624-00-0

Basic information

• Product Name: 5-HYDROXYDECANOIC ACID SODIUM SALT
• Synonyms: 5-HYDROXYDECANOIC ACID SODIUM SALT WHITE SOLID;5-hydroxydecanoate sodium salt;5-Hydroxycapric acid
• CAS NO: 624-00-0
• Molecular Formula: C₁₀H₂₀O₃
• Molecular Weight: 210.25
• Mol File: 624-00-0.mol

Chemical Properties

• Boiling Point: 320.8°C at 760 mmHg
• Flash Point: 162°C
• Appearance: white/solid
• Density: 1.011g/cm³
• Vapor Pressure: 2.52E-05mmHg at 25°C
• Refractive Index: 1.464
• Storage Temp.: Refrigerator
• Solubility: H2O: soluble
• CAS DataBase Reference: 5-HYDROXYDECANOIC ACID SODIUM SALT(CAS DataBase Reference)
• NIST Chemistry Reference: 5-HYDROXYDECANOIC ACID SODIUM SALT(624-00-0)
• EPA Substance Registry System: 5-HYDROXYDECANOIC ACID SODIUM SALT(624-00-0)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 624-00-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5-HYDROXYDECANOIC ACID SODIUM SALT is used as a potassium channel antagonist for blocking the postischemic effects of the potassium channel activator cromakalim. This application is particularly relevant in the context of cardiovascular diseases, where it can help protect the heart muscle from damage during ischemic events, such as heart attacks.
Used in Research Applications:
In the field of scientific research, 5-HYDROXYDECANOIC ACID SODIUM SALT is utilized as a tool to study the role of potassium channels in various physiological processes. By blocking these channels, researchers can gain insights into their function and potential therapeutic targets for a range of conditions, including neurological disorders and cardiovascular diseases.
Used in Drug Development:
5-HYDROXYDECANOIC ACID SODIUM SALT may also be used in the development of new drugs targeting potassium channels. As a known antagonist, it can serve as a starting point for designing more potent and selective drugs with improved pharmacological properties. This could lead to the creation of novel therapeutics for treating various medical conditions.
Used in Toxicology Studies:
5-HYDROXYDECANOIC ACID SODIUM SALT can be employed in toxicology studies to evaluate the potential side effects and safety profiles of drugs that target potassium channels. By understanding how this compound interacts with these channels, researchers can better predict the risks and benefits associated with the use of such drugs in clinical settings.
Used in Analytical Chemistry:
In analytical chemistry, 5-HYDROXYDECANOIC ACID SODIUM SALT may be used as a reference compound for the development and validation of analytical methods. Its unique chemical properties can help in the calibration of instruments and the establishment of standard procedures for the analysis of similar compounds in various samples, including pharmaceuticals, environmental samples, and biological fluids.

InChI:InChI=1/C10H20O3/c1-2-3-4-6-9(11)7-5-8-10(12)13/h9,11H,2-8H2,1H3,(H,12,13)

Upstream product

• 6093-95-4 methyl 5-oxodecanoate 
• 713-95-1 5-dodecanolide 
• 334-48-5 1-decanoic acid 

Downstream Products

• 591-81-1 4-hydroxybutanoic acid 
• 142-62-1 hexanoic acid 
• 110-94-1 1,5-pentanedioic acid 
• 71-41-0 pentan-1-ol 

Relevant articles and documents

Retrobiosynthetic approach delineates the biosynthetic pathway and the structure of the acyl chain of mycobacterial glycopeptidolipids

Glycopeptidolipids (GPLs) are dominant cell surface molecules present in several non-tuberculous and opportunistic mycobacterial species. GPLs from Mycobacterium smegmatis are composed of a lipopeptide core unit consisting of a modified C26-C34 fatty acyl chain that is linked to a tetrapeptide (Phe-Thr-Ala-alaninol). The hydroxyl groups of threonine and terminal alaninol are further modified by glycosylations. Although chemical structures have been reported for 16 GPLs from diverse mycobacteria, there is still ambiguity in identifying the exact position of the hydroxyl group on the fatty acyl chain. Moreover, the enzymes involved in the biosynthesis of the fatty acyl component are unknown. In this study we show that a bimodular polyketide synthase in conjunction with a fatty acyl-AMP ligase dictates the synthesis of fatty acyl chain of GPL. Based on genetic, biochemical, and structural investigations, we determine that the hydroxyl group is present at the C-5 position of the fatty acyl component. Our retrobiosynthetic approach has provided a means to understand the biosynthesis of GPLs and also resolve the long-standing debate on the accurate structure of mycobacterial GPLs.

Regio- and Enantio-selective Chemo-enzymatic C?H-Lactonization of Decanoic Acid to (S)-δ-Decalactone

The conversion of saturated fatty acids to high value chiral hydroxy-acids and lactones poses a number of synthetic challenges: the activation of unreactive C?H bonds and the need for regio- and stereoselectivity. Here the first example of a wild-type cytochrome P450 monooxygenase (CYP116B46 from Tepidiphilus thermophilus) capable of enantio- and regioselective C5 hydroxylation of decanoic acid 1 to (S)-5-hydroxydecanoic acid 2 is reported. Subsequent lactonization yields (S)-δ-decalactone 3, a high value fragrance compound, with greater than 90 % ee. Docking studies provide a rationale for the high regio- and enantioselectivity of the reaction.