ANTIMYCIN A

ANTIMYCIN A Basic information
Product Name:ANTIMYCIN A
Synonyms:antimycina,mixtureofthecomponentsa(1),a(2),a(3),a(4);antipiricullin;antipricullin[qr];caswellno052b[qr];epapesticidechemicalcode006314[qr];verosin[qr];virosin;virosin[qr]
CAS:1397-94-0
MF:C28H40N2O9
MW:548.6252
EINECS:
Product Categories:Antibiotics;Antibiotics A to;Antibiotics A-FAntibiotics;Antibiotics by Application;AntifungalAntibiotics;Antineoplastic and Immunosuppressive AntibioticsAntibiotics;Chemical Structure Class;Inhibits an EnzymeAntibiotics;Mechanism of Action;Peptides;Spectrum of Activity;Cell Stress;Inhibits an EnzymeNitric Oxide and Cell Stress;Mitochondrial InhibitorsAntibiotics;PeptidesMore...Close...
Mol File:1397-94-0.mol
ANTIMYCIN A Structure
ANTIMYCIN A Chemical Properties
Melting point 141-142℃
Boiling point 598.78°C (rough estimate)
density 1.6009 (rough estimate)
refractive index 1.5800 (estimate)
storage temp. 2-8°C
solubility Ethanol: soluble
form White to faint yellow powder.
Water Solubility Soluble in 100% ethanol. Insoluble in water.
Sensitive Light Sensitive
Stability:Light Sensitive
EPA Substance Registry SystemAntimycin A (1397-94-0)
Safety Information
Hazard Codes T,N
Risk Statements 25-50
Safety Statements 26-36/37/39-45-61
RIDADR UN 3462 6.1/PG 2
WGK Germany 3
RTECS CD0350000
18
HazardClass 6.1(a)
PackingGroup II
HS Code 2941900000
Hazardous Substances Data1397-94-0(Hazardous Substances Data)
ToxicityLDLo orl-rat: 30 mg/kg 85ERAY 2,1078,78
MSDS Information
ProviderLanguage
SigmaAldrich English
ANTIMYCIN A Usage And Synthesis
Chemical PropertiesAntimycin (A3C26H36N2O9) and (Antimycin A1) C28H40N2O9 are crystalline solids.
Usesantifungal, antiviral, interferes in cytochrome oxidation
UsesAntimycin A is a complex of related macrocyclic lactones, predominantly A1 to A4, isolated from several species of Streptomyces, first reported in the early 1950s for potent antifungal activity. There are over 20 known analogues in the antimycin A class, mostly involving variation of the fatty acid ester chain length or adjacent alkyl starting unit. Antimycin A binds to cytochrome C reductase at the Qi site, inhibiting the oxidation of ubiquinol to ubiquinone. Antimycin A is widely used as a bioprobe of respiration and other applications with over 5,000 literature citations.
UsesAntimycin A is used to study the specific sites of reactive oxygen species production in mitochondria isolated from skeletal muscle of chronic obstructive pulmonary disease patients, and its relationship with local oxidative stress induced by exercise.
DefinitionChEBI: Antimycin A is a nine-membered bis-lactone having methyl substituents at the 2- and 6-positions, an n-hexyl substituent at the 8-position, an acyloxy substituent at the 7-position and an aroylamido substituent at the 3-position. It is produced by Streptomyces bacteria and has found commercial use as a fish poison. It has a role as a piscicide, a mitochondrial respiratory-chain inhibitor and an antifungal agent. It is a macrodiolide, a member of formamides, a member of benzamides and a member of phenols.
General DescriptionSolid. Specific uses for ANTIMYCIN A were not found. ANTIMYCIN A1,and ANTIMYCIN A3 are reported as antibiotics produced by Streptomyces for use as a fungicide and possibly as an insecticide and miticide. Registered only as a pesticide in the U.S.
Fire HazardWhen heated to decomposition, ANTIMYCIN A emits toxic fumes of oxides of nitrogen.
Agricultural UsesFungicide, Piscicide: A U.S. EPA restricted Use Pesticide (RUP). May also be used as an insecticide.
Trade nameFINTROL®; VIROSIN®
Safety ProfilePoison by ingestion,intraperitoneal, subcutaneous, and intravenous routes.When heated to decomposition it emits toxic fumes ofNOx.
Potential ExposureSpecific uses for antimycin A were not found, however, antimycin A1, and antimycin A3 are reported to be antibiotic substances produced by streptomyces for use as a fungicide, possible insecticide and miticide. Registered as a pesticide in the U.S.
ShippingUN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.
ANTIMYCIN A Preparation Products And Raw materials
Aluminum acetylacetonate METHYL ISOCYANOACETATE TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)EUROPIUM(III) N-BUTYLISOCYANIDE PHENYLSELENOL Tris(2,4-pentanedionato)chroMiuM(III) DICHLORO(ETHYLENEDIAMINE)PLATINUM(II) SALCOMINE 2,4-PENTANEDIONE, SILVER DERIVATIVE 1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE Tosylmethyl isocyanide COBALT(II) ACETYLACETONATE Ethyl isocyanoacetate TERT-BUTYL ISOCYANIDE Ferric acetylacetonate COBALT ETHYLENE DIAMINE CHLORIDE Benzyl isocyanide TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)DYSPROSIUM(III)

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