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V0384

Sigma-Aldrich

cis-Vaccenic acid

≥97% (capillary GC), oil

Synonym(s):

cis-11-Octadecenoic acid

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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:
12352211
PubChem Substance ID:
24900694
NACRES:
NA.25

biological source

Macadamia integrifolia oil

Assay

≥97% (capillary GC)

form

oil

impurities

<0.5% Trans-11 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.)

functional group

carboxylic acid

lipid type

unsaturated FAs

shipped in

ambient

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

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Application


  • Enhancing durability and sustainable preservation of Egyptian stone monuments using metabolites produced by Streptomyces exfoliatus.: This research investigates the use of microbial metabolites, including cis-Vaccenic acid, to enhance the preservation of historical monuments (Abd-Elhalim et al., 2023). (Abd-Elhalim et al., 2023).

Packaging

Sealed ampule

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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M Suutari et al.
Journal of general microbiology, 138(3), 445-450 (1992-03-01)
The interchange of octadecenoic acids and dihydrosterulic acid was a response of aerobically growing Lactobacillus fermentum to changes in growth temperature. Oleic and vaccenic acid contents decreased both at temperatures below 20 degrees C and above 26 degrees C, showing
Juan J Loor et al.
The British journal of nutrition, 90(6), 1039-1048 (2003-12-04)
Cis 9, trans 11 (c 9, t11)-18:2 and trans 10, cis 12 (t10, c12)-18:2 are the major conjugated linoleic acid (CLA) isomers in dietary supplements which reduce milk fat content in nursing women. The present study evaluated the effects of
C M Hart et al.
American journal of respiratory cell and molecular biology, 3(5), 479-489 (1990-11-01)
Although supplemental fatty acids have been shown to alter the susceptibility of experimental animals to oxidant gases, the relationship between the degree of tissue fatty acyl unsaturation and resistance to oxidant exposure remains undefined. Because vascular endothelial cells have been
Arturo Anadón et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 48(2), 591-598 (2009-11-26)
The acute oral toxicity of a trans-10 C18:1-rich milk fat (T10, 20% of total FA), and a trans-11 C18:1+cis-9 trans-11 C18:2-rich milk fat (T11-CLA, 14% and 4.8% of total FA, respectively) was studied in rats receiving a single oral dose
Jihane Gasmi et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 20(8-9), 734-742 (2013-03-05)
Plant-derived non-essential fatty acids are important dietary nutrients, and some are purported to have chemopreventive properties against various cancers, including that of the prostate. In this study, we determined the ability of seven dietary C-18 fatty acids to cause cytotoxicity
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