FSL0373

Structure

• InChI=1S/C30H46O16S2.2K/c1-14(2)9-22(32)44-25-24(46-48(39,40)41)23(45-47(36,37)38)20(13-31)43-28(25)42-17-10-18(27(34)35)19-7-8-30-11-16(15(3)26(30)33)5-6-21(30)29(19,4)12-17;;/h14,16-21,23-26,28,31,33H,3,5-13H2,1-2,4H3,(H,34,35)(H,36,37,38)(H,39,40,41);;/q;2*+1/p-2/t16?,17-,18-,19-,20?,21+,23?,24?,25?,26+,28?,29-,30-;;/m1../s1
• InChIKey=IUCNQFHEWLYECJ-UAPRPQGYSA-L

Synonyms

• 102130-43-8
• Atractyloside potassium salt

Origin

Atractylis gummifera

Biological activities

Inhibition of oxidative phosphorylation

Therapeutic

Herbal poisoning

Target

Adenine nucleotide translocase

Assay information

Selective inhibition of adenine nucleotide translocase (K_d = 50 nM) and induction of permeability transition pore opening

References

• Marzo I, Brenner C, Zamzami N, Jürgensmeier JM, Susin SA, Vieira HL, Prévost MC, Xie Z, Matsuyama S, Reed JC, Kroemer G
  Bax and adenine nucleotide translocator cooperate in the mitochondrial control of apoptosis.
  Science, 281(5385): 2027-2031 (1998)  9748162
• Block MR, Lauguin GJ, Vignais PV
  Atractyloside and bongkrekic acid sites in the mitochondrial ADP/ATP carrier protein. An appraisal of their unicity by chemical modifications.
  FEBS Lett, 131(2): 213-218 (1981)  6271570
• Block MR, Pougeois R, Vignais PV
  Chemical radiolabeling of carboxyatractyloside by [14C]acetic anhydride: binding properties of [14C]acetylcarboxyatractyloside to the mitochondrial ADP/ATP carrier.
  FEBS Lett, 117(1): 335-340 (1980)  6250898
• Klingenberg M, Grebe K, Scherer B
  The binding of atractylate and carboxy-atractylate to mitochondria.
  Eur J Biochem, 52(2): 351-363 (1975)  1175588
• Klingenberg M, Falkner G, Erdelt H, Grebe K
  On the relation between adenine nucleotide carrier sites and atractyloside binding in mitochondria.
  FEBS Lett, 16(4): 296-300 (1971)  11945965
• J. Pharm. Chim., 9: 81-91 (1869)