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cis-Vaccenic acid

analytical standard

Synonyme(s) :

octadec-11(cis)-enoic acid, cis-11-Octadecenoic acid

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About This Item

Formule linéaire :
CH3(CH2)5CH=CH(CH2)9CO2H
Numéro CAS:
Poids moléculaire :
282.46
Numéro Beilstein :
1726565
Numéro MDL:
Code UNSPSC :
41116107
Nomenclature NACRES :
NA.24

Qualité

analytical standard

Pureté

≥97.0% (HPLC)

Forme

liquid

Durée de conservation

limited shelf life, expiry date on the label

Impuretés

≤0.5% trans-isomer

Indice de réfraction

n20/D 1.459 (lit.)

Point d'ébullition

150 °C/0.03 mmHg (lit.)

Pf

14-15 °C (lit.)

Densité

0.887 g/mL at 25 °C (lit.)

Application(s)

clinical testing

Température de stockage

−20°C

Chaîne SMILES 

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-

Clé InChI

UWHZIFQPPBDJPM-FPLPWBNLSA-N

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Description générale

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.

Produits recommandés

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Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

446.0 °F - closed cup

Point d'éclair (°C)

230 °C - closed cup


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Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Gas chromatography mass spectrum and fourier-transform infrared spectroscopy analysis of methanolic extract of Rosmarinus oficinalis leaves
Hameed HI, et al.
Journal of pharmacognosy and phytotherapy, 7(6), 90-106 (2015)
Jean-François Rontani et al.
Lipids, 38(10), 1085-1092 (2003-12-13)
The origin of 11-hydroxyoctadec-trans-12-enoic and 12-hydroxyoctadec-trans-10-enoic acids (photodegradation products of cis-vaccenic acid) in the marine environment was investigated. cis-Vaccenic acid is commonly used as a bacterial biomarker; however, in heterotrophic bacteria the observed rates of cis-vaccenic acid photodegradation are negligible.

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