542-47-2

Usage

Uses

Used in Pharmaceutical Industry:
10-methyloctadecanoic acid is used as a biomarker for the detection and diagnosis of tuberculosis. Its presence in the lipids of Mycobacterium tuberculosis, the causative agent of tuberculosis, allows for the identification of the disease through various analytical techniques. This application aids in the early detection and treatment of tuberculosis, which is crucial for controlling the spread of the disease.
Used in Chemical Industry:
10-methyloctadecanoic acid is used as a raw material in the synthesis of various chemicals and compounds. Its unique structure makes it a valuable building block for the development of new molecules with potential applications in different industries, such as pharmaceuticals, agrochemicals, and materials science.
Used in Biotechnology:
10-methyloctadecanoic acid is used in biotechnological research to study the metabolic pathways and lipid composition of Actinomycetales bacteria. Understanding the role of this fatty acid in the bacteria's metabolism can provide insights into the development of new antimicrobial agents and the optimization of bioprocesses for the production of valuable compounds.
Used in Cosmetics Industry:
10-methyloctadecanoic acid can be used as an ingredient in the cosmetics industry due to its potential moisturizing and emollient properties. Its unique structure may contribute to the development of new formulations with improved skin feel and enhanced efficacy in skincare products.

InChI:InChI=1/C19H38O2/c1-3-4-5-6-9-12-15-18(2)16-13-10-7-8-11-14-17-19(20)21/h18H,3-17H2,1-2H3,(H,20,21)

Upstream product

• 65781-38-6 3-methylundecanoic acid 
• 2104-19-0 azelaic monomethyl ester 
• 158648-65-8 ethyl (R,S)-10-methyloctadecanoate 
• 2490-19-9 methyl (R,S)-10-methyloctadecanoate 
• 2490-04-2 (R,S)-10-methyloctadecanol 
• 629-11-8 1,6-hexanediol 
• 1082670-89-0 ethyl (R)-10-methyloctadecanoate 
• 124-07-2 Octanoic acid 
• 158576-26-2 (R,S)-1-iodo-2-methyldecane 
• 158576-23-9 1-tetrahydropyranyloxy-6-triphenylmethyloxyhexane 
• 158576-24-0 2-(10-Methyl-octadec-7-ynyloxy)-tetrahydro-pyran 
• 158576-25-1 (R,S)-10-methyloctadec-7-yn-1-ol 
• 670-80-4 4-cyclohexen-1-ylmorpholine 
• 849770-38-3 (+/-)-4-methyldodecanoyl chloride 

Downstream Products

• 109936-10-9 (+/-)-10-methyl-octadecanoic acid amide 
• 158648-65-8 ethyl (R,S)-10-methyloctadecanoate 
• 2490-19-9 methyl (R,S)-10-methyloctadecanoate 

Relevant academic research and scientific papers

An unusual fatty acid and its glyceride from the marine fungus Microsphaeropis olivacea

Two new metabolites (1 and 2) were isolated from the marine fungus Microsphaeropsis olivacea. The structures were elucidated, through analysis of the spectroscopic data, as an unusual methyl-branched unsaturated fatty acid, 10-methyl-9Z-octadecenoic acid (1), and the glyceride (2). The locations of the double bond and the methyl branching were determined from the electron impact (EI) mass spectrum of the picolinyl derivative of 1 and from MS/MS data on the hydrogenation products of 1 and 2. Two new metabolites (1 and 2) were isolated from the marine fungus Microsphaeropsis olivacea. The structures were elucidated, through analysis of the spectroscopic data, as an unusual methyl-branched unsaturated fatty acid, 10-methyl-9Z-octadecenoic acid (1), and the glyceride (2). The locations of the double bond and the methyl branching were determined from the electron impact (EI) mass spectrum of the picolinyl derivative of 1 and from MS/MS data on the hydrogenation products of 1 and 2.

Synthesis of (R,S)-10-methyloctadecanoic acid (tuberculostearic acid) and key chiral 2-methyl branched intermediates

Tuberculostearic acid (R)-10-methyloctadecanoic acid, is a characteristic component of pathogenic mycobacteria and related organisms.Sensitive detection of this acid infected material allows rapid detection of mycobacterial disease.A novel, convergent synthesis of tuberculostearic acid and key chiral intermediates is described in this communication, to provide a reference compound.Racemic and (R)- and (S)-1-iodo-2-methyldecanes were synthesised from 1-octanal and 1-carboethoxyethylidenetriphenylphosphorane as initial starting materials. 1-Hydroxyoct-7-yne was made from 1,6-hexanediol by two alternative methods and coupled with the above racemic iodide.Hydrogenation and oxidation of the resulting (R,S)-10-methyloctadec-7-yn-1-ol gave racemic tuberculostearic acid. Keywords: Mycobacterium tuberculosis; Tuberculostearic acid; Acetylene coupling; (R,S)-10-methyloctadecanoic acid; Chiral 2-methyl branched fatty acids