35988-42-2,MFCD00152201
Catalog No.:AA00C5NJ

35988-42-2 | C-ATR

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1mg
≥95%
in stock  
$128.00   $89.00
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5mg
≥95%
in stock  
$530.00   $371.00
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  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA00C5NJ
Chemical Name:
C-ATR
CAS Number:
35988-42-2
Molecular Formula:
C31H44K2O18S2
Molecular Weight:
846.9969
MDL Number:
MFCD00152201
SMILES:
OC[C@H]1O[C@H](O[C@@H]2CC(C(=O)[O-])(C(=O)[O-])[C@@H]3[C@](C2)(C)[C@@H]2CC[C@@H]4C[C@@]2(CC3)[C@@H](O)C4=C)[C@@H]([C@H]([C@@H]1OS(=O)(=O)O)OS(=O)(=O)O)OC(=O)CC(C)C.[K+].[K+]
Properties
Computed Properties
 
Complexity:
1600  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
51  
Hydrogen Bond Acceptor Count:
18  
Hydrogen Bond Donor Count:
6  
Isotope Atom Count:
0  
Rotatable Bond Count:
13  
Undefined Atom Stereocenter Count:
12  
Undefined Bond Stereocenter Count:
0  
XLogP3:
0.8  

Literature

Title: Unambiguous structure of atractyloside and carboxyatractyloside.

Journal: Bioorganic & medicinal chemistry letters 20120415

Title: High efficiency of energy flux controls within mitochondrial interactosome in cardiac intracellular energetic units.

Journal: Biochimica et biophysica acta 20111201

Title: Yeast ADP/ATP carrier isoform 2: conformational dynamics and role of the RRRMMM signature sequence methionines.

Journal: The Journal of biological chemistry 20111014

Title: Hepatotoxicity of kaurene glycosides from Xanthium strumarium L. fruits in mice.

Journal: Die Pharmazie 20110601

Title: Protective action of tamoxifen on carboxyatractyloside-induced mitochondrial permeability transition.

Journal: Life sciences 20110411

Title: Free fatty acids as inducers and regulators of uncoupling of oxidative phosphorylation in liver mitochondria with participation of ADP/ATP- and aspartate/glutamate-antiporter.

Journal: Biochemistry. Biokhimiia 20110201

Title: Conformational dynamics of the bovine mitochondrial ADP/ATP carrier isoform 1 revealed by hydrogen/deuterium exchange coupled to mass spectrometry.

Journal: The Journal of biological chemistry 20101105

Title: GDP and carboxyatractylate inhibit 4-hydroxynonenal-activated proton conductance to differing degrees in mitochondria from skeletal muscle and heart.

Journal: Biochimica et biophysica acta 20101001

Title: Coenzyme A enhances activity of the mitochondrial adenine nucleotide translocator.

Journal: The international journal of biochemistry & cell biology 20100101

Title: Native membrane proteins vs. yeast recombinant: an example: the mitochondrial ADP/ATP carrier.

Journal: Methods in molecular biology (Clifton, N.J.) 20100101

Title: Structural approaches of the mitochondrial carrier family.

Journal: Methods in molecular biology (Clifton, N.J.) 20100101

Title: A comparative study of the inhibitory effects of purine nucleotides and carboxyatractylate on the uncoupling protein-3 and adenine nucleotide translocase.

Journal: Acta biochimica Polonica 20100101

Title: Cyclosporin A inhibits UV-radiation-induced membrane damage but is unable to inhibit carboxyatractyloside-induced permeability transition.

Journal: Radiation research 20091101

Title: Cyclosporin A is unable to inhibit carboxyatractyloside-induced permeability transition in aged mitochondria.

Journal: Comparative biochemistry and physiology. Toxicology & pharmacology : CBP 20090401

Title: Mitochondrial proton conductance in skeletal muscle of a cold-exposed marsupial, Antechinus flavipes, is unlikely to be involved in adaptive nonshivering thermogenesis but displays increased sensitivity toward carbon-centered radicals.

