Cas no 108321-76-2 (Neocarrabiose-4-O-sulfate sodium salt)

Neocarrabiose-4-O-sulfate sodium salt structure
108321-76-2 structure
Product Name:Neocarrabiose-4-O-sulfate sodium salt
CAS No:108321-76-2
MF:C12H19NaO13S
MW:426.326235055923
CID:127945
PubChem ID:91873170
Update Time:2025-07-19

Neocarrabiose-4-O-sulfate sodium salt Chemical and Physical Properties

Names and Identifiers

    • D-Galactopyranose,3-O-(3,6-anhydro-a-D-galactopyranosyl)-,4-(hydrogen sulfate), monosodium salt (9CI)
    • 3,6-ANHYDRO-α-D-GALACTOPYRANOSYL-1,3-D-GALACTOSE-4-O-SULFATE, NA
    • NEOCARRABIOSE-4 1-O-SULPHATE (NA+) NEOCARRABIOSE-4-O-SULFATE
    • PAWBYEBPRPNVDE-ZHCSQJKXSA-M
    • NEOCARRABIOSE-4 1-O-SULPHATE (NA+)
    • NEOCARRABIOSE-4-O-SULFATE, SODIUM SALT
    • 3,6-ANHYDRO-ALPHA-D-GALACTOPYRANOSYL-1,3-D-GALACTOSE-4-O-SULFATE, NA
    • 3-O-(3,6-Anhydro-alpha-D-galactopyranosyl)-D-galactopyranose 4-(hydrogen sulfate) monosodium salt
    • Neocarrabiose-4-O-sulfate sodium salt
    • sodium;[(1R,3R,4R,5R)-4-hydroxy-3-[(2R,3R,4S,5S,6R)-2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2,6-dioxabicyclo[3.2.1]octan-8-yl] sulfate
    • 3,6-Anhydro-alpha-D-galactopyranosyl-1,3-D-galactose-4-O-sulfate,na
    • 108321-76-2
    • MDL: MFCD30179706
    • Inchi: 1S/C12H20O13S.Na/c13-1-3-5(14)9(6(15)11(17)22-3)24-12-7(16)10-8(25-26(18,19)20)4(23-12)2-21-10;/h3-17H,1-2H2,(H,18,19,20);/q;+1/p-1/t3-,4-,5+,6-,7-,8?,9+,10-,11-,12-;/m1./s1
    • InChI Key: PAWBYEBPRPNVDE-ZHCSQJKXSA-M
    • SMILES: S(=O)(=O)([O-])OC1[C@H]2CO[C@@H]1[C@H]([C@@H](O[C@@H]1[C@H]([C@H](O)O[C@H](CO)[C@@H]1O)O)O2)O.[Na+]

Computed Properties

  • Exact Mass: 426.04400
  • Monoisotopic Mass: 426.04440611g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 5
  • Hydrogen Bond Acceptor Count: 13
  • Heavy Atom Count: 27
  • Rotatable Bond Count: 5
  • Complexity: 599
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 9
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 213?2

Experimental Properties

  • PSA: 212.88000
  • LogP: -3.78630

Neocarrabiose-4-O-sulfate sodium salt Pricemore >>

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Additional information on Neocarrabiose-4-O-sulfate sodium salt

Neocarrabiose-4-O-sulfate Sodium Salt (CAS No. 108321-76-2): A Comprehensive Overview

Neocarrabiose-4-O-sulfate sodium salt (CAS No. 108321-76-2) is a complex carbohydrate derivative that has garnered significant attention in the fields of medicinal chemistry and biotechnology due to its unique structural and functional properties. This compound is a sulfated derivative of neocarrabiose, a disaccharide derived from carrageenan, a family of linear sulfated polysaccharides extracted from red algae. The introduction of the sulfate group at the 4-position of the neocarrabiose molecule imparts specific biological activities and enhances its potential for various applications.

The sulfation process is a critical modification that significantly alters the physicochemical properties of carbohydrates, often enhancing their biological activities. In the case of Neocarrabiose-4-O-sulfate sodium salt, the sulfate group at the 4-position confers increased solubility, stability, and bioavailability. These properties make it an attractive candidate for pharmaceutical and biomedical applications, particularly in areas such as anticoagulation, anti-inflammatory, and antiviral therapies.

Recent research has highlighted the potential of Neocarrabiose-4-O-sulfate sodium salt in various therapeutic contexts. For instance, studies have shown that this compound exhibits potent anticoagulant activity, which could be beneficial in the prevention and treatment of thrombotic disorders. The mechanism of action involves the inhibition of blood coagulation factors, particularly factor Xa and thrombin, which are key players in the coagulation cascade. This makes Neocarrabiose-4-O-sulfate sodium salt a promising alternative to traditional anticoagulants like heparin and low-molecular-weight heparins (LMWHs).

In addition to its anticoagulant properties, Neocarrabiose-4-O-sulfate sodium salt has demonstrated anti-inflammatory effects. Inflammatory responses are often associated with various diseases, including cardiovascular disorders, arthritis, and autoimmune conditions. The anti-inflammatory activity of this compound is attributed to its ability to modulate cytokine production and inhibit the activation of inflammatory pathways. This dual functionality—anticoagulant and anti-inflammatory—makes it a valuable candidate for developing multifunctional therapeutic agents.

Another area of interest is the antiviral potential of Neocarrabiose-4-O-sulfate sodium salt. Sulfated carbohydrates have been shown to possess broad-spectrum antiviral activity by interfering with viral entry into host cells. Specifically, Neocarrabiose-4-O-sulfate sodium salt has been found to inhibit the replication of enveloped viruses such as herpes simplex virus (HSV) and human immunodeficiency virus (HIV). The mechanism involves binding to viral surface glycoproteins, preventing their interaction with cellular receptors and thus blocking viral entry.

The structural characteristics of Neocarrabiose-4-O-sulfate sodium salt also contribute to its potential as a drug delivery system. The sulfated groups can enhance the water solubility and stability of hydrophobic drugs, facilitating their absorption and distribution in the body. This property is particularly useful for improving the bioavailability of poorly soluble drugs, thereby enhancing their therapeutic efficacy.

Furthermore, Neocarrabiose-4-O-sulfate sodium salt has been explored for its use in tissue engineering and regenerative medicine. Sulfated carbohydrates can promote cell adhesion and proliferation, making them suitable for use in biomaterials designed to support tissue repair and regeneration. Research in this area has shown promising results in applications such as wound healing and cartilage regeneration.

The synthesis of Neocarrabiose-4-O-sulfate sodium salt involves a multi-step process that includes the isolation and purification of neocarrabiose from carrageenan followed by selective sulfation at the 4-position. Advanced techniques such as enzymatic catalysis and chemical modification have been employed to optimize the yield and purity of the final product. These methods ensure that Neocarrabiose-4-O-sulfate sodium salt meets stringent quality standards required for pharmaceutical applications.

In conclusion, Neocarrabiose-4-O-sulfate sodium salt (CAS No. 108321-76-2) is a multifunctional compound with a wide range of potential applications in medicinal chemistry and biotechnology. Its unique structural features, combined with its anticoagulant, anti-inflammatory, antiviral, and drug delivery properties, make it a valuable candidate for further research and development. As ongoing studies continue to uncover new insights into its biological activities and mechanisms of action, Neocarrabiose-4-O-sulfate sodium salt is poised to play a significant role in advancing therapeutic strategies for various diseases.

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