406546
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:
1704918
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
NACRES:
NA.22
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Ensayo
95%
bp
180 °C/15 mmHg (lit.)
mp
40-42 °C (lit.)
grupo funcional
carboxylic acid
cadena SMILES
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)
Clave InChI
OAOUTNMJEFWJPO-UHFFFAOYSA-N
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Descripción general
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.
Aplicación
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:
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.
Palabra de señalización
Warning
Frases de peligro
Consejos de prudencia
Clasificaciones de peligro
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Órganos de actuación
Respiratory system
Código de clase de almacenamiento
11 - Combustible Solids
Clase de riesgo para el agua (WGK)
WGK 3
Punto de inflamabilidad (°F)
235.4 °F - closed cup
Punto de inflamabilidad (°C)
113 °C - closed cup
Equipo de protección personal
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
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P R Ortiz de Montellano et al.
The Journal of biological chemistry, 259(7), 4136-4141 (1984-04-10)
The terminal acetylenic analogue of lauric acid, 11-dodecynoic acid (11-DDYA), specifically inactivates hepatic cytochrome P-450 enzymes that catalyze omega- and omega-1-hydroxylation of lauric acid. The inactivation, as required for a suicidal process, is NADPH- and time-dependent and follows pseudo-first order
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
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