Cas no 326495-24-3 (1-oleoyl-2-hydroxy-sn-glycero-3-phospho-(1'-rac-glycerol) (sodium salt))

1-Oleoyl-2-hydroxy-sn-glycero-3-phospho-(1'-rac-glycerol) (sodium salt) is a lysophospholipid derivative characterized by a single oleoyl chain at the sn-1 position and a hydroxyl group at the sn-2 position, with a phosphoglycerol head group. This amphiphilic structure confers unique interfacial properties, making it suitable for applications in membrane biophysics, lipid bilayer studies, and drug delivery systems. The sodium salt form enhances solubility in aqueous environments, facilitating experimental handling. Its defined composition ensures reproducibility in research, while the unsaturated oleoyl chain contributes to membrane fluidity modulation. The compound is particularly valuable for investigating lipid-protein interactions and as a component in model membrane systems.
1-oleoyl-2-hydroxy-sn-glycero-3-phospho-(1'-rac-glycerol) (sodium salt) structure
326495-24-3 structure
Product Name:1-oleoyl-2-hydroxy-sn-glycero-3-phospho-(1'-rac-glycerol) (sodium salt)
CAS No:326495-24-3
MF:C24H47NaO9P
MW:533.588120698929
MDL:MFCD00674367
CID:4554607
PubChem ID:131877805
Update Time:2025-10-22

1-oleoyl-2-hydroxy-sn-glycero-3-phospho-(1'-rac-glycerol) (sodium salt) Chemical and Physical Properties

Names and Identifiers

    • 1-oleoyl-2-hydroxy-sn-glycero-3-phospho-(1''-rac-glycerol) (sodium salt)
    • 1-oleoyl-2-hydroxy-sn-glycero-3-phospho-(1'-rac-glycerol) (sodium salt)
    • 1-oleoy-sn-glycero-3-phospho-(1′racglycerol) (sodium salt); PG(18:1(9Z)/0:0); 110714
    • 18:1 Lyso PG
    • 1-Oleoyl-2-hydroxy-sn-glycero-3-PG (sodium salt)
    • 9-Octadecenoic acid (9Z)-, (2R)-3-[[(2,3-dihydroxypropoxy)hydroxyphosphinyl]oxy]-2-hydroxypropyl ester, monosodium salt (9CI)
    • 1-Oleoyl-2-hydroxy-sn-glycero-3-phospho-rac-(1-glycerol)
    • 326495-24-3
    • MDL: MFCD00674367
    • Inchi: 1S/C24H47O9P.Na/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-24(28)31-19-23(27)21-33-34(29,30)32-20-22(26)18-25;/h9-10,22-23,25-27H,2-8,11-21H2,1H3,(H,29,30);/b10-9-;/t22?,23-;/m1./s1
    • InChI Key: OGNWFUWCKLVNBU-AXFOVFEGSA-N
    • SMILES: [C@@H](O)(COC(=O)CCCCCCC/C=C\CCCCCCCC)COP(O)(=O)OCC(O)CO.[Na]

Computed Properties

  • Exact Mass: 533.28553935g/mol
  • Monoisotopic Mass: 533.28553935g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 9
  • Heavy Atom Count: 35
  • Rotatable Bond Count: 25
  • Complexity: 557
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 1
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 143?2

Experimental Properties

  • Color/Form: 25?mg/mL (858125C-500mg)

1-oleoyl-2-hydroxy-sn-glycero-3-phospho-(1'-rac-glycerol) (sodium salt) Security Information

  • Hazardous Material transportation number:NONH for all modes of transport
  • Storage Condition:?20°C

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Additional information on 1-oleoyl-2-hydroxy-sn-glycero-3-phospho-(1'-rac-glycerol) (sodium salt)

Comprehensive Overview of 1-Oleoyl-2-Hydroxy-sn-Glycero-3-Phospho-(1'-rac-Glycerol) (Sodium Salt) (CAS No 326495-24-3)

The compound 1-oleoyl-2-hydroxy-sn-glycero-3-phospho-(1'-rac-glycerol) (sodium salt) (CAS 326495-24-3) is a structurally unique phospholipid derivative that has garnered significant attention in biochemical and pharmaceutical research. With its oleoyl and hydroxy functional groups, this molecule plays a pivotal role in membrane dynamics, signaling pathways, and drug delivery systems. Its sodium salt form enhances solubility, making it particularly valuable for in vitro and in vivo applications. Researchers are increasingly exploring its potential in liposome formulations, nanomedicine, and cosmetic emulsions, aligning with current trends in personalized medicine and sustainable biotechnology.

One of the most searched questions about CAS 326495-24-3 revolves around its mechanism of action in cellular membranes. Studies suggest that the 1-oleoyl-2-hydroxy-sn-glycero-3-phospho backbone integrates seamlessly into lipid bilayers, modulating fluidity and permeability. This property is critical for targeted drug delivery, a hot topic in cancer therapeutics and neurodegenerative disease research. Additionally, its rac-glycerol configuration offers stereochemical versatility, enabling interactions with diverse enzymatic targets. These features make it a subject of interest in AI-driven drug discovery platforms, where molecular modeling predicts its efficacy in lipid-based vaccines and adjuvants.

From an industrial perspective, the demand for 1-oleoyl-2-hydroxy-sn-glycero-3-phospho-(1'-rac-glycerol) is rising due to its biocompatibility and low toxicity. Cosmetic formulators leverage its emulsifying properties to create stable, skin-friendly products, addressing the growing consumer preference for clean-label ingredients. In the nutraceutical sector, its role in bioavailability enhancement of hydrophobic compounds like omega-3 fatty acids is under active investigation. Searches for sustainable lipid sources and green chemistry alternatives further highlight its relevance in circular economy initiatives.

Analytical characterization of CAS 326495-24-3 typically involves mass spectrometry (MS) and nuclear magnetic resonance (NMR) to confirm its structural integrity. Recent advancements in high-performance liquid chromatography (HPLC) have improved purity assessments, ensuring compliance with Good Manufacturing Practice (GMP) standards. FAQs about its storage conditions often emphasize protection from oxidation, recommending inert atmospheres or antioxidants like α-tocopherol. Such details are crucial for laboratories focusing on long-term stability studies.

Emerging applications of this phospholipid include 3D bioprinting and organ-on-a-chip technologies, where it acts as a bioink component to mimic native tissue environments. The intersection of material science and biology has propelled searches for smart biomaterials, with 326495-24-3 frequently cited in patents for scaffold coatings. Moreover, its anti-inflammatory potential, linked to lysophospholipid signaling, aligns with the surge in immune-modulatory therapies post-pandemic.

In summary, 1-oleoyl-2-hydroxy-sn-glycero-3-phospho-(1'-rac-glycerol) (sodium salt) exemplifies the convergence of basic research and applied science. Its multifaceted utility—from drug delivery to cosmeceuticals—reflects broader shifts toward multidisciplinary innovation. As open-access databases and collaborative platforms accelerate discoveries, this compound is poised to remain a keystone molecule in 21st-century bioengineering.

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