Journal: Physiological and biochemical zoology : PBZ 20090101

Title: Mechanisms of berberine (natural yellow 18)-induced mitochondrial dysfunction: interaction with the adenine nucleotide translocator.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20081001

Title: Conformational dynamics of the mitochondrial ADP/ATP carrier: a simulation study.

Journal: Molecular membrane biology 20080901

Title: Oxidative stress as regulatory factor for fatty-acid-induced uncoupling involving liver mitochondrial ADP/ATP and aspartate/glutamate antiporters of old rats.

Journal: Biochemistry. Biokhimiia 20080701

Title: Energization-dependent endogenous activation of proton conductance in skeletal muscle mitochondria.

Journal: The Biochemical journal 20080515

Title: The effect of N-ethylmaleimide on permeability transition as induced by carboxyatractyloside, agaric acid, and oleate.

Journal: Cell biochemistry and biophysics 20080101

Title: Copper induces permeability transition through its interaction with the adenine nucleotide translocase.

Journal: Cell biology international 20070901

Title: The Saccharomyces cerevisiae ADP/ATP carrier-iso 1 cytochrome c fusion protein: one-step purification and functional analysis in vitro.

Journal: Biochimie 20070901

Title: Bongkrekic acid and atractyloside inhibits chloride channels from mitochondrial membranes of rat heart.

Journal: Biochimica et biophysica acta 20070101

Title: Uncoupling effect of lauryl sulfate on mitochondria can be mediated by release of bound endogenous fatty acids.

Journal: Biochemistry. Biokhimiia 20061201

Title: Structural dynamics of the mitochondrial ADP/ATP carrier revealed by molecular dynamics simulation studies.

Journal: Proteins 20061115

Title: Carboxyatractyloside effects on brown-fat mitochondria imply that the adenine nucleotide translocator isoforms ANT1 and ANT2 may be responsible for basal and fatty-acid-induced uncoupling respectively.

Journal: The Biochemical journal 20061101

Title: Sodium inhibits permeability transition by decreasing potassium matrix content in rat kidney mitochondria.

Journal: Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 20060801

Title: Molecular, functional, and pathological aspects of the mitochondrial ADP/ATP carrier.

Journal: Physiology (Bethesda, Md.) 20060801

Title: The transcript levels of two plant mitochondrial uncoupling protein (pUCP)-related genes are not affected by hyperosmotic stress in durum wheat seedlings showing an increased level of pUCP activity.

Journal: Bioscience reports 20060601

Title: Participation of ATP/ADP antiporter in oleate- and oleate hydroperoxide-induced uncoupling suppressed by GDP and carboxyatractylate.

Journal: Biochimica et biophysica acta 20060101

Title: [Comparative study of proton- and calcium-dependent uncoupling action of palmitate in liver mitochondria of adult and aged guinea pigs Cavia porcellus].

Journal: Zhurnal evoliutsionnoi biokhimii i fiziologii 20060101

Title: Conformation-dependent swinging of the matrix loop m2 of the mitochondrial Saccharomyces cerevisiae ADP/ATP carrier.

Journal: Biochemistry 20051213

Title: Lack of manifestations of diazoxide/5-hydroxydecanoate-sensitive KATP channel in rat brain nonsynaptosomal mitochondria.

Journal: The Journal of physiology 20051001

Title: Distinct characteristics of Ca(2+)-induced depolarization of isolated brain and liver mitochondria.

Journal: Biochimica et biophysica acta 20050905

Title: Oligomycin strengthens the effect of cyclosporin A on mitochondrial permeability transition by inducing phosphate uptake.

Journal: Cell biology international 20050701

Title: Carboxyatractyloside poisoning in humans.

Journal: Annals of tropical paediatrics 20050601

Title: Functional characterization and purification of a Saccharomyces cerevisiae ADP/ATP carrier-iso 1 cytochrome c fusion protein.

Journal: Protein expression and purification 20050401

Title: Atractylis gummifera L. poisoning: an ethnopharmacological review.

