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80890-47-7,MFCD00210037
Catalog No.:AA00G2F9

80890-47-7 | CONCANAMYCIN A

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  • Technical Information
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Technical Information
Catalog Number:
AA00G2F9
Chemical Name:
CONCANAMYCIN A
CAS Number:
80890-47-7
Molecular Formula:
C46H75NO14
Molecular Weight:
866.0860
MDL Number:
MFCD00210037
SMILES:
C/C=C/[C@H]1O[C@](O)(C[C@H]([C@@H]1C)O[C@H]1C[C@@H](O)[C@@H]([C@H](O1)C)OC(=O)N)[C@H]([C@@H]([C@@H]([C@H]1OC(=O)/C(=C/C(=C/[C@@H](C)[C@@H](O)[C@H]([C@H]([C@@H](C/C(=C/C=C/[C@@H]1OC)/C)C)O)CC)/C)/OC)C)O)C
Properties
Computed Properties
 
Complexity:
1580  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
18  
Defined Bond Stereocenter Count:
5  
Heavy Atom Count:
61  
Hydrogen Bond Acceptor Count:
14  
Hydrogen Bond Donor Count:
6  
Rotatable Bond Count:
12  
XLogP3:
6  

Literature

Title: Up-regulation of granzyme B and perforin by staphylococcal enterotoxin C2 mutant induces enhanced cytotoxicity in Hepa1-6 cells.

Journal: Toxicology and applied pharmacology 20161215

Title: Combined effects of EGFR tyrosine kinase inhibitors and vATPase inhibitors in NSCLC cells.

Journal: Toxicology and applied pharmacology 20150815

Title: Potassium currents inhibition by gambierol analogs prevents human T lymphocyte activation.

Journal: Archives of toxicology 20150701

Title: Elucidating mechanisms of toxicity using phenotypic data from primary human cell systems--a chemical biology approach for thrombosis-related side effects.

Journal: International journal of molecular sciences 20150101

Title: Modulation of vH+-ATPase is part of the functional adaptation of sheep rumen epithelium to high-energy diet.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20121101

Title: Inhibitors of intravesicular acidification protect against Shiga toxin in a pH-independent manner.

Journal: Traffic (Copenhagen, Denmark) 20120301

Title: Vacuolar-type H+-ATPase-mediated proton transport in the rat parietal cell.

Journal: Pflugers Archiv : European journal of physiology 20120301

Title: Identification of autophagosome-associated proteins and regulators by quantitative proteomic analysis and genetic screens.

Journal: Molecular & cellular proteomics : MCP 20120301

Title: Herpesvirus glycoproteins undergo multiple antigenic changes before membrane fusion.

Journal: PloS one 20120101

Title: Functional characterization of the Plasmodium falciparum chloroquine-resistance transporter (PfCRT) in transformed Dictyostelium discoideum vesicles.

Journal: PloS one 20120101

Title: Increased production of reactive oxygen species by the vacuolar-type (H(+))-ATPase inhibitors bafilomycin A1 and concanamycin A in RAW 264 cells.

Journal: The Journal of toxicological sciences 20120101

Title: Potential role of sodium-proton exchangers in the low concentration arsenic trioxide-increased intracellular pH and cell proliferation.

Journal: PloS one 20120101

Title: Ca²⁺ influx slows single synaptic vesicle endocytosis.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20111109

Title: Angiotensin II stimulates H⁺-ATPase activity in intercalated cells from isolated mouse connecting tubules and cortical collecting ducts.

Journal: Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology 20111101

Title: An enzyme-free quartz crystal microbalance biosensor for sensitive glucose detection in biological fluids based on glucose/dextran displacement approach.

Journal: Analytica chimica acta 20110207

Title: Rescue of progranulin deficiency associated with frontotemporal lobar degeneration by alkalizing reagents and inhibition of vacuolar ATPase.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20110202

Title: Perforin-dependent cytotoxic mechanism in killing by CD8 positive T cells in ginbuna crucian carp, Carassius auratus langsdorfii.

