Atractyloside

• CAT Number: I022629
• CAS Number: 17754-44-8
• Molecular Formula: C30H46O16S2
• Molecular Weight: 726.8
• Purity: 98%
• Synonyms: Atractyloside
• Solubility: Soluble in DMSO
• Appearance: Solid powder
• Storage: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
• IUPAC Name: 19-Norkaur-16-en-18-oic acid, 15-hydroxy-2-((2-O-(3-methyl-1-oxobutyl)-3,4-di-O-sulfo-beta-D-glucopyranosyl)oxy)-, (2beta,4alpha,15alpha)-
• InChI: InChI=1S/C30H46O16S2/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)/t16-,17-,18-,19-,20-,21+,23-,24+,25-,26+,28-,29-,30-/m1/s1
• InChIKey: FYQXODZRNSCOTR-QLKRWLHJSA-N
• SMILES: C=C([C@H](CC1)C2)[C@H](O)[C@@]32CC[C@]4([H])[C@H](C(O)=O)C[C@@H](O[C@H]5[C@@H]([C@H]([C@@H]([C@@H](CO)O5)OS(=O)(O)=O)OS(=O)(O)=O)OC(CC(C)C)=O)C[C@@]4(C)[C@@]31[H]

Atractyloside (CAT: I022629) is a toxic glycoside compound found in certain plants, such as Atractylis gummifera. It acts as a potent inhibitor of the mitochondrial adenine nucleotide translocase (ANT), which is responsible for the exchange of ATP and ADP across the inner mitochondrial membrane. By inhibiting ANT, atractyloside disrupts cellular energy metabolism and impairs ATP production. This ultimately leads to cellular dysfunction and can have toxic effects on various organs, particularly the liver, and kidneys. Due to its toxicity, atractyloside is primarily used as a research tool to study mitochondrial function and cell death mechanisms.