20121-96-4

Usage

Uses

Used in Pharmaceutical Industry:
13-METHYLPENTADECANOIC ACID is used as an active pharmaceutical ingredient for its potential therapeutic effects. The compound's unique structure allows it to interact with specific biological targets, making it a promising candidate for the development of new drugs.
Used in Cosmetics Industry:
13-METHYLPENTADECANOIC ACID is used as an ingredient in the formulation of cosmetics for its emollient and moisturizing properties. Its ability to form a protective layer on the skin helps to retain moisture and maintain skin health.
Used in Chemical Industry:
13-METHYLPENTADECANOIC ACID is used as a building block for the synthesis of various chemical compounds, such as surfactants, lubricants, and additives. Its unique structure makes it a valuable component in the development of new materials with specific properties.
Used in Research and Development:
13-METHYLPENTADECANOIC ACID is used as a research tool for studying the effects of methyl branching on the properties of fatty acids. This knowledge can be applied to the design and development of new materials and compounds with tailored properties for various applications.
Used in Biotechnology:
13-METHYLPENTADECANOIC ACID is used as a substrate or intermediate in biotechnological processes, such as the production of biofuels or the synthesis of bio-based materials. Its unique structure can be exploited to improve the efficiency and selectivity of these processes.

InChI:InChI=1/C16H32O2/c1-3-15(2)13-11-9-7-5-4-6-8-10-12-14-16(17)18/h15H,3-14H2,1-2H3,(H,17,18)

Upstream product

• 93943-65-8 (9-carboxynonyl)triphenylphosphonium bromide 
• 50530-12-6 10-bromodecanoic acid 

Relevant academic research and scientific papers

Mirabolides A and B; new cytotoxic glycerides from the Red Sea sponge Theonella mirabilis

As a part of our continuing work to find out bioactive lead molecules from marine invertebrates, the CHCl3 fraction of the organic extract of the Red Sea sponge Theonella mirabilis showed cytotoxic activity in our primary screen. Bioassay-guided purification of the active fractions of the sponge's extract resulted in the isolation of two new glycerides, mirabolides A and B (1 and 2), together with the reported 4-methylene sterols, conicasterol (3) and swinhosterol B (4). The structures of the compounds were assigned by interpretation of their 1D (1H, 13C), 2D (COSY, HSQC, HMBC, ROESY) NMR spectral data and high-resolution mass determinations. Compounds 1-4 displayed marked cytotoxic activity against human breast adenocarcinoma cell line (MCF-7) with IC50 values of 16.4, 5.18, 6.23 and 3.0 μg/mL, respectively, compared to 5.4 μg/mL observed by doxorubicin as reference drug.

METHOD FOR PRODUCING CROSS-COUPLING COMPOUND

To provide a method for performing a cross-coupling reaction of a Grignard compound with an alkyl halide simply, efficiently and in high yield, a method for obtaining a ω-bromo long chain carboxylic acid simply and efficiently using an easily obtainable raw material and a method for producing a useful branched fatty acid simply and efficiently. [R1: an alkyl group having 1 to 15 carbon atoms, R2: an alkyl group having 1 to 30 carbon atoms with a carboxyl group and X and X': a halogen atom] [n : an integer of 9 to 17] [n : an integer of 9 to 17, R1a : a branched alkyl group having 3 to 8 carbon atoms and X: a halogen atom]

Synthesis of (S)-(+)-enantiomers of food-relevant (n-5)-monoenoic and saturated anteiso-fatty acids by a Wittig reaction

We developed an enantioselective synthesis for the food-relevant anteiso-fatty acids a15:0, a16:0, and a17:0. Different (carboxyalkyl)triphenylphosphonium bromide salts were coupled with (S)-3-methylpentanal in a Wittig reaction. Mixtures of the obtained cis-/trans-isomers were separated by Ag+-HPLC to give the novel cis-isomers of (S)-(+)-a15:1n-5, (S)-(+)-a16:1n-5, and (S)-(+)-a17:1n-5. Hydrogenation of the monoenoic products led to (S)-(+)-a15:0, (S)-(+)-a16:0, and (S)-(+)-a17:0, which are essential for the assessment of the bioactivity of tests with standards of anteiso-fatty acids.

Anticancer effects of specific branched-chain fatty acids and related production process

A group of specific branched-chain fatty acids, with significant anticancer effects on human and animals; methods of making using either chemical synthesis or biosynthesis methods; and methods of treating cancer.

OXO ACIDS AND BRANCHED FATTY ACID ESTERS FROM RHIZOMES OF COSTUS SPECIOSUS

Key Word Index - Costus speciosus; Costaceae; rhizomes; tetradecyl 13-methylpentadecanoate; tetradecyl 11-methyltridecanoate; 14-oxotricosanoic acid; 14-oxoheptacosanoic acid; 15-oxooctacosanoic acid; 5α-stigmast-9(11)-en-3β-ol; diosgenin; sitosterol; triacontanol; triacontanoic acid. Five new compounds, isolated from the rhizomes of Costus speciosus have been characterized as tetradecyl 13-methylpentadecanoate, tetradecyl 11-methyltridecanoate, 14-oxotricosanoic acid, 14-oxoheptacosanoic acid and 15-oxo-octacosanoic acid by spectral and chemical studies.Triacontanol, 5α-stigmast-9(11)-en-3β-ol, triacontanoic acid, sitosterol and diosgenin have also been isolated and identified.