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CAS 33286-30-5

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Carboxyatractyloside

Description:
Carboxyatractyloside is a naturally occurring compound classified as a glycoside, specifically a type of atractyloside. It is derived from various plant species, particularly those in the Asteraceae family. This compound is known for its role as a potent inhibitor of the mitochondrial ADP/ATP translocase, which is crucial for cellular energy metabolism. Carboxyatractyloside exhibits a high affinity for the translocase, thereby disrupting the normal transport of ATP and ADP across the mitochondrial membrane, leading to impaired oxidative phosphorylation and energy production. The substance is often studied for its pharmacological properties and potential toxic effects, particularly in relation to its impact on cellular respiration. In terms of physical properties, carboxyatractyloside is typically a white to off-white solid, soluble in polar solvents. Its use in research highlights the importance of understanding mitochondrial function and the biochemical pathways involved in energy metabolism. However, caution is advised due to its toxicological implications in higher concentrations.
Formula:C31H46O18S2·2K
InChI:InChI=1S/C31H46O18S2.2K/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);;/t16-,17+,18-,19+,20+,22-,23+,24-,25+,26-,29+,30-;;/m1../s1
InChI key:InChIKey=RWEZIQDTEROURZ-WWJHHVHBSA-N
SMILES:C[C@]12[C@]3([C@]4(C[C@@](CC3)(C(=C)[C@@H]4O)[H])CC[C@@]1(C(C(O)=O)(C(O)=O)C[C@@H](O[C@H]5[C@H](OC(CC(C)C)=O)[C@@H](OS(=O)(=O)O)[C@H](OS(=O)(=O)O)[C@@H](CO)O5)C2)[H])[H].[K]
Synonyms:
  • 15-hydroxy-2-{[2-O-(3-methylbutanoyl)-3,4-di-O-sulfohexopyranosyl]oxy}kaur-16-ene-18,19-dioic acid
  • 1H-2,10a-Ethanophenanthrene, kaur-16-ene-18,19-dioic acid deriv.
  • CAT dipotassium salt
  • Carboxyatractyloside
  • Dipotassium carboxyatractyloside
  • Dipotassium dihydrogen 15alpha-hydroxy-2beta-((2-O-isovaleryl-3,4-di-O-sulphonato-beta-D-glucopyranosyl)oxy)kaur-16-ene-18,19-dioate
  • Gummiferin
  • Kaur-16-ene-18,19-dioic acid, 15-hydroxy-2-((2-O-(3-methyl-1-oxobutyl)-3,4-di-O-sulfo-beta-D-glucopyranosyl)oxy)-, dipotassium salt, (2-beta,15-alpha)-
  • Kaur-16-ene-18,19-dioic acid, 15-hydroxy-2-[[2-O-(3-methyl-1-oxobutyl)-3,4-di-O-sulfo-β-<span class="text-smallcaps">D</span>-glucopyranosyl]oxy]-, dipotassium salt, (2β,15α)-
  • Potassium carboxyatractyloside
  • See more synonyms
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