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Merck

SML0177

Sigma-Aldrich

AUDA

≥98% (HPLC)

Sinónimos:

12-[[(tricyclo[3.3.1.13,7]dec-1-ylamino)carbonyl]amino]-dodecanoic acid

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About This Item

Fórmula empírica (notación de Hill):
C23H40N2O3
Número de CAS:
Peso molecular:
392.58
Número MDL:
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
NACRES:
NA.77

Ensayo

≥98% (HPLC)

Formulario

powder

color

white to beige

solubilidad

DMSO: ≥10 mg/mL at warmed to 60 °C

temp. de almacenamiento

−20°C

cadena SMILES

OC(=O)CCCCCCCCCCCNC(=O)NC12C[C@@H]3C[C@@H](C[C@@H](C3)C1)C2

InChI

1S/C23H40N2O3/c26-21(27)10-8-6-4-2-1-3-5-7-9-11-24-22(28)25-23-15-18-12-19(16-23)14-20(13-18)17-23/h18-20H,1-17H2,(H,26,27)(H2,24,25,28)/t18-,19+,20-,23-

Clave InChI

XLGSEOAVLVTJDH-UKBVAGSOSA-N

Aplicación

AUDA has been used in the inhibition of epoxide hydrolase in human macrophages and in inhibition of tumor necrosis factor α (TNF-α)- induced phosphorylation in human aortic smooth muscle cells.
AUDA may be used in soluble epoxide hydrolase-mediated cell signaling studies.

Acciones bioquímicas o fisiológicas

AUDA is a potent inhibitor of soluble epoxide hydrolase
Inhibition of soluble epoxide hydrolase by AUDA inhibits the metabolism of epoxyeicosatrienoic acids (EETs) and protects end-organs against the damaging effects of salt-sensitive hypertension. AUDA also renders protection against myocardial ischemia-reperfusion injury and cerebral ischemia.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable


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PD n-3 DPA Pathway Regulates Human Monocyte Differentiation and Macrophage Function
Pistorius K, et al.
Cell Chemical Biology, 25(6), 749-760 (2018)
You-Yang Qu et al.
Neurochemical research, 40(1), 1-14 (2014-11-05)
Epoxyeicosatrienoic acids (EETs), the cytochrome P450 epoxygenase metabolite of arachidonic acid, have been demonstrated to have neuroprotective effect. Phosphatidylinositol 3-kinase (PI3K)/Akt and ATP-sensitive potassium (KATP) channels are thought to be important factors that mediate neuroprotection. However, little is known about
Chun-Hu Wu et al.
Journal of neuroinflammation, 14(1), 230-230 (2017-11-28)
Inflammatory responses significantly contribute to neuronal damage and poor functional outcomes following intracerebral hemorrhage (ICH). Soluble epoxide hydrolase (sEH) is known to induce neuroinflammatory responses via degradation of anti-inflammatory epoxyeicosatrienoic acids (EET), and sEH is upregulated in response to brain
In Sook Cho et al.
Molecules (Basel, Switzerland), 25(18) (2020-09-26)
Flavonoids and triterpenoids were revealed to be the potential inhibitors on soluble epoxide hydrolase (sEH). The aim of this study is to reveal sEH inhibitors from Fuji apples. A flavonoid and three triterpenoids derived from the fruit of Malus domestica
Jung Pyo Lee et al.
PloS one, 7(5), e37075-e37075 (2012-05-17)
Soluble epoxide hydrolase (sEH) in endothelial cells determines the plasma concentrations of epoxyeicosatrienoic acids (EETs), which may act as vasoactive agents to control vascular tone. We hypothesized that the regulation of sEH activity may have a therapeutic value in preventing

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