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23109-05-9,MFCD30207890
Catalog No.:AA00BBRV

23109-05-9 | ALPHA-AMANITIN

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1mg
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  • Technical Information
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Technical Information
Catalog Number:
AA00BBRV
Chemical Name:
ALPHA-AMANITIN
CAS Number:
23109-05-9
Molecular Formula:
C39H54N10O14S
Molecular Weight:
918.9697
MDL Number:
MFCD30207890
SMILES:
OC[C@@H]([C@@H]([C@@H]1NC(=O)[C@@H]2C[C@H](CN2C(=O)[C@H](CC(=O)N)NC(=O)[C@@H]2CS(=O)c3c(C[C@H](NC1=O)C(=O)NCC(=O)N[C@@H]([C@H](CC)C)C(=O)NCC(=O)N2)c1ccc(cc1[nH]3)O)O)C)O
Properties
Computed Properties
 
Complexity:
1840  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
10  
Heavy Atom Count:
64  
Hydrogen Bond Acceptor Count:
15  
Hydrogen Bond Donor Count:
13  
Rotatable Bond Count:
7  
Undefined Atom Stereocenter Count:
1  
XLogP3:
-4.4  

Literature

Title: A breakthrough on Amanita phalloides poisoning: an effective antidotal effect by polymyxin B.

Journal: Archives of toxicology 20151201

Title: Generation of proliferating human hepatocytes using Upcyte® technology: characterisation and applications in induction and cytotoxicity assays.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20121001

Title: Determination of amatoxins in different tissues and development stages of Amanita exitialis.

Journal: Journal of the science of food and agriculture 20121001

Title: Analysis of microRNAs and their precursors in bovine early embryonic development.

Journal: Molecular human reproduction 20120901

Title: Conditioned food aversion reconsolidation in snails is impaired by translation inhibitors but not by transcription inhibitors.

Journal: Brain research 20120727

Title: Biogenesis of Epstein-Barr virus microRNAs.

Journal: Molecular and cellular biochemistry 20120601

Title: Embryonic genome activation events in buffalo (Bubalus bubalis) preimplantation embryos.

Journal: Molecular reproduction and development 20120501

Title: Therapeutic potential of amanitin-conjugated anti-epithelial cell adhesion molecule monoclonal antibody against pancreatic carcinoma.

Journal: Journal of the National Cancer Institute 20120418

Title: Prolonged α-amanitin treatment of cells for studying mutated polymerases causes degradation of DSIF160 and other proteins.

Journal: RNA (New York, N.Y.) 20120201

Title: Ribosomal biosynthesis of α-amanitin in Galerina marginata.

Journal: Fungal genetics and biology : FG & B 20120201

Title: Effects of proteasome inhibitors on the nucleolar size of porcine oocytes.

Journal: The Journal of reproduction and development 20120101

Title: Amanitin intoxication in two beef calves in California.

Journal: Journal of veterinary diagnostic investigation : official publication of the American Association of Veterinary Laboratory Diagnosticians, Inc 20120101

Title: Distribution and mechanism of α-amanitin tolerance in mycophagous Drosophila (Diptera: Drosophilidae).

Journal: Environmental entomology 20111201

Title: Amatoxin and phallotoxin composition in species of the genus Amanita in Colombia: a taxonomic perspective.

Journal: Toxicon : official journal of the International Society on Toxinology 20111101

Title: Macromolecular synthesis inhibitors perturb glucocorticoid receptor trafficking.

Journal: The Journal of steroid biochemistry and molecular biology 20110901

Title: Development of a DNA-based macroarray for the detection and identification of Amanita species.

Journal: Journal of forensic sciences 20110701

Title: The enterohepatic circulation of amanitin: kinetics and therapeutical implications.

Journal: Toxicology letters 20110610

Title: HOX genes are expressed in bovine and mouse oocytes and early embryos.

Journal: Molecular reproduction and development 20110601

Title: Benzylpenicyllin and acetylcysteine protection from α-amanitin-induced apoptosis in human hepatocyte cultures.

Journal: Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie 20110501

Title: A genetic analysis of Plasmodium falciparum RNA polymerase II subunits in yeast.

Journal: Molecular and biochemical parasitology 20110401

Title: Influence of commonly used clinical antidotes on antioxidant systems in human hepatocyte culture intoxicated with alpha-amanitin.

Journal: Human & experimental toxicology 20110101

Title: Developmental changes in expression of genes involved in regulation of apoptosis in the bovine preimplantation embryo.

