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406546

Sigma-Aldrich

10-Undecynoic acid

95%

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5 G
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5 G
128,00 €

About This Item

Formula condensata:
HC≡C(CH2)8CO2H
Numero CAS:
Peso molecolare:
182.26
Beilstein:
1704918
Numero CE:
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22

128,00 €


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Saggio

95%

P. ebollizione

180 °C/15 mmHg (lit.)

Punto di fusione

40-42 °C (lit.)

Gruppo funzionale

carboxylic acid

Stringa SMILE

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)
OAOUTNMJEFWJPO-UHFFFAOYSA-N

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Categorie correlate

Descrizione generale

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.[1] Enzyme catalyzed esterification of 10-undecynoic acid has been reported.[2][3] UDY has been reported to be synthesized by the dehydrobromination of 10-undecenoic acid.[4]

Applicazioni

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.[5]
  • To form molecular layers by adsorbing on the fluorite surface.[6]
  • In the supercritical hydrothermal synthesis of iron oxide nanoparticles.[7]

Pittogrammi

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Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

235.4 °F - closed cup

Punto d’infiammabilità (°C)

113 °C - closed cup

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves


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Nucleic acids research, 34(4), e32-e32 (2006-03-02)
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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
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
M C Romano et al.
Analytical biochemistry, 170(1), 83-93 (1988-04-01)
An assay for the microsomal hydroxylation of lauric acid (LA), based on HPLC with flow-through radiochemical detection, has been developed. Conditions were optimized for resolution and quantitation of three microsomal metabolites of LA, one of which has not been reported

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