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Merck

406546

Sigma-Aldrich

10-Undecynoic acid

95%

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About This Item

Fórmula lineal:
HC≡C(CH2)8CO2H
Número de CAS:
Peso molecular:
182.26
Beilstein/REAXYS Number:
1704918
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

95%

bp

180 °C/15 mmHg (lit.)

mp

40-42 °C (lit.)

functional group

carboxylic acid

SMILES string

OC(=O)CCCCCCCCC#C

InChI

1S/C11H18O2/c1-2-3-4-5-6-7-8-9-10-11(12)13/h1H,3-10H2,(H,12,13)

InChI key

OAOUTNMJEFWJPO-UHFFFAOYSA-N

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General description

10-Undecynoic acid (10- UDYA, UDY) is an acetylenic fatty acid. It is reported as highly selective irreversible inhibitor of hepatic ω- and ω-1-lauric acid hydroxylases. Enzyme catalyzed esterification of 10-undecynoic acid has been reported. UDY has been reported to be synthesized by the dehydrobromination of 10-undecenoic acid.

Application

10-Undecynoic acid was employed as model compound to investigate the microwave assisted surface click reactions catalyzed with Cu(II)/sodium L-ascorbate.†
It may be used:
  • As a biochemical probe in an assay for the microsomal hydroxylation of lauric acid (LA), based on HPLC with flow-through radiochemical detection.
  • To form molecular layers by adsorbing on the fluorite surface.
  • In the supercritical hydrothermal synthesis of iron oxide nanoparticles.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Anna Goc et al.
PloS one, 14(4), e0214763-e0214763 (2019-04-19)
In the search for novel agents against oral pathogens in their planktonic and biofilm form, we have focused our attention on 10-undecynoic acid as the representative of the acetylenic fatty acids. Using macro-broth susceptibility testing method we first established MIC
Fabrizio Cattaruzza et al.
Nucleic acids research, 34(4), e32-e32 (2006-03-02)
Unoxidized crystalline silicon, characterized by high purity, high homogeneity, sturdiness and an atomically flat surface, offers many advantages for the construction of electronic miniaturized biosensor arrays upon attachment of biomolecules (DNA, proteins or small organic compounds). This allows to study
Fengyun Xu et al.
American journal of physiology. Regulatory, integrative and comparative physiology, 283(3), R710-R720 (2002-08-20)
The cytochrome P-450 eicosanoid 20-hydroxyeicosatetraenoic acid (20-HETE) is a potent vasoconstrictor that is implicated in the regulation of blood pressure. The identification of selective inhibitors of renal 20-HETE formation for use in vivo would facilitate studies to determine the systemic
R C Zangar et al.
Archives of biochemistry and biophysics, 337(2), 217-224 (1997-01-15)
CYP2B, CYP4A, and CYP2E1 mRNA levels are elevated in response to pathophysiological conditions, such as diabetes, high-fat diet, and fasting, in which lipids and ketone bodies are increased. In order to avoid confounding hormonal effects, we utilized primary rat hepatocytes
Formation and wetting characteristics of adsorbed layers of unsaturated carboxylic acids at a fluorite surface.
Drelich J, et al.
Journal of Colloid and Interface Science, 178(2), 720-732 (1996)

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