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SML0177

Sigma-Aldrich

AUDA

≥98% (HPLC)

Synonym(e):

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

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10 MG
€ 88,80
50 MG
€ 337,00

About This Item

Empirische Formel (Hill-System):
C23H40N2O3
CAS-Nummer:
479413-70-2
Molekulargewicht:
392.58
MDL-Nummer:
MFCD12912267
UNSPSC-Code:
12352200
PubChem Substanz-ID:
329825206
NACRES:
NA.77

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Assay

≥98% (HPLC)

Form

powder

Farbe

white to beige

Löslichkeit

DMSO: ≥10 mg/mL at warmed to 60 °C

Lagertemp.

−20°C

SMILES String

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-

InChIKey

XLGSEOAVLVTJDH-UKBVAGSOSA-N

Anwendung

AUDA has been used in the inhibition of epoxide hydrolase in human macrophages[1] and in inhibition of tumor necrosis factor α (TNF-α)- induced phosphorylation in human aortic smooth muscle cells.[2]
AUDA may be used in soluble epoxide hydrolase-mediated cell signaling studies.

Biochem./physiol. Wirkung

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.[3] AUDA also renders protection against myocardial ischemia-reperfusion injury[4] and cerebral ischemia.[5]

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
0000191891
0000191892
0000191892
0000191891
0000068305

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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
Jang Hoon Kim et al.
Biomolecules, 10(2) (2020-01-30)
: Three flavonoids derived from the leaves of Capsicum chinense Jacq. were identified as chrysoeriol (1), luteolin-7-O-glucopyranoside (2), and isorhamnetin-7-O-glucopyranoside (3). They had IC50 values of 11.6±2.9, 14.4±1.5, and 42.7±3.5 µg/mL against soluble epoxide hydrolase (sEH), respectively. The three inhibitors
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
PD n-3 DPA Pathway Regulates Human Monocyte Differentiation and Macrophage Function
Pistorius K, et al.
Cell Chemical Biology, 25(6), 749-760 (2018)
Alexis N Simpkins et al.
The American journal of pathology, 174(6), 2086-2095 (2009-05-14)
Inhibition of soluble epoxide hydrolase (SEH), the enzyme responsible for degradation of vasoactive epoxides, protects against cerebral ischemia in rats. However, the molecular and biological mechanisms that confer protection in normotension and hypertension remain unclear. Here we show that 6
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