Journal: Journal of ethnopharmacology 20050227

Title: Effects of extramitochondrial ADP on permeability transition of mouse liver mitochondria.

Journal: Biochimica et biophysica acta 20050107

Title: Twisting of the second transmembrane alpha-helix of the mitochondrial ADP/ATP carrier during the transition between two carrier conformational states.

Journal: Biochemistry 20041207

Title: Mobilization of adenine nucleotide translocators as molecular bases of the biochemical threshold effect observed in mitochondrial diseases.

Journal: The Journal of biological chemistry 20040507

Title: Quantitative evaluation of the effects of mitochondrial permeability transition pore modifiers on accumulation of calcium phosphate: comparison of rat liver and brain mitochondria.

Journal: Archives of biochemistry and biophysics 20040401

Title: Carvedilol inhibits the mitochondrial permeability transition by an antioxidant mechanism.

Journal: Cardiovascular toxicology 20040101

Title: Mitochondrial cytochrome c release mediates ceramide-induced activator protein 2 activation and gene expression in keratinocytes.

Journal: The Journal of biological chemistry 20031128

Title: Structure of mitochondrial ADP/ATP carrier in complex with carboxyatractyloside.

Journal: Nature 20031106

Title: Hypertriglyceridemia increases mitochondrial resting respiration and susceptibility to permeability transition.

Journal: Journal of bioenergetics and biomembranes 20031001

Title: A signalling role for 4-hydroxy-2-nonenal in regulation of mitochondrial uncoupling.

Journal: The EMBO journal 20030815

Title: Metabolic efficiency of liver mitochondria in rats with decreased thermogenesis.

Journal: FEBS letters 20030605

Title: Increased adenine nucleotide translocator 1 in reactive astrocytes facilitates glutamate transport.

Journal: Experimental neurology 20030601

Title: Temperature dependence of rat liver mitochondrial respiration with uncoupling of oxidative phosphorylation by fatty acids. Influence of inorganic phosphate.

Journal: Biochemistry. Biokhimiia 20030601

Title: Four mutations in transmembrane domains of the mitochondrial ADP/ATP carrier increase resistance to bongkrekic acid.

Journal: Journal of bioenergetics and biomembranes 20030601

Title: Adenine nucleotide translocase mediates the K(ATP)-channel-openers-induced proton and potassium flux to the mitochondrial matrix.

Journal: Journal of bioenergetics and biomembranes 20030401

Title: Carvedilol: relation between antioxidant activity and inhibition of the mitochondrial permeability transition.

Journal: Revista portuguesa de cardiologia : orgao oficial da Sociedade Portuguesa de Cardiologia = Portuguese journal of cardiology : an official journal of the Portuguese Society of Cardiology 20030101

Title: Effect of ethanol on the palmitate-induced uncoupling of oxidative phosphorylation in liver mitochondria.

Journal: Biochemistry. Biokhimiia 20021101

Title: Modulation by substrates of the protective effect of cyclosporin A on mitochondrial damage.

Journal: Life sciences 20020405

Title: Close location of the first loop to the third loop of the mitochondrial ADP/ATP carrier deduced from cross-linking catalyzed by copper-o-phenanthroline of the solubilized carrier with Triton X-100.

Journal: Journal of biochemistry 20020301

Title: Effects of cold exposure in vivo and uncouplers and recouplers in vitro on potato tuber mitochondria.

Journal: Biochimica et biophysica acta 20020215

Title: Mitochondrial injury by disulfiram: two different mechanisms of the mitochondrial permeability transition.

Journal: Chemico-biological interactions 20011221

Title: The secondary structure of the inhibited mitochondrial ADP/ATP transporter from yeast analyzed by FTIR spectroscopy.

Journal: Biochemistry 20010731

Title: Involvement of adenine nucleotide carrier in the mechanism of the apolipoprotein C induced decrease of membrane potential in rat liver mitochondria.

