Cas no 5959-89-7 (6-Dodecanoate-1,4-anhydro-D-glucitol)

6-Dodecanoate-1,4-anhydro-D-glucitol is a sugar-based ester derivative combining the hydrophilic properties of anhydro-D-glucitol with the lipophilic characteristics of dodecanoate (laurate). This compound is notable for its amphiphilic nature, making it suitable for applications requiring surfactant or emulsifying properties. Its structure allows for compatibility with both polar and nonpolar systems, enhancing solubility and stability in formulations. The ester linkage provides hydrolytic stability under controlled conditions, while the anhydroglucitol backbone contributes to biodegradability. This product is particularly useful in pharmaceutical, cosmetic, and industrial applications where mild, nonionic surfactants are preferred. Its balanced hydrophilicity-lipophilicity profile ensures efficient performance in emulsion stabilization and solubilization processes.
6-Dodecanoate-1,4-anhydro-D-glucitol structure
5959-89-7 structure
Product Name:6-Dodecanoate-1,4-anhydro-D-glucitol
CAS No:5959-89-7
MF:C18H34O6
MW:346.458966732025
CID:368173
PubChem ID:111116
Update Time:2025-06-26

6-Dodecanoate-1,4-anhydro-D-glucitol Chemical and Physical Properties

Names and Identifiers

    • D-Glucitol,1,4-anhydro-, 6-dodecanoate
    • 6-Dodecanoate-1,4-anhydro-D-glucitol
    • 6-Dodecanoate-1,4-anhydro-D-glucitol-d23
    • SORBITAN MONOLAURATE
    • 1,4-anhydro-6-O-dodecanoyl-D-glucitol
    • 1,4-Anhydro-D-glucitol 6-dodecanoate
    • 3,6-anhydro-1-O-dodecanoyl-D-glucitol
    • N~3~-[2-(2,4-dichlorophenyl)ethyl]-N~8~-(2,6-dimethylphenyl)-1-thia-4,8-diazaspiro[4.5]decane-3,8-dicarboxamide
    • 5959-89-7
    • I83YVS58E5
    • UNII-I83YVS58E5
    • D-Glucitol, 1,4-anhydro-, 6-dodecanoate
    • [(2S)-2-[(2R,3R,4R)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl] dodecanoate
    • EINECS 227-729-9
    • Q27280557
    • (R)-2-((2R,3R,4S)-3,4-Dihydroxytetrahydrofuran-2-yl)-2-hydroxyethyl Dodecanoate-d23
    • LWZFANDGMFTDAV-CYGHRXIMSA-N
    • Inchi: 1S/C18H34O6/c1-2-3-4-5-6-7-8-9-10-11-16(21)23-13-15(20)18-17(22)14(19)12-24-18/h14-15,17-20,22H,2-13H2,1H3/t14-,15+,17-,18-/m1/s1
    • InChI Key: LWZFANDGMFTDAV-CYGHRXIMSA-N
    • SMILES: O1C[C@H]([C@H]([C@H]1[C@H](COC(CCCCCCCCCCC)=O)O)O)O

Computed Properties

  • Exact Mass: 346.236
  • Monoisotopic Mass: 346.236
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 24
  • Rotatable Bond Count: 14
  • Complexity: 336
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 4
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 96.2A^2
  • XLogP3: 3.7

Experimental Properties

  • Density: 1.1±0.1 g/cm3
  • Melting Point: Not available
  • Boiling Point: 516.1±45.0 °C at 760 mmHg
  • Flash Point: 176.9±22.2 °C
  • Refractive Index: 1.504
  • Vapor Pressure: 0.0±3.0 mmHg at 25°C

6-Dodecanoate-1,4-anhydro-D-glucitol Security Information

6-Dodecanoate-1,4-anhydro-D-glucitol Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
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Additional information on 6-Dodecanoate-1,4-anhydro-D-glucitol

Introduction to 6-Dodecanoate-1,4-anhydro-D-glucitol (CAS No. 5959-89-7)

6-Dodecanoate-1,4-anhydro-D-glucitol, also known by its CAS number 5959-89-7, is a compound that has garnered significant attention in the fields of chemistry, biochemistry, and pharmaceutical research. This compound is a derivative of 1,4-anhydro-D-glucitol, which is a cyclic form of sorbitol, and it features a dodecanoate (lauroyl) group attached to the 6-position of the glucitol ring. The unique structure of this compound makes it an interesting subject for various applications, particularly in drug delivery systems and as a potential therapeutic agent.

The chemical structure of 6-Dodecanoate-1,4-anhydro-D-glucitol consists of a six-carbon cyclic sugar alcohol backbone with a 12-carbon fatty acid chain. This combination provides the compound with both hydrophilic and hydrophobic properties, making it amphiphilic. The amphiphilic nature of the compound allows it to form micelles in aqueous solutions, which can be utilized to enhance the solubility and bioavailability of poorly soluble drugs.

Recent studies have explored the potential of 6-Dodecanoate-1,4-anhydro-D-glucitol in various pharmaceutical applications. One notable area of research is its use as a carrier for drug delivery systems. The ability to form micelles makes it an effective vehicle for encapsulating and delivering hydrophobic drugs, thereby improving their solubility and stability. This is particularly important for drugs that have poor aqueous solubility, which can limit their absorption and therapeutic efficacy.

In addition to its role in drug delivery, 6-Dodecanoate-1,4-anhydro-D-glucitol has also been investigated for its potential therapeutic properties. Some studies have suggested that the compound may have anti-inflammatory and anti-oxidant effects. These properties are attributed to the presence of the dodecanoate group, which can interact with cellular membranes and modulate inflammatory responses. Preliminary research has shown that 6-Dodecanoate-1,4-anhydro-D-glucitol can reduce oxidative stress and inflammation in vitro, making it a promising candidate for treating conditions such as neurodegenerative diseases and chronic inflammatory disorders.

The synthesis of 6-Dodecanoate-1,4-anhydro-D-glucitol involves several steps, including the formation of 1,4-anhydro-D-glucitol from sorbitol and the subsequent esterification with dodecanoic acid (lauric acid). The process typically involves protecting groups to ensure selective functionalization at the desired position on the glucitol ring. Recent advancements in synthetic methods have led to more efficient and scalable processes for producing this compound, which is crucial for its commercialization and broader application in pharmaceuticals.

Clinical trials are currently underway to evaluate the safety and efficacy of 6-Dodecanoate-1,4-anhydro-D-glucitol as a therapeutic agent. Early results from preclinical studies have been promising, showing that the compound can effectively reduce inflammation and oxidative stress without significant adverse effects. However, more extensive clinical trials are needed to fully understand its potential benefits and any potential side effects.

In conclusion, 6-Dodecanoate-1,4-anhydro-D-glucitol (CAS No. 5959-89-7) is a multifaceted compound with significant potential in pharmaceutical research. Its unique chemical structure makes it an effective carrier for drug delivery systems and a promising therapeutic agent with anti-inflammatory and anti-oxidant properties. Ongoing research continues to uncover new applications for this compound, highlighting its importance in advancing medical treatments.

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