69301

cis-Vaccenic acid

analytical standard

• Synonym(s): octadec-11(cis)-enoic acid, cis-11-Octadecenoic acid
• Linear Formula: CH₃(CH₂)₅CH=CH(CH₂)₉CO₂H
• CAS Number: 506-17-2
• Molecular Weight: 282.46
• Beilstein: 1726565
• MDL number: MFCD00063187
• UNSPSC Code: 41116107
• NACRES: NA.24

Properties

• grade: analytical standard
• Assay: ≥97.0% (HPLC)
• form: liquid
• shelf life: limited shelf life, expiry date on the label
• impurities: ≤0.5% trans-isomer
• refractive index: n20/D 1.459 (lit.)
• bp: 150 °C/0.03 mmHg (lit.)
• mp: 14-15 °C (lit.)
• density: 0.887 g/mL at 25 °C (lit.)
• application(s): clinical testing
• storage temp.: −20°C
• SMILES string: CCCCCC\C=C/CCCCCCCCCC(O)=O
• InChI: 1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h7-8H,2-6,9-17H2,1H3,(H,19,20)/b8-7-
• InChI key: UWHZIFQPPBDJPM-FPLPWBNLSA-N

Description

General description

cis-Vaccenic acid belongs to the class of unsaturated fatty acids. It is mostly reported to be produced by many species of heterotrophic bacteria. It also occurs in other marine organisms such as phytoplanktons. It also finds applications as a bacterial biomarker.

Application

cis-Vaccenic acid may be used as an analytical standard in the following:

• Quantification of the analyte and its photodegradation products in marine samples using gas chromatography coupled to electron impact mass spectrometry (GC-EIMS). The photo-oxidation of the lipid components of the two strains of aerobic photoheterotrophic bacteria, Erythrobacter sp. strain NAP1 and Roseobacter-related isolate COL2P is studied and the results obtained after irradiation of axenic and nonaxenic cultures of the diatom, Skeletonema costatum is compared.
• Quantification of the analyte in the methanolic extract of the leaves of Lepidium sativum using gas chromatography coupled to mass spectrometry (GC-MS).
• Quantification of the analyte in methanolic extract of Rosmarinus oficinalis leaves using gas chromatography coupled to mass spectrometry and Fourier transform infrared spectroscopy.

Recommended products

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Safety Information

• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): 446.0 °F - closed cup
• Flash Point(C): 230 °C - closed cup