Journal: Developmental and comparative immunology 20110101

Title: Quantal amplitude at the cone ribbon synapse can be adjusted by changes in cytosolic glutamate.

Journal: Molecular vision 20110101

Title: Acidification of the Golgi apparatus is indispensable for maturation but not for cell surface delivery of Ret.

Journal: Journal of neurochemistry 20101101

Title: Spiroindolones, a potent compound class for the treatment of malaria.

Journal: Science (New York, N.Y.) 20100903

Title: 1-Cinnamoyl-3,11-dihydroxymeliacarpin delays glycoprotein transport restraining virus multiplication without cytotoxicity.

Journal: Biochemical and biophysical research communications 20100226

Title: Cellular mechanisms of acid secretion in the posterior midgut of the larval mosquito (Aedes aegypti).

Journal: The Journal of experimental biology 20100115

Title: Inhibitors of the V0 subunit of the vacuolar H+-ATPase prevent segregation of lysosomal- and secretory-pathway proteins.

Journal: Journal of cell science 20091001

Title: Reducing extracellular pH sensitizes the acinar cell to secretagogue-induced pancreatitis responses in rats.

Journal: Gastroenterology 20090901

Title: NAADP receptors mediate calcium signaling stimulated by endothelin-1 and norepinephrine in renal afferent arterioles.

Journal: American journal of physiology. Renal physiology 20090801

Title: Inhibitors of V-ATPases: old and new players.

Journal: The Journal of experimental biology 20090201

Title: Ligation of CD44 leads to killing activity in human peripheral mononuclear cells via MAP kinase and tyrosine kinases.

Journal: Hematology (Amsterdam, Netherlands) 20080801

Title: Vacuolar and plasma membrane proton pumps collaborate to achieve cytosolic pH homeostasis in yeast.

Journal: The Journal of biological chemistry 20080718

Title: A verapamil-sensitive chloroquine-associated H+ leak from the digestive vacuole in chloroquine-resistant malaria parasites.

Journal: Journal of cell science 20080515

Title: Intracellular pH homeostasis and serotonin-induced pH changes in Calliphora salivary glands: the contribution of V-ATPase and carbonic anhydrase.

Journal: The Journal of experimental biology 20080301

Title: Interaction of spin-labeled inhibitors of the vacuolar H+-ATPase with the transmembrane Vo-sector.

Journal: Biophysical journal 20080115

Title: Productive entry of type C foot-and-mouth disease virus into susceptible cultured cells requires clathrin and is dependent on the presence of plasma membrane cholesterol.

Journal: Virology 20071205

Title: HCO(-3)-dependent pHi recovery and overacidification induced by NH+4 pulse in rat lung alveolar type II cells: HCO(-3)-dependent NH3 excretion from lungs?

Journal: Pflugers Archiv : European journal of physiology 20071101

Title: Interactions between antiplasmodial 3,6-diamino-1'-dimethyl-9-anilinoacridine and hematin and concanamycin A.

Journal: The Southeast Asian journal of tropical medicine and public health 20071101

Title: Cellular environment is important in controlling V-ATPase dissociation and its dependence on activity.

Journal: The Journal of biological chemistry 20070824

Title: Characterisation of exogenous folate transport in Plasmodium falciparum.

Journal: Molecular and biochemical parasitology 20070701

Title: Intimate cell conjugate formation and exchange of membrane lipids precede apoptosis induction in target cells during antibody-dependent, granulocyte-mediated cytotoxicity.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20070701

Title: Function of the anion transporter AtCLC-d in the trans-Golgi network.

Journal: The Plant journal : for cell and molecular biology 20070501

Title: A vacuolar-type H+-ATPase and a Na+/H+ exchanger contribute to intracellular pH regulation in cockroach salivary ducts.

