For research use only. Not for therapeutic Use.
Carboxyatractyloside (Cat.No:I018566) is a naturally occurring toxin that inhibits the mitochondrial ADP/ATP translocator, an essential protein for energy metabolism in eukaryotic cells. As a result of its action, oxidative phosphorylation is inhibited, and the electron transport chain is disrupted, leading to cellular dysfunction and apoptosis. Carboxyatractyloside has been used as a tool to study mitochondrial function and the role of the ADP/ATP translocator in cellular physiology.
| Catalog Number | I018566 |
| CAS Number | 77228-71-8 |
| Molecular Formula | C₃₁H₄₆O₁₈S₂ |
| Purity | ≥95% |
| IUPAC Name | 15-hydroxy-7-[6-(hydroxymethyl)-3-(3-methylbutanoyloxy)-4,5-disulfooxyoxan-2-yl]oxy-9-methyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5,5-dicarboxylic acid |
| InChI | InChI=1S/C31H46O18S2/c1-14(2)9-21(33)47-24-23(49-51(42,43)44)22(48-50(39,40)41)18(13-32)46-26(24)45-17-11-29(4)19-6-5-16-10-30(19,25(34)15(16)3)8-7-20(29)31(12-17,27(35)36)28(37)38/h14,16-20,22-26,32,34H,3,5-13H2,1-2,4H3,(H,35,36)(H,37,38)(H,39,40,41)(H,42,43,44) |
| InChIKey | AQFATIOBERWBDY-UHFFFAOYSA-N |
| SMILES | CC(C)CC(=O)OC1C(C(C(OC1OC2CC3(C4CCC5CC4(CCC3C(C2)(C(=O)O)C(=O)O)C(C5=C)O)C)CO)OS(=O)(=O)O)OS(=O)(=O)O |
| Reference | [1]. Pebay-Peyroula E, et al. Structure of mitochondrial ADP/ATP carrier in complex with carboxyatractyloside. Nature. 2003 Nov 6;426(6962):39-44. |