Journal: Biology of reproduction 20110101

Title: Sequential analysis of global gene expression profiles in immature and in vitro matured bovine oocytes: potential molecular markers of oocyte maturation.

Journal: BMC genomics 20110101

Title: Argonaute proteins regulate microRNA stability: Increased microRNA abundance by Argonaute proteins is due to microRNA stabilization.

Journal: RNA biology 20110101

Title: Localization and differential expression of the Krüppel-associated box zinc finger proteins 1 and 54 in early mouse development.

Journal: DNA and cell biology 20101001

Title: HSP90 and its R2TP/Prefoldin-like cochaperone are involved in the cytoplasmic assembly of RNA polymerase II.

Journal: Molecular cell 20100924

Title: Benzylpenicillin, acetylcysteine and silibinin as antidotes in human hepatocytes intoxicated with alpha-amanitin.

Journal: Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie 20100701

Title: Feasibility study for the rapid screening of target molecules using translational diffusion coefficients: diffusion-ordered NMR spectroscopy of biological toxins.

Journal: Analytical and bioanalytical chemistry 20100201

Title: [Effect of DRB/alpha-Amanitin on localization of Nrf2 in A549 cells].

Journal: Zhejiang da xue xue bao. Yi xue ban = Journal of Zhejiang University. Medical sciences 20100101

Title: Single cell analysis of transcriptional activation dynamics.

Journal: PloS one 20100101

Title: alpha-Amanitin induced apoptosis in primary cultured dog hepatocytes.

Journal: Folia histochemica et cytobiologica 20100101

Title: Evidence for an RNA polymerization activity in axolotl and Xenopus egg extracts.

Journal: PloS one 20100101

Title: Comparative antidotal efficacy of benzylpenicillin, ceftazidime and rifamycin in cultured human hepatocytes intoxicated with α-amanitin.

Journal: Archives of toxicology 20091201

Title: Study on genes with altered expression in alpha-amanitin poisoned mice and evaluation on antagonistic effects of traditional Chinese medicines against toxicity of alpha-amanitin.

Journal: Acta biologica Hungarica 20090901

Title: Intestinal glucose uptake protects liver from lipopolysaccharide and D-galactosamine, acetaminophen, and alpha-amanitin in mice.

Journal: The American journal of pathology 20090901

Title: [Toxicity of alpha-amanitin on mice in vivo].

Journal: Sichuan da xue xue bao. Yi xue ban = Journal of Sichuan University. Medical science edition 20090901

Title: Chromatin dynamics is correlated with replication timing.

Journal: Chromosoma 20090801

Title: Apoptotic processes and DNA cytosine methylation in mouse embryos arrested at the 2-cell stage.

Journal: Zygote (Cambridge, England) 20090801

Title: Ataxia telangiectasia mutated activation by transcription- and topoisomerase I-induced DNA double-strand breaks.

Journal: EMBO reports 20090801

Title: Transcriptomic and proteomic analysis of global ischemia and cardioprotection in the rabbit heart.

Journal: Physiological genomics 20090701

Title: Evidence for transcriptional activity in the syncytiotrophoblast of the human placenta.

Journal: Placenta 20090401

Title: Expression of microRNA processing machinery genes in rhesus monkey oocytes and embryos of different developmental potentials.

Journal: Molecular reproduction and development 20090301

Title: On the robustness of mammalian circadian oscillators.

Journal: Cell cycle (Georgetown, Tex.) 20090301

Title: Identification of a novel pathway that selectively modulates apoptosis of breast cancer cells.

Journal: Cancer research 20090215

Title: Estrogen directly activates AID transcription and function.

Journal: The Journal of experimental medicine 20090119

Title: Early morphological and functional alterations in canine hepatocytes due to alpha-amanitin, a major toxin of Amanita phalloides.

Journal: Archives of toxicology 20090101

Title: Failure of benzylpenicillin, N-acetylcysteine and silibinin to reduce alpha-amanitin hepatotoxicity.

Journal: In vivo (Athens, Greece) 20090101

Title: Characterization of cells expressing RNA polymerase II tagged with green fluorescent protein: effect of ionizing irradiation on RNA synthesis.

Journal: International journal of radiation biology 20080901

Title: Determination of alpha- and beta-amanitin in clinical urine samples by Capillary Zone Electrophoresis.

Journal: Journal of pharmaceutical and biomedical analysis 20080805

Title: Structural basis of transcription inhibition by alpha-amanitin and implications for RNA polymerase II translocation.

Journal: Nature structural & molecular biology 20080801

Title: Juvenile hormone induction of glutathione S-transferase activity in the larval fat body of the common cutworm, Spodoptera litura (Lepidoptera: Noctuidae).

