1,2-dilauroyl-sn-glycero-3-phosphate (sodium salt) - ≥99% , CAS No.108321-06-8

CAS: 108321-06-8 Cat. No.: D130364 Peso molecular: 558.661 PubChem CID: 46891858

GRADE & PURITY ≥99%

Synonyms

108321-06-8|Sodium (2R)-2,3-bis(dodecanoyloxy)propyl hydrogen phosphate|1,2-dilauroyl-sn-glycero-3-phosphate (sodium salt)|sodium;[(2R)-2,3-di(dodecanoyloxy)propyl] hydrogen phosphate|1,2-Dilauroyl-sn-glycero-3-phosphate, sodium salt|DTXSID60677116|BP-295

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Application

228,229

Descripción general

general description：

12:0 PA (1,2-dilauroyl-sn-glycero-3-phosphate) is a sodium salt of modified lipid, wherein C-1, C-2 of glycerol is substituted with didodecanoyl and C-3 of glycerol is substituted with phosphatidic acid group.

application：

12:0 PA (1,2-dilauroyl-sn-glycero-3-phosphate (sodium salt)) has been used as an internal lipid standard in the matrix-assisted laser desorption/ionization Fourier transform ion cyclotron resonance mass spectrometry (MALDI FT-ICR MS) analysis. It may be used as a lipid standard:

for the quantification of phospholipids by high-performance liquid chromatography coupled to tandem mass spectrometryelectrospray ionization tandem mass spectrometry (HPLC/ESI-MS/MS)

for the quantification of lipids in cold-pressed rapeseed oils based on direct infusion electrospray ionization tandem mass spectrometry in liquid chromatography tandem mass spectrometry (LC-MS/MS) analysis

Specifications

Sinónimos

108321-06-8 | Sodium (2R)-2, 3-bis(dodecanoyloxy)propyl hydrogen phosphate | 1, 2-dilauroyl-sn-glycero-3-phosphate (sodium salt) | sodium;[(2R)-2, 3-di(dodecanoyloxy)propyl] hydrogen phosphate | 1, 2-Dilauroyl-sn-glycero-3-phosphate, sodium salt | DTXSID60677116 | BP-295

Especificaciones y pureza

≥99%

Mecanismos bioquímicos y fisiológicos

Phosphatidic acid (PA) might serve as a modulator of phagocyte respiratory burst.

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥99%

Nombres e identificadores

• Sonrisas canónicas: CCCCCCCCCCCC(=O)OCC(COP(=O)(O)[O-])OC(=O)CCCCCCCCCCC.[Na+]
• IUPAC Name: sodium;[(2R)-2,3-di(dodecanoyloxy)propyl] hydrogen phosphate
• InChIKey: CIOHBYXGWWPOIS-VQIWEWKSSA-M
• INCHI: 1S/C27H53O8P.Na/c1-3-5-7-9-11-13-15-17-19-21-26(28)33-23-25(24-34-36(30,31)32)35-27(29)22-20-18-16-14-12-10-8-6-4-2;/h25H,3-24H2,1-2H3,(H2,30,31,32);/q;+1/p-1/t25-;/m1./s1
• Isómeros SMILES: CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)[O-])OC(=O)CCCCCCCCCCC.[Na+]
• PubChem CID: 46891858
• Peso molecular: 558.661

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Clase Glycerophospholipids
      • Subclass Glycerophosphates
        • Level5 Diacylglycerophosphates
          • Level6 1,2-diacylglycerol-3-phosphates

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Clase: Glycerophospholipids
• Subclass: Glycerophosphates
• Intermediate Tree Nodes: Diacylglycerophosphates
• Direct Parent: 1,2-diacylglycerol-3-phosphates
• Alternative Parents: Fatty acid esters Dicarboxylic acids and derivatives Alkyl phosphates Carboxylic acid esters Organic sodium salts Organic oxides Hydrocarbon derivatives Carbonyl compounds Organic cations
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: 1,2-diacylglycerol-3-phosphate - Fatty acid ester - Dicarboxylic acid or derivatives - Organic phosphoric acid derivative - Phosphoric acid ester - Alkyl phosphate - Fatty acyl - Carboxylic acid ester - Carboxylic acid derivative - Organic alkali metal salt - Carbonyl group - Organooxygen compound - Organic oxide - Organic oxygen compound - Organic salt - Organic sodium salt - Hydrocarbon derivative - Organic cation - Aliphatic acyclic compound
• Descripción: This compound belongs to the class of organic compounds known as 1,2-diacylglycerol-3-phosphates. These are glycerol-3-phosphates in which the glycerol moiety is bonded to two aliphatic chains through ester linkages.
• External Descriptors: Not available

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

Propiedades químicas y físicas

• Peso molecular: 558.700 g/mol
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 28
• Exact Mass: 558.33 Da
• Monoisotopic Mass: 558.33 Da
• Topological Polar Surface Area: 122.000 Ų
• Heavy Atom Count: 37
• Formal Charge: 0
• Complexity: 591.000
• 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: 2

XLogP3

Referencias

1. Shengke Zhao, Yunjian Yu, Youtao Xin, Hegang Lu, Xiaohui Li, Shuyu Wang, Feihe Ma, Hui Gao.  (2025)  Oral delivery of Clostridium butyricum using selective antibacterial lipids for enhanced treatment of Fusobacterium nucleatum-associated intestinal diseases.  Nano Today,      [PMID:] [10.1016/j.nantod.2025.102742]