:2(9Z,12Z))|1-stearoyl-2-linoleoyl-sn-glycero-3-phosphoethanolamine|7266-53-7|PE(18:0/18:2)|PE(18:0/18:2n6)|PE(18:0/18:2w6)|18:0-18:2 PE|Stearin, 2-linoleo-1-, 3-phosphate, 2-aminoethyl ester, D-(-|1-stearoyl-2-linoleoyl-GPE|1-octadecanoyl-2-(9Z

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Application

228,229

Overview

Phosphatidylethanolamine (PE) is a membrane phospholipid and the types depend on the combination of free fatty acids on the α and β position.

18:0-18:2 Phosphatidylethanolamine (PE) is suitable for use

· in the preparation of monolayers

· in the preparation of glucose-PE and lactose-PE as standards in multiple reaction monitoring (MRM) and mass spectrometry (MS/MS) analysis

· as standards for mass spectrometry-electrospray ionization (MS-ESI)

Specifications

Synonyms

PE(18:0/18:2(9Z, 12Z)) | 1-stearoyl-2-linoleoyl-sn-glycero-3-phosphoethanolamine | 7266-53-7 | PE(18:0/18:2) | PE(18:0/18:2n6) | PE(18:0/18:2w6) | 18:0-18:2 PE | Stearin, 2-linoleo-1-, 3-phosphate, 2-aminoethyl ester, D-(- | 1-stearoyl-2-linoleoyl-GPE | 1-octadecanoyl-2-(9Z

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

Phosphatidylethanolamine (PE) is implicated in a numerous function like membrane fusion, cell cycle, autophagy, apoptosis, and cognitive function. 18:0-18:2 Phosphatidylethanolamine (PE) is one of the non-glycated PE in powdered milk. It is a beneficial s

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: CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCCN)OC(=O)CCCCCCCC=CCC=CCCCCC
• IUPAC Name: [(2R)-3-[2-aminoethoxy(hydroxy)phosphoryl]oxy-2-[(9Z,12Z)-octadeca-9,12-dienoyl]oxypropyl] octadecanoate
• InChIKey: YDTWOEYVDRKKCR-KNERPIHHSA-N
• INCHI: 1S/C41H78NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,18,20,39H,3-11,13,15-17,19,21-38,42H2,1-2H3,(H,45,46)/b14-12-,20-18-/t39-/m1/s1
• Isomeric SMILES: CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC
• PubChem CID: 9546749
• Molecular Weight: 744.034

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: Phosphatidylethanolamines
• Alternative Parents: Phosphoethanolamines Fatty acid esters Dialkyl phosphates Dicarboxylic acids and derivatives Carboxylic acid esters Amino acids and derivatives Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Diacylglycero-3-phosphoethanolamine - Phosphoethanolamine - Fatty acid ester - Dialkyl phosphate - Dicarboxylic acid or derivatives - Organic phosphoric acid derivative - Phosphoric acid ester - Alkyl phosphate - Fatty acyl - Amino acid or derivatives - Carboxylic acid ester - Carboxylic acid derivative - Organopnictogen compound - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Amine - Primary aliphatic amine - Organic nitrogen compound - Primary amine - Carbonyl group - Organic oxide - Hydrocarbon derivative - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as phosphatidylethanolamines. These are glycerophosphoetahnolamines in which two fatty acids are bonded to the glycerol moiety through ester linkages.
• External Descriptors: Diacylglycerophosphoethanolamines

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: 744.000 g/mol
• XLogP3: 10.800
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 41
• Exact Mass: 743.547 Da
• Monoisotopic Mass: 743.547 Da
• Topological Polar Surface Area: 134.000 Ų
• Heavy Atom Count: 51
• Formal Charge: 0
• Complexity: 897.000
• 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

References

1. Fenghua Wang, Zehui Guo, Zixuan Yang, Xueying Li, Xue Zhang, Xiangyang Ma, Zhuoxuan Han, Fuping Lu, Yihan Liu.  (2022)  Utilization of Soybean Oil Waste for a High-Level Production of Ceramide by a Novel Phospholipase C as an Environmentally Friendly Process.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:35229592] [10.1021/acs.jafc.1c08362]

2. Qiao Liu, Ruhui Long, Chaoxiang Lin, Xinping Bi, Zhibin Liang, Yi Zhen Deng.  (2024)  Phosphatidylethanolamines link ferroptosis and autophagy during appressorium formation of rice blast fungus.  MOLECULAR PLANT PATHOLOGY,  25  (7): (e13489).  [PMID:38956897] [10.1111/mpp.13489]