Journal: Membrane & cell biology 20010101

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Tags:35988-42-2 Molecular Formula|35988-42-2 MDL|35988-42-2 SMILES|35988-42-2 C-ATR
Catalog No.: AA00C5NJ
35988-42-2,MFCD00152201
35988-42-2 | C-ATR
Pack Size: 1mg
Purity: ≥95%
in stock
$128.00 $89.00
Pack Size: 5mg
Purity: ≥95%
in stock
$530.00 $371.00
Quantity
- +
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Technical Information
Catalog Number: AA00C5NJ
Chemical Name: C-ATR
CAS Number: 35988-42-2
Molecular Formula: C31H44K2O18S2
Molecular Weight: 846.9969
MDL Number: MFCD00152201
SMILES: OC[C@H]1O[C@H](O[C@@H]2CC(C(=O)[O-])(C(=O)[O-])[C@@H]3[C@](C2)(C)[C@@H]2CC[C@@H]4C[C@@]2(CC3)[C@@H](O)C4=C)[C@@H]([C@H]([C@@H]1OS(=O)(=O)O)OS(=O)(=O)O)OC(=O)CC(C)C.[K+].[K+]
Properties
Complexity: 1600  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 0  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 51  
Hydrogen Bond Acceptor Count: 18  
Hydrogen Bond Donor Count: 6  
Isotope Atom Count: 0  
Rotatable Bond Count: 13  
Undefined Atom Stereocenter Count: 12  
Undefined Bond Stereocenter Count: 0  
XLogP3: 0.8  
Literature fold

Title: Unambiguous structure of atractyloside and carboxyatractyloside.

Journal: Bioorganic & medicinal chemistry letters20120415

Title: High efficiency of energy flux controls within mitochondrial interactosome in cardiac intracellular energetic units.

Journal: Biochimica et biophysica acta20111201

Title: Yeast ADP/ATP carrier isoform 2: conformational dynamics and role of the RRRMMM signature sequence methionines.

Journal: The Journal of biological chemistry20111014

Title: Hepatotoxicity of kaurene glycosides from Xanthium strumarium L. fruits in mice.

Journal: Die Pharmazie20110601

Title: Protective action of tamoxifen on carboxyatractyloside-induced mitochondrial permeability transition.

Journal: Life sciences20110411

Title: Free fatty acids as inducers and regulators of uncoupling of oxidative phosphorylation in liver mitochondria with participation of ADP/ATP- and aspartate/glutamate-antiporter.

Journal: Biochemistry. Biokhimiia20110201

Title: Conformational dynamics of the bovine mitochondrial ADP/ATP carrier isoform 1 revealed by hydrogen/deuterium exchange coupled to mass spectrometry.

Journal: The Journal of biological chemistry20101105

Title: GDP and carboxyatractylate inhibit 4-hydroxynonenal-activated proton conductance to differing degrees in mitochondria from skeletal muscle and heart.

Journal: Biochimica et biophysica acta20101001

Title: Coenzyme A enhances activity of the mitochondrial adenine nucleotide translocator.

Journal: The international journal of biochemistry & cell biology20100101

Title: Native membrane proteins vs. yeast recombinant: an example: the mitochondrial ADP/ATP carrier.

Journal: Methods in molecular biology (Clifton, N.J.)20100101

Title: Structural approaches of the mitochondrial carrier family.

Journal: Methods in molecular biology (Clifton, N.J.)20100101

Title: A comparative study of the inhibitory effects of purine nucleotides and carboxyatractylate on the uncoupling protein-3 and adenine nucleotide translocase.

Journal: Acta biochimica Polonica20100101

Title: Cyclosporin A inhibits UV-radiation-induced membrane damage but is unable to inhibit carboxyatractyloside-induced permeability transition.

Journal: Radiation research20091101

Title: Cyclosporin A is unable to inhibit carboxyatractyloside-induced permeability transition in aged mitochondria.

Journal: Comparative biochemistry and physiology. Toxicology & pharmacology : CBP20090401

Title: Mitochondrial proton conductance in skeletal muscle of a cold-exposed marsupial, Antechinus flavipes, is unlikely to be involved in adaptive nonshivering thermogenesis but displays increased sensitivity toward carbon-centered radicals.

