XCT790

XCT790

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
CAS Number	725247-18-7 Y
ChEMBL	ChEMBL189753 N
ChemSpider	5293979 N
IUPHAR/BPS	2832
Jmol 3D model	Interactive image
PubChem	6918788
InChI InChI=1S/C23H13F9N4O3S/c1-38-17-7-11(6-13(9-33)18(37)34-20-36-35-19(40-20)23(30,31)32)2-5-16(17)39-10-12-3-4-14(21(24,25)26)8-15(12)22(27,28)29/h2-8H,10H2,1H3,(H,34,36,37)/b13-6+ N Key: HQFNFOOGGLSBBT-AWNIVKPZSA-N N InChI=1/C23H13F9N4O3S/c1-38-17-7-11(6-13(9-33)18(37)34-20-36-35-19(40-20)23(30,31)32)2-5-16(17)39-10-12-3-4-14(21(24,25)26)8-15(12)22(27,28)29/h2-8H,10H2,1H3,(H,34,36,37)/b13-6+ Key: HQFNFOOGGLSBBT-AWNIVKPZBQ
SMILES COC1=C(C=CC(=C1)/C=C(\C#N)/C(=O)NC2=NN=C(S2)C(F)(F)F)OCC3=C(C=C(C=C3)C(F)(F)F)C(F)(F)F
Properties
Chemical formula	C23H13F9N4O3S
Molar mass	596.424949
Vapor pressure	{{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

XCT790 is a potent and selective inverse agonist ligand of the estrogen-related receptor alpha. Independent of its inhibition of ERRα, XCT790 is a potent mitochondrial electron transport chain uncoupler.

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.

External links

• XCT790 at the US National Library of Medicine Medical Subject Headings (MeSH)