Skip to Content
Merck
All Photos(1)

Documents

69301

Supelco

cis-Vaccenic acid

analytical standard

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

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

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

446.0 °F - closed cup

Flash Point(C)

230 °C - closed cup

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Sorry, we don't have COAs for this product available online at this time.

If you need assistance, please contact Customer Support.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service