CAS 33286-30-5

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
• dipotassium (5xi,9xi,13alpha,15beta)-15-hydroxy-2-{[2-O-(3-methylbutanoyl)-3,4-di-O-sulfohexopyranosyl]oxy}kaur-16-ene-18,19-dioate

Carboxyatractyloside dipotassium

CAS: 33286-30-5

Carboxyatractyloside dipotassium

Formula: C₃₁H₄₆K₂O₁₈S₂

Purity: 98%

Molecular weight: 849.01

Ref: 54-OR1030904

Gummiferin dipotassium

CAS: 33286-30-5

Gummiferin dipotassium exhibits antifungal activity against Saccharomyces cerevisiae and can be used in biochemical experiments and drug synthesis research.

Formula: C₃₁H₄₄K₂O₁₈S₂

Purity: 98%

Color and Shape: White Solid

Molecular weight: 847.00

Ref: TM-T8204

Carboxyatractyloside

CAS: 33286-30-5

Formula: C₃₁H₄₆O₁₈S₂

Purity: 95%~99%

Molecular weight: 770.811

Ref: BP-BP1659

Carboxyatractyloside dipotassium

CAS: 33286-30-5

(2S,4aS,6aR,7S,9R,11aS,11bS)-7-Hydroxy-2-(((2R,3R,4R,5R,6R)-6-(hydroxymethyl)-3-((3-methylbutanoyl)oxy)-4,5-bis(sulfooxy)tetrahydro-2H-pyran-2-yl)oxy)-11b-methyl-8-methylenedodecahydro-6a,9-methanocyclohepta[a]naphthalene-4,4(4aH)-dicarboxylic acid, dipotassium salt

Formula: C₃₁H₄₆K₂O₁₈S₂

Purity: 98%

Molecular weight: 849.01

Ref: IN-DG00788561

Carboxyatractyloside

CAS: 33286-30-5

Natural glycoside

Formula: C₃₁H₄₄O₁₈S₂K₂

Purity: ≥ 90.0 % (HPLC)

Color and Shape: Powder

Molecular weight: 847

Ref: 5G-84196

Carboxyatractyloside

CAS: 33286-30-5

Formula: C₃₁H₄₆O₁₈S₂

Molecular weight: 770.8

Ref: BE-RMT12901

Carboxyatractyloside

CAS: 33286-30-5

Carboxyatractyloside is a mitochondrial inhibitor, which is derived from the seeds of plants belonging to the Asteraceae family, such as Atractylis gummifera. It acts as a potent inhibitor of the ADP/ATP translocase located in the inner mitochondrial membrane, blocking the exchange of ADP and ATP across the membrane. This mode of action ultimately disrupts cellular respiration and ATP production, leading to inhibition of energy metabolism within cells.

Formula: C₃₁H₄₄O₁₈S₂·2K

Purity: Min. 95%

Molecular weight: 847 g/mol

Ref: 3D-FC74355