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10-Undecenoic acid (Undecylenic acid) Sale

(Synonyms: 十一烯酸; Undecylenic acid) 目录号 : GC30216

10-Undecenoic acid, a natural or synthetic fungistatic fatty acid, is used for the preparation of active pharmaceutical ingredients, cosmetics, perfumes, antidandruff shampoos and antimicrobial powders.

10-Undecenoic acid (Undecylenic acid) Chemical Structure

Cas No.:112-38-9

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10mM (in 1mL DMSO)
¥491.00
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100mg
¥446.00
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产品描述

10-Undecenoic acid, a natural or synthetic fungistatic fatty acid, is used for the preparation of active pharmaceutical ingredients, cosmetics, perfumes, antidandruff shampoos and antimicrobial powders.

Chemical Properties

Cas No. 112-38-9 SDF
别名 十一烯酸; Undecylenic acid
Canonical SMILES C=CCCCCCCCCC(O)=O
分子式 C11H20O2 分子量 184.28
溶解度 DMSO : ≥ 50 mg/mL (271.33 mM) 储存条件 Store at -20°C
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1 mg 5 mg 10 mg
1 mM 5.4265 mL 27.1326 mL 54.2652 mL
5 mM 1.0853 mL 5.4265 mL 10.853 mL
10 mM 0.5427 mL 2.7133 mL 5.4265 mL
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Research Update

RIFM fragrance ingredient safety assessment, 10-Undecenoic acid, CAS Registry Number 112-38-9

Food Chem Toxicol 2020 Jul 15;141 Suppl 1:111380.32562754 10.1016/j.fct.2020.111380

Oxidation of 10-Undecenoic acid by cytochrome P450(BM-3) and its Compound I transient

Org Biomol Chem 2011 Nov 7;9(21):7427-33.21901220 10.1039/c1ob06035j

Oxidations of 10-Undecenoic acid by cytochrome P450(BM-3) and its Compound I transient were studied. The only product formed in Compound I oxidations was 10,11-epoxyundecanoic acid, whereas the enzyme under turnover conditions gave the epoxide and 9-hydroxy-10-undecenoic acid in a 10 : 90 ratio. Kinetic studies at 0 °C of oxidations by Compounds I formed by MCPBA oxidation and by a photo-oxidation pathway gave the same results, displaying saturation kinetics that yielded equilibrium binding constants and first-order oxidation rate constants that were experimentally indistinguishable. Oxidation of 10-Undecenoic acid by Compound I from CYP119 generated by MCBPA oxidation also gave 10,11-epoxyundecanoic acid as the only product. CYP119 Compound I bound the substrate less strongly but reacted with a faster oxidation rate constant than P450(BM-3) Compound I. The kinetic parameters for oxidation of the substrate by P450(BM-3) under turnover conditions were similar to those of the Compound I transient even though the products differed.

Osmium Recovery as Membrane Nanomaterials through 10-Undecenoic acid Reduction Method

Membranes (Basel) 2021 Dec 30;12(1):51.35054577 PMC8781728

The recovery of osmium from residual osmium tetroxide (OsO4) is a necessity imposed by its high toxicity, but also by the technical-economic value of metallic osmium. An elegant and extremely useful method is the recovery of osmium as a membrane catalytic material, in the form of nanoparticles obtained on a polymeric support. The subject of the present study is the realization of a composite membrane in which the polymeric matrix is the polypropylene hollow fiber, and the active component consists of the osmium nanoparticles obtained by reducing an alcoholic solution of osmium tetroxides directly on the polymeric support. The method of reducing osmium tetroxide on the polymeric support is based on the use of 10-Undecenoic acid (10-undecylenic acid) (UDA) as a reducing agent. The osmium tetroxide was solubilized in t-butanol and the reducing agent, 10-Undecenoic acid (UDA), in i-propanol, t-butanol or n-decanol solution. The membranes containing osmium nanoparticles (Os-NP) were characterized morphologically by the following: scanning electron microscopy (SEM), high-resolution SEM (HR-SEM), structurally: energy-dispersive spectroscopy analysis (EDAX), Fourier transform infrared (FTIR) spectroscopy. In terms of process performance, thermal gravimetric analysis was performed by differential scanning calorimetry (TGA, DSC) and in a redox reaction of an organic marker, p-nitrophenol (PNP) to p-aminophenol (PAP). The catalytic reduction reaction with sodium tetraborate solution of PNP to PAP yielded a constant catalytic rate between 2.04 × 10-4 mmol s-1 and 8.05 × 10-4 mmol s-1.