Journal: The Journal of experimental biology 20070401

Title: Colony-stimulating factor-1 increases osteoclast intracellular pH and promotes survival via the electroneutral Na/HCO3 cotransporter NBCn1.

Journal: Endocrinology 20070201

Title: Synaptic vesicles recycling spontaneously and during activity belong to the same vesicle pool.

Journal: Nature neuroscience 20070201

Title: Neurotransmitter depletion by bafilomycin is promoted by vesicle turnover.

Journal: Neuroscience letters 20070129

Title: Degradation of oxidized proteins by autophagy during oxidative stress in Arabidopsis.

Journal: Plant physiology 20070101

Title: Biosynthetic origin of the methoxyl extender unit in bafilomycin and concanamycin using stereospecifically labeled precursors.

Journal: The Journal of antibiotics 20070101

Title: The effects of repeated exposure to sub-toxic doses of plecomacrolide antibiotics on the endocrine pancreas.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20061201

Title: Bafilomycin induces the p21-mediated growth inhibition of cancer cells under hypoxic conditions by expressing hypoxia-inducible factor-1alpha.

Journal: Molecular pharmacology 20061201

Title: Nitric oxide production by the vacuolar-type (H+)-ATPase inhibitors bafilomycin A1 and concanamycin A and its possible role in apoptosis in RAW 264.7 cells.

Journal: The Journal of pharmacology and experimental therapeutics 20061101

Title: A model for the proteolipid ring and bafilomycin/concanamycin-binding site in the vacuolar ATPase of Neurospora crassa.

Journal: The Journal of biological chemistry 20061020

Title: Analysis of strains with mutations in six genes encoding subunits of the V-ATPase: eukaryotes differ in the composition of the V0 sector of the enzyme.

Journal: The Journal of biological chemistry 20060915

Title: Effects of human a3 and a4 mutations that result in osteopetrosis and distal renal tubular acidosis on yeast V-ATPase expression and activity.

Journal: The Journal of biological chemistry 20060908

Title: Antimalarial activity of concanamycin A alone and in combination with pyronaridine.

Journal: The Southeast Asian journal of tropical medicine and public health 20060701

Title: Fluorescence measurements of serotonin-induced V-ATPase-dependent pH changes at the luminal surface in salivary glands of the blowfly Calliphora vicina.

Journal: The Journal of experimental biology 20060501

Title: Development of a concise and diversity-oriented approach for the synthesis of plecomacrolides via the diene-ene RCM.

Journal: Organic letters 20060316

Title: Vacuolar H+-ATPase activity is required for endocytic and secretory trafficking in Arabidopsis.

Journal: The Plant cell 20060301

Title: Cathepsin B-mediated yolk protein degradation during killifish oocyte maturation is blocked by an H+-ATPase inhibitor: effects on the hydration mechanism.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20060201

Title: Time- and temperature-dependent activation of hepatitis C virus for low-pH-triggered entry.

Journal: Journal of virology 20060201

Title: Characterization of the urinary albumin degradation pathway in the isolated perfused rat kidney.

Journal: The Journal of laboratory and clinical medicine 20060101

Title: Subunit a of the yeast V-ATPase participates in binding of bafilomycin.

Journal: The Journal of biological chemistry 20051209

Title: Phorbol esters target the activity-dependent recycling pool and spare spontaneous vesicle recycling.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20051123

Title: Concanamycin and indolyl pentadieneamide inhibitors of the vacuolar H+-ATPase bind with high affinity to the purified proteolipid subunit of the membrane domain.

Journal: Biochemistry 20051115

Title: Structural and functional separation of the N- and C-terminal domains of the yeast V-ATPase subunit H.

Journal: The Journal of biological chemistry 20051104

Title: The death receptor pathway is not involved in alloreactive T-cell induced mitochondrial membrane permeability.

Journal: Leukemia & lymphoma 20050801

Title: Effect of lesions of cerebellar fastigial nuclei on lymphocyte functions of rats.

