XJB-5-131

XJB-5-131 is a synthetic antioxidant. In a mouse model of Huntington's disease, it has been shown to reduce oxidative damage to mitochondrial DNA, and to maintain mitochondrial DNA copy number.[1] XJB-5-131 also strongly protects against ferroptosis, a form of iron-dependent regulated cell death.[2]

XJB-5-131
line drawing of XJB-5-131
Legal status
Legal status
  • experimental
Identifiers
PubChem CID
ChemSpider
ChEBI
Chemical and physical data
FormulaC53H80N7O9
Molar mass959.26 g·mol−1
3D model (JSmol)
  • CC(C)CC(C=CC(Cc1ccccc1)C(=O)N2CCCC2C(=O)NC(C(C)C)C(=O)NC(CCCNC(=O)OCc3ccccc3)C(=O)NC4CC(N(C(C4)(C)C)[O])(C)C)NC(=O)OC(C)(C)C
  • InChI=1S/C53H80N7O9/c1-35(2)30-40(56-50(66)69-51(5,6)7)27-26-39(31-37-20-14-12-15-21-37)48(64)59-29-19-25-43(59)46(62)58-44(36(3)4)47(63)57-42(24-18-28-54-49(65)68-34-38-22-16-13-17-23-38)45(61)55-41-32-52(8,9)60(67)53(10,11)33-41/h12-17,20-23,26-27,35-36,39-44H,18-19,24-25,28-34H2,1-11H3,(H,54,65)(H,55,61)(H,56,66)(H,57,63)(H,58,62)/b27-26+/t39-,40-,42+,43+,44+/m1/s1
  • Key:VDQKIDYOPUMJGQ-VQPCLXHQSA-N

References
  1. Xun Z, Rivera-Sánchez S, Ayala-Peña S, Lim J, Budworth H, Skoda EM, et al. (November 2012). "Targeting of XJB-5-131 to mitochondria suppresses oxidative DNA damage and motor decline in a mouse model of Huntington's disease". Cell Reports. 2 (5): 1137–42. doi:10.1016/j.celrep.2012.10.001. PMC 3513647. PMID 23122961.
  2. Krainz T, Gaschler MM, Lim C, Sacher JR, Stockwell BR, Wipf P (September 2016). "A Mitochondrial-Targeted Nitroxide Is a Potent Inhibitor of Ferroptosis". ACS Central Science. 2 (9): 653–659. doi:10.1021/acscentsci.6b00199. PMC 5043442. PMID 27725964.
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