Journal: Physiological and biochemical zoology : PBZ20090101

Title: Mechanisms of berberine (natural yellow 18)-induced mitochondrial dysfunction: interaction with the adenine nucleotide translocator.

Journal: Toxicological sciences : an official journal of the Society of Toxicology20081001

Title: Conformational dynamics of the mitochondrial ADP/ATP carrier: a simulation study.

Journal: Molecular membrane biology20080901

Title: Oxidative stress as regulatory factor for fatty-acid-induced uncoupling involving liver mitochondrial ADP/ATP and aspartate/glutamate antiporters of old rats.

Journal: Biochemistry. Biokhimiia20080701

Title: Energization-dependent endogenous activation of proton conductance in skeletal muscle mitochondria.

Journal: The Biochemical journal20080515

Title: The effect of N-ethylmaleimide on permeability transition as induced by carboxyatractyloside, agaric acid, and oleate.

Journal: Cell biochemistry and biophysics20080101

Title: Copper induces permeability transition through its interaction with the adenine nucleotide translocase.

Journal: Cell biology international20070901

Title: The Saccharomyces cerevisiae ADP/ATP carrier-iso 1 cytochrome c fusion protein: one-step purification and functional analysis in vitro.

Journal: Biochimie20070901

Title: Bongkrekic acid and atractyloside inhibits chloride channels from mitochondrial membranes of rat heart.

Journal: Biochimica et biophysica acta20070101

Title: Uncoupling effect of lauryl sulfate on mitochondria can be mediated by release of bound endogenous fatty acids.

Journal: Biochemistry. Biokhimiia20061201

Title: Structural dynamics of the mitochondrial ADP/ATP carrier revealed by molecular dynamics simulation studies.

Journal: Proteins20061115

Title: Carboxyatractyloside effects on brown-fat mitochondria imply that the adenine nucleotide translocator isoforms ANT1 and ANT2 may be responsible for basal and fatty-acid-induced uncoupling respectively.

Journal: The Biochemical journal20061101

Title: Sodium inhibits permeability transition by decreasing potassium matrix content in rat kidney mitochondria.

Journal: Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology20060801

Title: Molecular, functional, and pathological aspects of the mitochondrial ADP/ATP carrier.

Journal: Physiology (Bethesda, Md.)20060801

Title: The transcript levels of two plant mitochondrial uncoupling protein (pUCP)-related genes are not affected by hyperosmotic stress in durum wheat seedlings showing an increased level of pUCP activity.

Journal: Bioscience reports20060601

Title: Participation of ATP/ADP antiporter in oleate- and oleate hydroperoxide-induced uncoupling suppressed by GDP and carboxyatractylate.

Journal: Biochimica et biophysica acta20060101

Title: [Comparative study of proton- and calcium-dependent uncoupling action of palmitate in liver mitochondria of adult and aged guinea pigs Cavia porcellus].

Journal: Zhurnal evoliutsionnoi biokhimii i fiziologii20060101

Title: Conformation-dependent swinging of the matrix loop m2 of the mitochondrial Saccharomyces cerevisiae ADP/ATP carrier.

Journal: Biochemistry20051213

Title: Lack of manifestations of diazoxide/5-hydroxydecanoate-sensitive KATP channel in rat brain nonsynaptosomal mitochondria.

Journal: The Journal of physiology20051001

Title: Distinct characteristics of Ca(2+)-induced depolarization of isolated brain and liver mitochondria.

Journal: Biochimica et biophysica acta20050905

Title: Oligomycin strengthens the effect of cyclosporin A on mitochondrial permeability transition by inducing phosphate uptake.

Journal: Cell biology international20050701

Title: Carboxyatractyloside poisoning in humans.

Journal: Annals of tropical paediatrics20050601

Title: Functional characterization and purification of a Saccharomyces cerevisiae ADP/ATP carrier-iso 1 cytochrome c fusion protein.