Journal: Archives of insect biochemistry and physiology 20080801

Title: In response to Tong TC, et al. Comparative treatment of alpha-amanitin poisoning with N-acetylcysteine, benzylpenicillin, cimetidine, thioctic acid, and silybin in a murine model.

Journal: Annals of emergency medicine 20080801

Title: Jamming the ratchet of transcription.

Journal: Nature structural & molecular biology 20080801

Title: The RNA polymerase II trigger loop functions in substrate selection and is directly targeted by alpha-amanitin.

Journal: Molecular cell 20080606

Title: Characterization of organic anion transporting polypeptide 1b2-null mice: essential role in hepatic uptake/toxicity of phalloidin and microcystin-LR.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20080501

Title: Dynamic expression of the RNA-binding protein Sam68 during mouse pre-implantation development.

Journal: Gene expression patterns : GEP 20080501

Title: Cytotoxic constituents of Amanita subjunquillea.

Journal: Archives of pharmacal research 20080501

Title: Constitutive heterochromatin during mouse oogenesis: the pattern of histone H3 modifications and localization of HP1alpha and HP1beta proteins.

Journal: Molecular reproduction and development 20080201

Title: Inhibition of mRNA synthesis in the hippocampus impairs consolidation and reconsolidation of spatial memory.

Journal: Hippocampus 20080101

Title: Synthesis, characterisation, and in vitro evaluation of Pro2-Ile3-S-deoxo-amaninamide and Pro2-D-allo-Ile3-S-deoxo-amaninamide: implications for structure-activity relationships in amanitin conformation and toxicity.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20080101

Title: Resistance of mitochondrial p53 to dominant inhibition.

Journal: Molecular cancer 20080101

Title: A bioartificial liver that combines plasma dialysis and whole liver perfusion.

Journal: Hepato-gastroenterology 20080101

Title: A protocol for studying the kinetics of RNA within cultured cells: application to ribosomal RNA.

Journal: Nature protocols 20080101

Title: A tunable ratchet driving human RNA polymerase II translocation adjusted by accurately templated nucleoside triphosphates loaded at downstream sites and by elongation factors.

Journal: The Journal of biological chemistry 20071214

Title: Extragenic accumulation of RNA polymerase II enhances transcription by RNA polymerase III.

Journal: PLoS genetics 20071101

Title: Nucleolar translocalization of GRA10 of Toxoplasma gondii transfectionally expressed in HeLa cells.

Journal: The Korean journal of parasitology 20070901

Title: RNA is an integral component of chromatin that contributes to its structural organization.

Journal: PloS one 20070101

Title: Gonadotropin regulation of NGFI-B messenger ribonucleic acid expression during ovarian follicle development in the rat.

Journal: Endocrinology 20010701

Title: Growth suppression induced by antitumor drug vitamin K-3 in human hepatoma HepG2 cells is accompanied by downregulation of proliferating cell nuclear antigen expression.

Journal: International journal of oncology 19970501

Title: Induction of P4502E1 by acetone in isolated rabbit hepatocytes. Role of increased protein and mRNA synthesis.

Journal: Biochemical pharmacology 19930406

Title: Coordinate and differential regulation of phenylethanolamine N-methyltransferase, tyrosine hydroxylase and proenkephalin mRNAs by neural and hormonal mechanisms in cultured bovine adrenal medullary cells.

Journal: Brain research 19900305

Title: Study of the protective effect of an anabolic steroid, 19-nortestosterone phenylpropionate (19-NTPP) on the fatty liver induced by high doses of rifampicin in the rat.

Journal: Archives of toxicology. Supplement. = Archiv fur Toxikologie. Supplement 19800101

Title: Zhao J, et al. Pathological effects of the mushroom toxin alpha-amanitin on BALB/c mice. Peptides. 2006 Dec;27(12):3047-3052.

Title: Kume K, et al. α-Amanitin Restrains Cancer Relapse from Drug-Tolerant Cell Subpopulations via TAF15. Sci Rep. 2016 May 16;6:25895

Title: Kaya E, et al. Evaluation and comparison of alpha- and beta-amanitin toxicity on MCF-7 cell line. Turk J Med Sci. 2014;44(5):728-32

Title: Park MW, et al. RNA Polymerase II Inhibitor, α-Amanitin, Affects Gene Expression for Gap Junctions and Metabolic Capabilities of Cumulus Cells, but Not Oocyte, during in vitro Mouse Oocyte Maturation. Dev Reprod. 2013 Mar;17(1):63-72

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