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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/REAXYS Number:
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

10 - Combustible liquids

wgk_germany

WGK 3

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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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
A Shibahara et al.
FEBS letters, 264(2), 228-230 (1990-05-21)
The novel pathways of oleic acid formation from cis-vaccenic (cis-11-octadecenoic) acid and of cis-vaccenic acid formation from oleic acid by enzymatic positional isomerization have been proposed in higher plants, based on stable-isotope experiments using [2,2-2H2]cis-vaccenate or [2,2-2H2]oleate as an immediate
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
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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