Carboxyatractyloside (tripotassium)

Carboxyatractyloside tripotassium is a diterpenoid. Carboxyatractyloside tripotassium can be isolated from plants of the genus Xanthium. Carboxyatractyloside tripotassium is an ADP/ATP carrier inhibitor, inhibiting mitochondrial ADP/ATP transport. Carboxyatractyloside tripotassium promotes ROS production, induces Ca2+ release, and leads to mitochondrial dysfunction. Carboxyatractyloside tripotassium induces lethargy, weakness, and epileptic seizures in rats[1][2][3][4][5][6].

Product Specifications

CAS Number

[77228-71-8]

Product Name Alternative

Gummiferin (tripotassium)

UNSPSC

12352005

Hazard Statement

H301+H311+H331

Target

Calcium Channel; Mitochondrial Metabolism; Reactive Oxygen Species (ROS)

Type

Natural Products

Related Pathways

Immunology/Inflammation; Membrane Transporter/Ion Channel; Metabolic Enzyme/Protease; Neuronal Signaling; NF-κB

Applications

Cancer-programmed cell death

Field of Research

Neurological Disease

Assay Protocol

https://www.medchemexpress.com/carboxyatractyloside-tripotassium.html

Purity

99.97

Solubility

H2O : ≥ 50 mg/mL

Smiles

C=C([C@H](CC1)C2)[C@H](O)[C@@]32CC[C@]4([H])[C@@](C(O)=O)(C(O[K])=O)C[C@@H](O[C@@H]5[C@H]([C@@H]([C@H]([C@H](CO)O5)OS(=O)(O[K])=O)OS(=O)(O[K])=O)OC(CC(C)C)=O)C[C@@]4(C)[C@@]31[H]

Molecular Formula

C31H43K3O18S2

Molecular Weight

885.09

Precautions

H301+H311+H331

References & Citations

[1]Pebay-Peyroula E, et al. Structure of mitochondrial ADP/ATP carrier in complex with carboxyatractyloside. Nature. 2003 Nov 6;426 (6962) :39-44.|[2]Ri M, et al. Identification of Toyocamycin, an agent cytotoxic for multiple myeloma cells, as a potent inhibitor of ER stress-induced XBP1 mRNA splicing. Blood Cancer J. 2012 Jul;2 (7) :e79.|[3]Belosludtseva NV, et al. ANT-Mediated Inhibition of the Permeability Transition Pore Alleviates Palmitate-Induced Mitochondrial Dysfunction and Lipotoxicity. Biomolecules. 2024 Sep 15;14 (9) :1159. |[4]García N, et al. Cyclosporin A is unable to inhibit carboxyatractyloside-induced permeability transition in aged mitochondria. Comp Biochem Physiol C Toxicol Pharmacol. 2009 Apr;149 (3) :374-81. |[5]Luciani S, et al. Effects of carboxyatractyloside a structural analogue of atractyloside on mitochondrial oxidative phosphorylation. Life Sci II. 1971 Sep 8;10 (17) :961-8.|[6]Hatch RC, et al. Toxicologic study of carboxyatractyloside (active principle in cocklebur--Xanthium strumarium) in rats treated with enzyme inducers and inhibitors and glutathione precursor and depletor. Am J Vet Res. 1982 Jan;43 (1) :111-6.