112538-92-8

Basic information

• Product Name: 3-Hydroxyheptadecanoic acid methyl ester
• Synonyms: 3-Hydroxyheptadecanoic acid methyl ester
• CAS NO: 112538-92-8
• Molecular Formula: C18H36O3
• Molecular Weight: 300.47664
• Product Categories: Fatty Acid Derivatives & Lipids;Glycerols;Glycerols, Fatty Acid Derivatives & Lipids
• Mol File: 112538-92-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 403.4°C at 760 mmHg
• Flash Point: 152.1°C
• Appearance: /
• Density: 0.918g/cm³
• Vapor Pressure: 3.47E-08mmHg at 25°C
• Refractive Index: 1.454
• PKA: 13.91±0.20(Predicted)
• CAS DataBase Reference: 3-Hydroxyheptadecanoic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Hydroxyheptadecanoic acid methyl ester(112538-92-8)
• EPA Substance Registry System: 3-Hydroxyheptadecanoic acid methyl ester(112538-92-8)

Safety Data

• Hazardous Substances Data: 112538-92-8(Hazardous Substances Data)

Usage

Description

3-Hydroxyheptadecanoic acid methyl ester is a fatty acid methyl ester derived from the esterification of 3-hydroxyheptadecanoic acid with methanol. It is characterized by its long hydrocarbon chain and a hydroxyl group at the third carbon, which is then esterified with a methanol molecule. 3-Hydroxyheptadecanoic acid methyl ester is known for its unique structural features and potential applications in various fields.

Uses

Used in Taxonomic Applications:
3-Hydroxyheptadecanoic acid methyl ester is used as a taxonomic marker in the field of biology, particularly for the identification and classification of different species. Its unique structural features allow researchers to differentiate between closely related organisms based on the presence or absence of this specific compound in their lipid profiles.
Used in Analytical Chemistry:
In the field of analytical chemistry, 3-Hydroxyheptadecanoic acid methyl ester serves as a valuable reference compound for the development and validation of analytical methods and techniques. Its distinct properties make it an ideal candidate for the calibration of instruments and the optimization of experimental conditions, ensuring accurate and reliable results in various chemical analyses.
Used in Pharmaceutical Research:
3-Hydroxyheptadecanoic acid methyl ester also holds potential in the pharmaceutical industry, where it can be utilized as a starting material for the synthesis of novel drug candidates. Its unique structural features may provide new avenues for the development of therapeutic agents with specific biological activities, contributing to the advancement of medical treatments.
Used in Cosmetics Industry:
In the cosmetics industry, 3-Hydroxyheptadecanoic acid methyl ester may find applications as an ingredient in the formulation of various cosmetic products. Its emollient properties and ability to improve skin hydration make it a valuable component in moisturizers, creams, and lotions, enhancing the overall quality and effectiveness of these products.
Used in Biotechnology:
3-Hydroxyheptadecanoic acid methyl ester can also be employed in biotechnological applications, such as the development of biosensors and biocompatible materials. Its unique chemical properties and compatibility with biological systems make it a promising candidate for the design and fabrication of innovative tools and devices in the field of biotechnology.

InChI:InChI=1/C18H36O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-17(19)16-18(20)21-2/h17,19H,3-16H2,1-2H3

Upstream product

• 67-56-1 methanol 

Relevant articles and documents

Structure of the unusual Sinorhizobium fredii HH103 lipopolysaccharide and its role in symbiosis

Rhizobia are soil bacteria that form important symbiotic associations with legumes, and rhizobial surface polysaccharides, such as K-antigen polysaccharide (KPS) and lipopolysaccharide (LPS), might be important for symbiosis. Previously, we obtained a mutant of Sinorhizobium fredii HH103, rkpA, that does not produce KPS, a homopolysaccharide of a pseudaminic acid derivative, but whose LPS electrophoretic profile was indistinguishable from that of the WT strain. We also previously demonstrated that the HH103 rkpLMNOPQ operon is responsible for 5-acetamido-3,5,7,9-tetradeoxy-7-(3-hydroxybutyramido)-L-glyc-ero-L-manno-nonulosonic acid [Pse5NAc7(3OHBu)] production and is involved in HH103 KPS and LPS biosynthesis and that an HH103 rkpM mutant cannot produce KPS and displays an altered LPS structure. Here, we analyzed the LPS structure of HH103 rkpA, focusing on the carbohydrate portion, and found that it contains a highly heterogeneous lipid A and a peculiar core oligosaccharide composed of an unusually high number of hexuronic acids containing b-configured Pse5NAc7(3OHBu). This pseudaminic acid derivative, in its a-configuration, was the only structural component of the S. fredii HH103 KPS and, to the best of our knowledge, has never been reported from any other rhizobial LPS. We also show that Pse5NAc7(3OHBu) is the complete or partial epitope for a mAb, NB6-228.22, that can recognize the HH103 LPS, but not those of most of the S. fredii strains tested here. We also show that the LPS from HH103 rkpM is identical to that of HH103 rkpA but devoid of any Pse5NAc7(3OHBu) residues. Notably, this rkpM mutant was severely impaired in symbiosis with its host, Macroptilium atropurpureum.