Journal: Protein expression and purification20050401

Title: Atractylis gummifera L. poisoning: an ethnopharmacological review.

Journal: Journal of ethnopharmacology20050227

Title: Effects of extramitochondrial ADP on permeability transition of mouse liver mitochondria.

Journal: Biochimica et biophysica acta20050107

Title: Twisting of the second transmembrane alpha-helix of the mitochondrial ADP/ATP carrier during the transition between two carrier conformational states.

Journal: Biochemistry20041207

Title: Mobilization of adenine nucleotide translocators as molecular bases of the biochemical threshold effect observed in mitochondrial diseases.

Journal: The Journal of biological chemistry20040507

Title: Quantitative evaluation of the effects of mitochondrial permeability transition pore modifiers on accumulation of calcium phosphate: comparison of rat liver and brain mitochondria.

Journal: Archives of biochemistry and biophysics20040401

Title: Carvedilol inhibits the mitochondrial permeability transition by an antioxidant mechanism.

Journal: Cardiovascular toxicology20040101

Title: Mitochondrial cytochrome c release mediates ceramide-induced activator protein 2 activation and gene expression in keratinocytes.

Journal: The Journal of biological chemistry20031128

Title: Structure of mitochondrial ADP/ATP carrier in complex with carboxyatractyloside.

Journal: Nature20031106

Title: Hypertriglyceridemia increases mitochondrial resting respiration and susceptibility to permeability transition.

Journal: Journal of bioenergetics and biomembranes20031001

Title: A signalling role for 4-hydroxy-2-nonenal in regulation of mitochondrial uncoupling.

Journal: The EMBO journal20030815

Title: Metabolic efficiency of liver mitochondria in rats with decreased thermogenesis.

Journal: FEBS letters20030605

Title: Increased adenine nucleotide translocator 1 in reactive astrocytes facilitates glutamate transport.

Journal: Experimental neurology20030601

Title: Temperature dependence of rat liver mitochondrial respiration with uncoupling of oxidative phosphorylation by fatty acids. Influence of inorganic phosphate.

Journal: Biochemistry. Biokhimiia20030601

Title: Four mutations in transmembrane domains of the mitochondrial ADP/ATP carrier increase resistance to bongkrekic acid.

Journal: Journal of bioenergetics and biomembranes20030601

Title: Adenine nucleotide translocase mediates the K(ATP)-channel-openers-induced proton and potassium flux to the mitochondrial matrix.

Journal: Journal of bioenergetics and biomembranes20030401

Title: Carvedilol: relation between antioxidant activity and inhibition of the mitochondrial permeability transition.

Journal: Revista portuguesa de cardiologia : orgao oficial da Sociedade Portuguesa de Cardiologia = Portuguese journal of cardiology : an official journal of the Portuguese Society of Cardiology20030101

Title: Effect of ethanol on the palmitate-induced uncoupling of oxidative phosphorylation in liver mitochondria.

Journal: Biochemistry. Biokhimiia20021101

Title: Modulation by substrates of the protective effect of cyclosporin A on mitochondrial damage.

Journal: Life sciences20020405

Title: Close location of the first loop to the third loop of the mitochondrial ADP/ATP carrier deduced from cross-linking catalyzed by copper-o-phenanthroline of the solubilized carrier with Triton X-100.

Journal: Journal of biochemistry20020301

Title: Effects of cold exposure in vivo and uncouplers and recouplers in vitro on potato tuber mitochondria.

Journal: Biochimica et biophysica acta20020215

Title: Mitochondrial injury by disulfiram: two different mechanisms of the mitochondrial permeability transition.

Journal: Chemico-biological interactions20011221

Title: The secondary structure of the inhibited mitochondrial ADP/ATP transporter from yeast analyzed by FTIR spectroscopy.

Journal: Biochemistry20010731

Title: Involvement of adenine nucleotide carrier in the mechanism of the apolipoprotein C induced decrease of membrane potential in rat liver mitochondria.

Journal: Membrane & cell biology20010101

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