Fungicidal PMMA-Undecylenic Acid Composites

Int J Mol Sci 2018 Jan 8;19(1):184.29316713 PMC5796133

Undecylenic acid (UA), known as antifungal agent, still cannot be used to efficiently modify commercial dental materials in such a way that this affects Candida. Actually, issues with Candida infections and fungal resistance compromise the use of Poly(methyl-methacrylate) (PMMA) as dental material. The challenge remains to turn PMMA into an antifugal material, which can ideally affect both sessile (attached) and planktonic (free-floating) Candida cells. We aimed to tackle this challenge by designing PMMA-UA composites with different UA concentrations (3-12%). We studied their physico-chemical properties, the antifungal effect on Candida and the cytotoxicity toward human cells. We found that UA changes the PMMA surface into a more hydrophilic one. Mainly, as-preparation composites with ≿% UA reduced sessile Candida for >90%. After six days, the composites were still efficiently reducing the sessile Candida cells (for ~70% for composites with ≿% UA). Similar results were recorded for planktonic Candida. Moreover, the inhibition zone increased along with the UA concentration. The antifungal effect of UA was also examined at the surface of an UA-loaded agar and the minimal inhibitory concentration (MIC90) was below the lowest-studied 0.0125% UA. Furthermore, the embedded filamentation test after 24 h and 48 h showed complete inhibition of the Candida growth at 0.4% UA.

Curcumin and 10-Undecenoic acid as natural quorum sensing inhibitors of LuxS/AI-2 of Bacillus subtilis and LasI/LasR of Pseudomonas aeruginosa

Food Res Int 2023 Mar;165:112519.36869520 10.1016/j.foodres.2023.112519

The quorum sensing (QS) system is related to cell-to-cell communication as a function of population density, which regulates several physiological functions including biofilm formation and virulence gene expression. QS inhibitors have emerged as a promising strategy to tackle virulence and biofilm development. Among a wide variety of phytochemicals, many of them have been described as QS inhibitors. Driven by their promising clues, this study aimed to identify active phytochemicals against LuxS/autoinducer-2 (AI-2) (as the universal QS system) from Bacillus subtilis and LasI/LasR (as a specific QS system) of Pseudomonas aeruginosa, through in silico analysis followed by in vitro validation. The optimized virtual screening protocols were applied to screen a phytochemical database containing 3479 drug-like compounds. The most promising phytochemicals were curcumin, pioglitazone hydrochloride, and 10-Undecenoic acid. In vitro analysis corroborated the QS inhibitory activity of curcumin and 10-Undecenoic acid, however, pioglitazone hydrochloride showed no relevant effect. Inhibitory effects on LuxS/AI-2 QS system triggered reduction of 33-77% by curcumin (at 1.25-5 µg/mL) and 36-64% by 10-Undecenoic acid (at 12.5-50 µg/mL). Inhibition of LasI/LasR QS system was 21% by curcumin (at 200 µg/mL) and 10-54% by 10-Undecenoic acid (at 15.625-250 µg/mL). In conclusion, in silico analysis allowed the identification of curcumin and, for the first time, 10-Undecenoic acid (showing low cost, high availability, and low toxicity) as alternatives to counteract bacterial pathogenicity and virulence, avoiding the imposition of selective pressure usually related to classic industrial disinfection and antibiotics therapy.