Cas no 29545-48-0 (5-DOXYL-stearic Acid, Free Radical (>90%))

5-DOXYL-stearic Acid, Free Radical (>90%) structure
29545-48-0 structure
Product Name:5-DOXYL-stearic Acid, Free Radical (>90%)
CAS No:29545-48-0
MF:C22H42NO4
MW:384.573187351227
CID:272960
PubChem ID:24855317
Update Time:2025-11-02

5-DOXYL-stearic Acid, Free Radical (>90%) Chemical and Physical Properties

Names and Identifiers

    • 3-Oxazolidinyloxy,2-(3-carboxypropyl)-4,4-dimethyl-2-tridecyl-
    • 5-DOXYLSTEARIC ACID
    • [2-(3-Carboxypropyl)-4,4-dimethyl-2-tridecyl-1,3-oxazolidin-3-yl]oxidanyl
    • 5-DOXYL-stearic acid, free radical
    • 5-Doxylstearate
    • 5-SASL
    • 5-Nitroxystearate
    • CHEBI:184308
    • 2-(3-Carboxypropyl)-2-tridecyl-4,4-dimethyl-3-oxazolidinyloxyl
    • 29545-48-0
    • 2-(3-carboxypropyl)-4,4-dimethyl-2-tridecyl-3-oxazolidinyloxy
    • 5-DSA
    • 5-4,4-dimethyloxazolidine-N-oxyl stearic acid
    • AKOS015894359
    • 3-Oxazolidinyloxy, 2-(3-carboxypropyl)-4,4-dimethyl-2-tridecyl-
    • 5-Doxyl-stearic acid
    • 5-Doxyl stearic acid
    • 2-(3-Carboxypropyl)-4,4-dimethyl-2-tridecyl-3-oxazolidynyloxy
    • PYDZKXQLRMNQFK-UHFFFAOYSA-N
    • 5-Nitroxide stearic acid
    • 5-(4',4'-Dimethyloxazolidine-N-oxyl)stearic acid
    • I(12,3)
    • 5-DOXYL-stearic Acid, Free Radical (>90%)
    • MDL: MFCD00010544
    • Inchi: 1S/C22H42NO4/c1-4-5-6-7-8-9-10-11-12-13-14-17-22(18-15-16-20(24)25)23(26)21(2,3)19-27-22/h4-19H2,1-3H3,(H,24,25)
    • InChI Key: PYDZKXQLRMNQFK-UHFFFAOYSA-N
    • SMILES: O1CC(C)(C)N(C1(CCCC(=O)O)CCCCCCCCCCCCC)[O] |^1:26|

Computed Properties

  • Exact Mass: 384.31138382g/mol
  • Monoisotopic Mass: 384.31138382g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 27
  • Rotatable Bond Count: 16
  • Complexity: 413
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 4.6
  • Topological Polar Surface Area: 50.8?2

Experimental Properties

  • Color/Form: Not available
  • Density: 1.0±0.1 g/cm3
  • Melting Point: 51-53?°C (lit.)
  • Boiling Point: 515.1±43.0 °C at 760 mmHg
  • Flash Point: 265.3±28.2 °C
  • Solubility: Not available
  • Vapor Pressure: 0.0±2.9 mmHg at 25°C

5-DOXYL-stearic Acid, Free Radical (>90%) Pricemore >>

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5-DOXYL-stearic Acid, Free Radical (>90%) Related Literature

Additional information on 5-DOXYL-stearic Acid, Free Radical (>90%)

Research Brief on 5-DOXYL-stearic Acid, Free Radical (>90%) and Its Applications in Chemical Biology and Medicine

The compound 5-DOXYL-stearic Acid (CAS: 29545-48-0) is a spin-labeled stearic acid derivative widely used in biophysical and biochemical research due to its ability to act as a free radical probe. With a purity of >90%, this nitroxide radical-labeled lipid has become a critical tool for studying membrane dynamics, lipid-protein interactions, and oxidative stress mechanisms. Recent studies have further expanded its applications in drug delivery systems and diagnostic imaging.

A 2023 study published in Biochimica et Biophysica Acta (BBA) - Biomembranes demonstrated the compound's utility in mapping membrane fluidity changes in cancer cells. Researchers utilized 5-DOXYL-stearic Acid to detect altered lipid packing density in tumor cell membranes, revealing significant differences compared to healthy cells. This work suggests potential applications in cancer diagnosis and monitoring treatment response through electron paramagnetic resonance (EPR) spectroscopy.

In the field of neurodegenerative disease research, a team from MIT recently reported (Nature Chemical Biology, 2024) using 5-DOXYL-stearic Acid to investigate amyloid-beta aggregation kinetics. The spin-label allowed real-time monitoring of membrane disruption by toxic oligomers, providing new insights into Alzheimer's disease progression. The study's methodology offers a template for investigating other protein-membrane interaction pathologies.

Pharmaceutical applications have seen notable advances as well. A 2024 Journal of Controlled Release publication detailed a novel drug delivery system where 5-DOXYL-stearic Acid was incorporated into liposomal formulations. The spin probe enabled precise tracking of nanoparticle distribution and stability in vivo using EPR imaging, addressing a critical challenge in targeted therapy development.

Recent technical improvements in the synthesis of 5-DOXYL-stearic Acid (Free Radical >90%) have enhanced its stability and reduced batch-to-batch variability. A 2023 Analytical Chemistry paper described an optimized purification protocol that maintains radical integrity while removing impurities that previously interfered with quantitative measurements. These advances are particularly valuable for translational research applications.

Looking forward, the unique properties of 5-DOXYL-stearic Acid continue to inspire innovative applications. Current clinical trials are exploring its use as an imaging contrast agent for inflammatory diseases, while ongoing basic research is applying this probe to investigate lipid raft dynamics in immune cell signaling. The compound's versatility ensures its continued importance across multiple research domains in chemical biology and medicine.

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