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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

Certificates of Analysis (COA)

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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
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
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
M M Kater et al.
Plant molecular biology, 25(5), 771-790 (1994-08-01)
Fatty acid synthesis in bacteria and plants is catalysed by a multi-enzyme fatty acid synthetase complex (FAS II) which consists of separate monofunctional polypeptides. Here we present a comparative molecular genetic and biochemical study of the enoyl-ACP reductase FAS components
Malgorzata Bukowiecka-Matusiak et al.
PloS one, 13(9), e0203799-e0203799 (2018-09-15)
Gestational diabetes mellitus (GDM) is a glucose intolerance that begins or is first recognized during pregnancy. It is currently a growing health problem worldwide affecting from 1% to 14% of all pregnant women depending on racial and ethnic group as
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