Cas no 68799-38-2 (4-Oxobedfordiaic acid)

4-Oxobedfordiaic acid structure
4-Oxobedfordiaic acid structure
Product Name:4-Oxobedfordiaic acid
CAS No:68799-38-2
MF:C15H22O3
MW:250.33
CID:836818
PubChem ID:14633036
Update Time:2025-07-18

4-Oxobedfordiaic acid Chemical and Physical Properties

Names and Identifiers

    • 4-Oxobedfordiaic acid
    • 2-[(1R,5S)-5-Methyl-4-(3-oxobutyl)-3-cyclohepten-1-yl]acrylic aci d
    • 4-Oxo-1(5)
    • [ "4-Oxo-1(5)", "11(13)-xanthadien-12-oic acid" ]
    • 2-((1R,5S)-5-Methyl-4-(3-oxobutyl)cyclohept-3-en-1-yl)acrylic acid
    • 3-Cycloheptene-1-acetic acid, 5-methyl--methylene-4-(3-oxobutyl)-, (1R-cis)-
    • FS-8961
    • HY-N2643
    • starbld0007367
    • AKOS032962216
    • 68799-38-2
    • CS-0023061
    • (1R,5S)-5-Methyl--methylene-4-(3-oxobutyl)-3-cycloheptene-1-acetic acid
    • 2-[(1R,5S)-5-methyl-4-(3-oxobutyl)cyclohept-3-en-1-yl]prop-2-enoic acid
    • DA-49755
    • Inchi: InChI=1S/C15H22O3/c1-10-4-6-14(12(3)15(17)18)9-8-13(10)7-5-11(2)16/h8,10,14H,3-7,9H2,1-2H3,(H,17,18)/t10-,14+/m0/s1
    • InChI Key: NIQIMYXBAQAIAT-IINYFYTJSA-N
    • SMILES: CC1CCC(CC=C1CCC(=O)C)C(=C)C(=O)O

Computed Properties

  • Exact Mass: 250.15689456g/mol
  • Monoisotopic Mass: 250.15689456g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 5
  • Complexity: 379
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.5
  • Topological Polar Surface Area: 54.4?2

Experimental Properties

  • Color/Form: Oil
  • Density: 1.0±0.1 g/cm3
  • Boiling Point: 411.4±38.0 °C at 760 mmHg
  • Flash Point: 216.8±23.3 °C
  • PSA: 54.37000
  • LogP: 3.35900
  • Vapor Pressure: 0.0±2.1 mmHg at 25°C

4-Oxobedfordiaic acid Security Information

4-Oxobedfordiaic acid Pricemore >>

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Additional information on 4-Oxobedfordiaic acid

Introduction to 4-Oxobedfordiaic Acid (CAS No: 68799-38-2)

4-Oxobedfordiaic acid, with the chemical formula C?H?O?, is a significant compound in the realm of organic chemistry and pharmaceutical research. Its molecular structure features a β-keto acid moiety, which makes it a versatile intermediate in synthetic chemistry. The compound is primarily derived from the natural product bedfordiac acid, a triterpenoid found in certain species of the genus *Podocarpus*. This introduction delves into the structural, chemical, and pharmacological aspects of 4-Oxobedfordiaic acid, emphasizing its relevance in contemporary research and potential applications.

The CAS number 68799-38-2 uniquely identifies 4-Oxobedfordiaic acid in chemical databases and literature. This identifier is crucial for researchers to locate specific references, patents, and experimental data related to the compound. The synthesis of 4-Oxobedfordiaic acid has been a subject of interest due to its structural complexity and the challenges it poses in organic synthesis. Traditional methods involve multi-step reactions starting from readily available precursors, such as acetylacetone and malonic acid derivatives. However, recent advancements in catalytic processes have enabled more efficient and scalable production methods.

One of the most compelling aspects of 4-Oxobedfordiaic acid is its biological activity. Research has indicated that this compound exhibits promising pharmacological properties, particularly in the context of anti-inflammatory and antioxidant mechanisms. Studies have shown that derivatives of 4-Oxobedfordiaic acid can modulate key signaling pathways involved in inflammation, such as NF-κB and MAPK cascades. These findings have spurred interest in developing novel therapeutic agents based on its scaffold.

In recent years, computational chemistry has played a pivotal role in understanding the interactions between 4-Oxobedfordiaic acid and biological targets. Molecular docking simulations have been employed to predict binding affinities and identify potential lead compounds for drug development. These computational approaches have complemented traditional experimental methods, providing insights into the structural features that contribute to biological activity. For instance, studies have highlighted the importance of the β-keto group and hydroxyl substituents in mediating interactions with enzymes and receptors.

The natural occurrence of 4-Oxobedfordiaic acid adds another layer of intrigue to its study. The compound is primarily isolated from plants belonging to the *Podocarpus* genus, which are distributed across various continents. The biosynthetic pathways leading to bedfordiac acid and its derivatives are complex and involve multiple enzymatic steps. Genetic engineering techniques have been explored to enhance the production of these compounds in microbial systems, offering an alternative to plant-based extraction methods. This biotechnological approach not only improves yield but also allows for easier modification of the molecular structure for tailored applications.

Recent clinical trials have begun to explore the therapeutic potential of 4-Oxobedfordiaic acid derivatives in treating chronic inflammatory diseases. Preliminary results suggest that certain analogs exhibit significant anti-inflammatory effects without notable side effects at therapeutic doses. These findings are particularly encouraging given the growing burden of inflammatory disorders worldwide. The compound's mechanism of action appears to involve both direct interaction with inflammatory mediators and modulation of immune cell responses.

The chemical reactivity of 4-Oxobedfordiaic acid also makes it a valuable tool in synthetic chemistry. Its ability to undergo various reactions, such as condensation, oxidation, and reduction, allows for the facile synthesis of complex molecules. Researchers have leveraged these properties to develop novel heterocyclic compounds with potential pharmaceutical applications. For example, functionalization of the β-keto group can lead to the formation of enones or imines, which serve as key intermediates in drug synthesis.

Environmental considerations have also influenced research on 4-Oxobedfordiaic acid. Sustainable synthesis methods are being developed to minimize waste and reduce energy consumption during production processes. Green chemistry principles have been applied to optimize synthetic routes, ensuring that the environmental impact is minimized while maintaining high yields and purity standards. These efforts align with global initiatives aimed at promoting sustainable practices in chemical manufacturing.

The future prospects for 4-Oxobedfordiaic acid are promising, with ongoing research focusing on expanding its therapeutic applications and improving synthetic methodologies. Advances in analytical techniques continue to enhance our understanding of its properties and interactions with biological systems. Additionally, collaborations between academia and industry are fostering innovation by combining expertise in chemistry, biology, and pharmacology.

In conclusion,4-Oxobedfordiaic acid (CAS No: 68799-38-2) represents a fascinating compound with significant potential in pharmaceutical research and industrial applications. Its unique structural features, biological activities, and synthetic versatility make it a valuable asset in modern chemistry. As research progresses,this compound is expected to contribute substantially to advancements in drug development,biotechnology,and sustainable manufacturing practices.

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