1,2-distearoyl-sn-glycero-3-phosphate (sodium salt) - ≥99% , CAS No.108321-18-2

CAS: 108321-18-2 Cat. No.: D130306 Molecular Weight: 726.979

GRADE & PURITY ≥99%

Synonyms

DSPA | A-Distearoyl phosphatidic acid sodium salt | E78364 | 1,1'-[(1R)-1-[(Phosphonooxy)methyl]-1,2-ethanediyl] dioctadecanoate sodium salt (1:1) | 1,2-Distearoyl-sn-glycero-3-phosphate, sodium salt | 1,2-dioctadecanoyl-sn-glycero-3-phosphate (sodium sal

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Application

228,229

Overview

Product Introduction

Phosphatidic acid (PA) has two fatty acids and one phosphate group attached to a glycerol backbone. The two fatty acids are present at position sn-1 and sn-2 of the C-atoms and the phosphate group is present in the sn-3 position of the C-atom

Application

18:0 PA may be used:

• as a component in the bilayer to study its vesiculation ability on different coat protein I (COPI) fission factor

• to study its effects on intracellular Ca2+ concentration ([Ca2+]i) in C6 rat glioma and L2071 mouse fibroblast cells

•  to study its effects on phosphorylation of cytochrome b(558) alpha chain (p22phox)

Specifications

Synonyms

DSPA | A-Distearoyl phosphatidic acid sodium salt | E78364 | 1, 1'-[(1R)-1-[(Phosphonooxy)methyl]-1, 2-ethanediyl] dioctadecanoate sodium salt (1:1) | 1, 2-Distearoyl-sn-glycero-3-phosphate, sodium salt | 1, 2-dioctadecanoyl-sn-glycero-3-phosphate (sodium sal

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

Phosphatidic acid (PA) acts as a biosynthetic precursor for the production of membrane glycerophospholipid and triacylglycerol. It participates in the modulation of mammalian target of rapamycin (mTOR) pathway. It may also participate in membrane traffick

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: 504770518
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504770518
• Canonical Smiles: CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)[O-])OC(=O)CCCCCCCCCCCCCCCCC.[Na+]
• IUPAC Name: sodium;[(2R)-2,3-di(octadecanoyloxy)propyl] hydrogen phosphate
• InChIKey: ALPWRKFXEOAUDR-GKEJWYBXSA-M
• INCHI: 1S/C39H77O8P.Na/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)45-35-37(36-46-48(42,43)44)47-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2;/h37H,3-36H2,1-2H3,(H2,42,43,44);/q;+1/p-1/t37-;/m1./s1
• Isomeric SMILES: CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)[O-])OC(=O)CCCCCCCCCCCCCCCCC.[Na+]
• WGK Germany: 3
• Molecular Weight: 726.979
• Reaxy-Rn: 7406616
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=7406616&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: 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
• Description: 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

Chemical and Physical Properties

• Molecular Weight: 727.000 g/mol
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 40
• Exact Mass: 726.518 Da
• Monoisotopic Mass: 726.518 Da
• Topological Polar Surface Area: 122.000 Ų
• Heavy Atom Count: 49
• Formal Charge: 0
• Complexity: 769.000
• 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

References

1. Yang Hu, Mengling Zhang, Yu Zhao, Xia Gao, Juan You, Tao Yin, Shanbai Xiong, Ru Liu.  (2022)  Effects of different calcium salts on the physicochemical properties of sliver carp myosin.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2021.101518]

2. Yang Ruilin, Wang Ping, Guan Xinhui, Gu Xiaofei, Qiao Xiaoqiang.  (2025)  Exploiting metal-free atom transfer radical polymerization for fabrication of styrene-maleic acid polymer-brush grafting chromatographic stationary phase and its separation performances for phospholipids.  ANALYTICAL AND BIOANALYTICAL CHEMISTRY,      [PMID:40781368] [10.1007/s00216-025-06053-1]