XCT790
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| Names | |
|---|---|
| IUPAC name
(2E)-3-(4-{[2,4-bis(trifluoromethyl)benzyl]oxy}-3-methoxyphenyl)-2-cyano-N-[5-(trifluoromethyl)-1,3,4-thiadiazol-2-yl]acrylamide | |
| Identifiers | |
725247-18-7  | |
| 3D model (Jmol) | Interactive image |
| ChEMBL | ChEMBL189753  |
| ChemSpider | 5293979 |
| ECHA InfoCard | 100.163.130 |
| 2832 | |
| PubChem | 6918788 |
| |
| |
| Properties | |
| C23H13F9N4O3S | |
| Molar mass | 596.424949 |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| verify (what is ?) | |
| Infobox references | |
XCT790 is a potent and selective inverse agonist ligand of the estrogen-related receptor alpha.[1] Independent of its inhibition of ERRα, XCT790 is a potent mitochondrial electron transport chain uncoupler. [2]
Mitochondrial electron transport chain uncoupling effect
XCT790 has been shown to uncouple oxygen consumption from ATP production in mitochondria at very low, nanomolar-range doses independently of ERRα expression. Its effects are similar to proton ionophores such as FCCP, which disrupt mitochondrial transmembrane electrochemical gradients. This uncoupling leads to a fast drop in ATP production and, consequently, a prompt activation of AMPK.[2]
References
- ↑ Busch BB, Stevens WC Jr, Martin R, Ordentlich P, Zhou S, Sapp DW, Horlick RA, Mohan R; Stevens (November 2004). "Identification of a selective inverse agonist for the orphan nuclear receptor estrogen-related receptor alpha". J. Med. Chem. 47 (23): 5593–6. doi:10.1021/jm049334f. PMID 15509154.
- 1 2 Eskiocak B; Aktar Ali; White MA (July 7, 2014). "The estrogen-related receptor α inverse agonist XCT 790 is a nanomolar mitochondrial uncoupler". Biochemistry. 53 (29): 4839–4846. doi:10.1021/bi500737n. PMID 24999922.
External links
- XCT790 at the US National Library of Medicine Medical Subject Headings (MeSH)
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