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Merck
CN

V0384

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
UNSPSC Code:
12352211
NACRES:
NA.25
PubChem Substance ID:
24900694
MDL number:
MFCD00063187
Beilstein/REAXYS Number:
1726565

Key Documents

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Product Name

cis-Vaccenic acid, ≥97% (capillary GC), oil

InChI key

UWHZIFQPPBDJPM-FPLPWBNLSA-N

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-

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

Quality Level

200

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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

WGK 3

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
0000512646
0000512646
0000496609
0000496609
0000479197

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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
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
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
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
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