Journal: Neuroscience research 20050301

Title: Vacuolar ATPase regulates zymogen activation in pancreatic acini.

Journal: The Journal of biological chemistry 20050218

Title: An isolated pool of vesicles recycles at rest and drives spontaneous neurotransmission.

Journal: Neuron 20050217

Title: Expression profiling of immune-related genes from Japanese flounder Paralichthys olivaceus kidney cells using cDNA microarrays.

Journal: Developmental and comparative immunology 20050101

Title: Age-related alterations in the carbohydrate residue composition of the cell surface in the unexposed normal human epidermis.

Journal: Gerontology 20050101

Title: H+-ATPase of crude homogenate of the outer mantle epithelium of Anodonta cygnea.

Journal: Comparative biochemistry and physiology. Part A, Molecular & integrative physiology 20041201

Title: The V-ATPase inhibitors concanamycin A and bafilomycin A lead to Golgi swelling in tobacco BY-2 cells.

Journal: Protoplasma 20041201

Title: Myeloma cells are highly sensitive to the granule exocytosis pathway mediated by WT1-specific cytotoxic T lymphocytes.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20041101

Title: Biosynthetic investigations of the V-type ATPase inhibitors bafilomycin A1, B1 and concanamycin A.

Journal: The Journal of antibiotics 20041001

Title: Interaction of inhibitors of the vacuolar H(+)-ATPase with the transmembrane Vo-sector.

Journal: Biochemistry 20040928

Title: V-type ATPase is involved in biogenesis of GLUT4 vesicles.

Journal: American journal of physiology. Endocrinology and metabolism 20040901

Title: NK cells use perforin rather than granulysin for anticryptococcal activity.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20040901

Title: Glucose activates H(+)-ATPase in kidney epithelial cells.

Journal: American journal of physiology. Cell physiology 20040701

Title: Endosome disruption enhances the functional nuclear delivery of Tat-fusion proteins.

Journal: Biochemical and biophysical research communications 20040618

Title: Activated T killer cells induce apoptosis in lung epithelial cells and the release of pro-inflammatory cytokine TNF-alpha.

Journal: European journal of immunology 20040601

Title: Incorporation of the V-ATPase inhibitors concanamycin and indole pentadiene in lipid membranes. Spin-label EPR studies.

Journal: Biochimica et biophysica acta 20040527

Title: Direct impact of T cells on neurons revealed by two-photon microscopy in living brain tissue.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20040310

Title: SING: a novel strategy for identifying tumor-specific, CTL-recognized tumor antigens.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20040301

Title: Differences in endosomal targeting of human (beta)1- and (beta)2-adrenergic receptors following clathrin-mediated endocytosis.

Journal: Journal of cell science 20040215

Title: A link of Ca2+ to cAMP oscillations in Dictyostelium: the calmodulin antagonist W-7 potentiates cAMP relay and transiently inhibits the acidic Ca2+-store.

Journal: BMC developmental biology 20040101

Title: Identification of a new chondropsin class of antitumor compound that selectively inhibits V-ATPases.

Journal: The Journal of biological chemistry 20031107

Title: The flow cytometric PKH-26 assay for the determination of T-cell mediated cytotoxic activity.

Journal: Methods (San Diego, Calif.) 20031001

Title: Phosphatidylinositol 3-kinases in carcinoembryonic antigen-related cellular adhesion molecule-mediated internalization of Neisseria gonorrhoeae.

Journal: The Journal of biological chemistry 20030418

Title: A reversible hydrogel membrane for controlling the delivery of macromolecules.

Journal: Biotechnology and bioengineering 20030405

Title: In bafilomycin A1-resistant cells, bafilomycin A1 raised lysosomal pH and both prodigiosins and concanamycin A inhibited growth through apoptosis.

