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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

Quality Level

200

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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Certificates of Analysis (COA)

Lot/Batch Number
0000373572
0000344527
0000318334
0000318333
0000344527

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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
D Lipinsky et al.
Pflugers Archiv : European journal of physiology, 425(1-2), 140-149 (1993-10-01)
To dissect the cellular events responsible for the prolonged latency of the response to thyrotropin-releasing hormone (TRH) in Xenopus oocytes we interfered with different steps of the signal transduction pathway. Preincubation of oocytes with cis-vaccenic acid (a membrane-fluidizing agent) shortened
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
M A Strauch et al.
Molecular microbiology, 6(20), 2909-2917 (1992-10-01)
The initiation of sporulation in Bacillus subtilis is controlled by the Spo0A transcription factor which is activated by phosphorylation through a phosphorelay mechanism that is dependent upon the activity of one or more protein kinases. The enzymatic activity of one
L Cárdenas et al.
Plant molecular biology, 29(3), 453-464 (1995-11-01)
Rhizobium etli is a microsymbiont of plants of the genus Phaseolus. Using mass spectrometry we have identified the lipo-chitin oligosaccharides (LCOs) that are produced by R. etli strain CE3. They are N-acetylglucosamine pentasaccharides of which the non-reducing residue is N-methylated
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