Cas no 30414-16-5 (N,N',N''-tris(2,3-dihydroxybenzoyl)-O-seryl-O-seryl-Serin)

N,N',N''-tris(2,3-dihydroxybenzoyl)-O-seryl-O-seryl-Serin structure
30414-16-5 structure
Product Name:N,N',N''-tris(2,3-dihydroxybenzoyl)-O-seryl-O-seryl-Serin
CAS No:30414-16-5
MF:C30H29N3O16
MW:687.561769247055
CID:2000082
PubChem ID:90658786
Update Time:2025-07-15

N,N',N''-tris(2,3-dihydroxybenzoyl)-O-seryl-O-seryl-Serin Chemical and Physical Properties

Names and Identifiers

    • N,N',N''-tris(2,3-dihydroxybenzoyl)-O-seryl-O-seryl-Serin
    • N,N',N''-tris(2,3-dihydroxybenzoyl)-O-L-seryl-O-L-seryl L-serine
    • 30414-16-5
    • CHEBI:182161
    • (2S)-2-[(2,3-dihydroxybenzoyl)amino]-3-[(2S)-2-[(2,3-dihydroxybenzoyl)amino]-3-[(2S)-2-[(2,3-dihydroxybenzoyl)amino]-3-hydroxypropanoyl]oxypropanoyl]oxypropanoic acid
    • C22185
    • Enterobactin, apo-
    • apo-Enterobactin
    • O-3-{O-3-[N-(2,3-dihydroxybenzoyl)-L-seryl]-N-(2,3-dihydroxybenzoyl)-L-seryl}-N-(2,3-dihydroxybenzoyl)-L-serine
    • N-(2,3-Dihydroxybenzoyl)-O-[N-(2,3-dihydroxybenzoyl)-O-[N-(2,3-dihydroxybenzoyl)-L-seryl]-L-seryl]-L-serine
    • HY-172023
    • (2S)-2-((2,3-dihydroxybenzoyl)amino)-3-((2S)-2-((2,3-dihydroxybenzoyl)amino)-3-((2S)-2-((2,3-dihydroxybenzoyl)amino)-3-hydroxypropanoyl)oxypropanoyl)oxypropanoic acid
    • Inchi: 1S/C30H29N3O16/c34-10-16(31-25(41)13-4-1-7-19(35)22(13)38)29(46)49-12-18(33-27(43)15-6-3-9-21(37)24(15)40)30(47)48-11-17(28(44)45)32-26(42)14-5-2-8-20(36)23(14)39/h1-9,16-18,34-40H,10-12H2,(H,31,41)(H,32,42)(H,33,43)(H,44,45)/t16-,17-,18-/m0/s1
    • InChI Key: NTWRWGRCGVKQNS-BZSNNMDCSA-N
    • SMILES: O(C([C@H](CO)NC(C1C=CC=C(C=1O)O)=O)=O)C[C@@H](C(=O)OC[C@@H](C(=O)O)NC(C1C=CC=C(C=1O)O)=O)NC(C1C=CC=C(C=1O)O)=O

Computed Properties

  • Exact Mass: 687.15478185g/mol
  • Monoisotopic Mass: 687.15478185g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 11
  • Hydrogen Bond Acceptor Count: 16
  • Heavy Atom Count: 49
  • Rotatable Bond Count: 16
  • Complexity: 1190
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 3
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.5
  • Topological Polar Surface Area: 319?2

N,N',N''-tris(2,3-dihydroxybenzoyl)-O-seryl-O-seryl-Serin Pricemore >>

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Additional information on N,N',N''-tris(2,3-dihydroxybenzoyl)-O-seryl-O-seryl-Serin

Recent Advances in the Study of N,N',N''-tris(2,3-dihydroxybenzoyl)-O-seryl-O-seryl-Serin (CAS: 30414-16-5)

The compound N,N',N''-tris(2,3-dihydroxybenzoyl)-O-seryl-O-seryl-Serin (CAS: 30414-16-5) has recently garnered significant attention in the field of chemical biology and medicinal chemistry due to its unique structural properties and potential therapeutic applications. This research briefing aims to provide a comprehensive overview of the latest findings related to this compound, focusing on its synthesis, biological activity, and potential clinical relevance.

Recent studies have highlighted the role of N,N',N''-tris(2,3-dihydroxybenzoyl)-O-seryl-O-seryl-Serin as a potent chelator of metal ions, particularly iron and aluminum. This property makes it a promising candidate for the treatment of diseases associated with metal ion overload, such as hemochromatosis and neurodegenerative disorders. The compound's ability to form stable complexes with these ions has been demonstrated through advanced spectroscopic techniques, including NMR and X-ray crystallography.

In addition to its metal-chelating properties, research has also explored the compound's potential as an antioxidant. The presence of multiple dihydroxybenzoyl groups contributes to its radical scavenging activity, which may have implications for mitigating oxidative stress in various pathological conditions. Recent in vitro studies have shown that the compound effectively reduces reactive oxygen species (ROS) levels in cell cultures, suggesting a potential role in anti-aging and anti-inflammatory therapies.

Another area of active investigation is the compound's interaction with biological macromolecules. Preliminary data indicate that N,N',N''-tris(2,3-dihydroxybenzoyl)-O-seryl-O-seryl-Serin may modulate protein-protein interactions, particularly those involving serine-rich domains. This finding opens new avenues for the development of targeted therapies for diseases where such interactions play a critical role, such as certain types of cancer and autoimmune disorders.

The synthesis of N,N',N''-tris(2,3-dihydroxybenzoyl)-O-seryl-O-seryl-Serin has also seen significant advancements. Recent publications describe improved synthetic routes that yield higher purity and greater quantities of the compound, addressing previous challenges in its production. These methodological improvements are crucial for facilitating further research and potential clinical applications.

Despite these promising developments, challenges remain in translating these findings into clinical practice. Pharmacokinetic studies are needed to better understand the compound's absorption, distribution, metabolism, and excretion profiles. Additionally, comprehensive toxicity assessments must be conducted to ensure its safety for therapeutic use. Current research efforts are focusing on these aspects, with several preclinical studies underway.

In conclusion, N,N',N''-tris(2,3-dihydroxybenzoyl)-O-seryl-O-seryl-Serin represents a compound of significant interest in chemical biology and medicinal research. Its unique properties as a metal chelator, antioxidant, and potential modulator of protein interactions make it a versatile molecule with multiple therapeutic possibilities. As research progresses, this compound may emerge as a valuable tool in addressing various medical challenges, particularly those related to metal ion dysregulation and oxidative stress.

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