Journal: FEBS letters 20030227

Title: Receptor occupancy limits synaptic depression at climbing fiber synapses.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20030115

Title: CD8 T cell-mediated killing of Cryptococcus neoformans requires granulysin and is dependent on CD4 T cells and IL-15.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20021115

Title: Xenogeneic human NK cytotoxicity against porcine endothelial cells is perforin/granzyme B dependent and not inhibited by Bcl-2 overexpression.

Journal: Xenotransplantation 20020901

Title: Proton pump activity is required for active uptake of chloride in isolated amphibian skin exposed to freshwater.

Journal: Journal of comparative physiology. B, Biochemical, systemic, and environmental physiology 20020801

Title: Proteome analysis of Aspergillus nidulans reveals proteins associated with the response to the antibiotic concanamycin A, produced by Streptomyces species.

Journal: Molecular genetics and genomics : MGG 20020801

Title: Studies on the synthesis of bafilomycin A(1): stereochemical aspects of the fragment assembly aldol reaction for construction of the C(13)-C25) segment.

Journal: The Journal of organic chemistry 20020614

Title: V-type H+-ATPase in the human eccrine sweat duct: immunolocalization and functional demonstration.

Journal: American journal of physiology. Cell physiology 20020601

Title: Abnormal acidification of melanoma cells induces tyrosinase retention in the early secretory pathway.

Journal: The Journal of biological chemistry 20020426

Title: Determinants of the phagosomal pH in neutrophils.

Journal: The Journal of biological chemistry 20020222

Title: Mutations in subunit C of the vacuolar ATPase confer resistance to bafilomycin and identify a conserved antibiotic binding site.

Journal: The Journal of biological chemistry 20020208

Title: Inhibition of natural killer cytotoxicity in vitro by clinical grade serine protease inhibitors.

Journal: Haematologia 20020101

Title: In situ measurements of the pH of mammalian peroxisomes using the fluorescent protein pHluorin.

Journal: The Journal of biological chemistry 20011228

Title: Ubiquitination precedes internalization and proteolytic cleavage of plasma membrane-bound glycine receptors.

Journal: The Journal of biological chemistry 20011116

Title: Activation-induced cell death of human T-cell subsets is mediated by Fas and granzyme B but is independent of TNF-alpha.

Journal: Journal of leukocyte biology 20011101

Title: Granule-dependent killing of Toxoplasma gondii by CD8+ T cells.

Journal: Immunology 20011101

Title: Mildly oxidized LDL induces activation of platelet-derived growth factor beta-receptor pathway.

Journal: Circulation 20011009

Title: Inverse correlation between pink-eyed dilution protein expression and induction of melanogenesis by bafilomycin A1.

Journal: Pigment cell research 20011001

Title: On the mechanism of sodium-proton exchange in crayfish.

Journal: Comparative biochemistry and physiology. Part A, Molecular & integrative physiology 20010401

Title: Caspase-3 activation by lysosomal enzymes in cytochrome c-independent apoptosis in myelodysplastic syndrome-derived cell line P39.

Journal: Cancer research 20010401

Title: Entry of poliovirus into cells is blocked by valinomycin and concanamycin A.

Journal: Biochemistry 20010327

Title: Semisynthetic derivatives of concanamycin A and C, as inhibitors of V- and P-type ATPases: structure-activity investigations and developments of photoaffinity probes.

Journal: Biochemistry 20010306

Title: Effects of inhibitors of the vacuolar proton pump on hepatic heterophagy and autophagy.

Journal: Biochimica et biophysica acta 20010209

Title: Enhancement of human cord blood CD34+ cell-derived NK cell cytotoxicity by dendritic cells.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20010201

Title: Glycolipid antigen processing for presentation by CD1d molecules.

Journal: Science (New York, N.Y.) 20010126

Title: Involvement of vacuolar proton ATPase in Junin virus multiplication.

Journal: Archives of virology 20010101

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Tags:80890-47-7 Molecular Formula|80890-47-7 MDL|80890-47-7 SMILES|80890-47-7 CONCANAMYCIN A