SML0177
AUDA
≥98% (HPLC)
Synonym(s):
12-[[(tricyclo[3.3.1.13,7]dec-1-ylamino)carbonyl]amino]-dodecanoic acid
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About This Item
Empirical Formula (Hill Notation):
C23H40N2O3
CAS Number:
Molecular Weight:
392.58
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Quality Level
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: ≥10 mg/mL at warmed to 60 °C
storage temp.
−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-
InChI key
XLGSEOAVLVTJDH-UKBVAGSOSA-N
Application
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.
Biochem/physiol Actions
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.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_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
Soluble epoxide hydrolase inhibitor, 12-(3-adamantan-1-yl-ureido)-dodecanoic acid, represses human aortic smooth muscle cell proliferation and migration by regulating cell death pathways via the mTOR signaling
Li SH, et al.
International Journal of Clinical and Experimental Pathology, 10(8), 8434-8442 (2017)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| SML0177-10MG | 04061832786384 |
| SML0177-50MG | 04061832786391 |