This product is tested for solubility in ethanol at 49 - 51 mg/mL. The rate varies slightly from lot to lot and is reported on the batch-specific Certificate of Analysis. Other published solvents include ether, acetone, chloroform, and other alcohols. Rates of each are not published. A Certificate may be downloaded in the DOCUMENTATION section, under 'Certificate of Analysis':
https://www.sigmaaldrich.com/product/sigma/a8674#product-documentation
A8674
Antimycin A from Streptomyces sp.
Synonym(s):
Antipiricullin
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25 MG
$74.50
50 MG
$136.00
100 MG
$199.75
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25 MG
$74.50
50 MG
$136.00
100 MG
$199.75
About This Item
CAS Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Recommended Products
form
powder
Quality Level
antibiotic activity spectrum
fungi
mode of action
enzyme | inhibits
storage temp.
−20°C
SMILES string
[H]C(=O)Nc1cccc(C(=O)N[C@H]2[C@@H](C)OC(=O)C(CCCCCC)[C@@H](OC(=O)CC(C)C)[C@H](C)OC2=O)c1O
InChI
1S/C28H40N2O9/c1-6-7-8-9-11-20-25(39-22(32)14-16(2)3)18(5)38-28(36)23(17(4)37-27(20)35)30-26(34)19-12-10-13-21(24(19)33)29-15-31/h10,12-13,15-18,20,23,25,33H,6-9,11,14H2,1-5H3,(H,29,31)(H,30,34)/t17-,18+,20?,23+,25+/m1/s1
InChI key
UIFFUZWRFRDZJC-RBVQMQRASA-N
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General description
Antimycin is an antibiotic[1] produced by Streptomyces species. [2] It inhibits mitochondrial electron transport chain complex III and favors reactive oxygen species (ROS) production, impairing mitochondrial depolarization.[3] It inhibits nitric oxide-mediated apoptosis and modulatescytochrome C release.[4] It suppresses tumorigenesis in lung cancer cells and could be a potential therapeutic agent.[5]Antimycin A serves as a positive control for superoxide generation.
Chemical structure: peptide
Application
Antimycin A from Streptomyces sp. has been used:
Antimycin A has been 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
Biochem/physiol Actions
Inhibitor of electron transfer at complex III. Induces apoptosis.
Quality
A mixture of antimycins.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 2 Oral - Aquatic Acute 1
Storage Class
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
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Certificates of Analysis (COA)
Lot/Batch Number
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Customers Also Viewed
Oligomycin and antimycin A prevent nitric oxide-induced apoptosis by blocking cytochrome C leakage
Dairaku N, et al.
The Journal of Laboratory and Clinical Medicine, 143(3), 143-151 (2004)
A phylogenetic and evolutionary analysis of antimycin biosynthesis
Joynt R and Seipke RF
Microbiology, 164(1), 28-39 (2017)
Autophagic clearance of mitochondria in the kidney copes with metabolic acidosis
Namba T, et al.
Journal of the American Society of Nephrology, 25(10), 2254-2266 (2014)
Mitochondrial modulation-induced activation of vagal sensory neuronal subsets by antimycin A, but not CCCP or rotenone, correlates with mitochondrial superoxide production
Stanford KR and Taylor-Clark TE
PLoS ONE, 13(5), e0197106-e0197106 (2018)
A preclinical evaluation of antimycin a as a potential antilung cancer stem cell agent
Yeh CT, et al.
Evidence-Based Complementary and Alternative Medicine : ECAM, 2013(3), 143-151 (2013)
Articles
DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research
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Hello,I bought your company's product but I don't have a instruction book.So I wonder the solubility of this reagent in different solvents.
1 answer-
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I have already known that Antimycin A is stable in a 95% alcoholic solution for four months at 4 °C.But how can I keep it as long as possible?
1 answer-
Unfortunately, the stability of this product in solution is not determined.
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Is this product light sensitive?
1 answer-
According to the SDS and a publication in the Journal of the American Chemical Society (JACS, 71, 2436, 1949), this compound, in alcoholic solutions, appears
to be stable nearly indefinitely under ordinary laboratory conditions. No particular sensitivity to light or to atmospheric oxygen has been noted. Please see the link below to review the information listed in the SDS, section 7.2:
https://www.sigmaaldrich.com/US/en/sds/sigma/a8674Helpful?
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What is the shipping and storage temperature for Product A8674, Antimycin A from Streptomyces?
1 answer-
Antimycin A is stable at ambient temperature for up to 2 weeks and is shipped at ambient temperatures to reduce shipping costs to the customer. Once received, it should be stored in the freezer at -20°C.
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What is the Department of Transportation shipping information for this product?
1 answer-
Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
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What is the working concentration for Antimycin A, Product A8674?
1 answer-
A concentration of 2 micrograms/ml (1000 fold dilution from a DMSO stock solutions) was reportedly used on endothelial cells per Wilkinson, J.A., and Jacob, R., Agonist-induced calcium and oxidative stress responses in endothelial cells. Biochem. Soc. Trans., 31, 960-962 (2003).
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What is the molecular weight of Antimycin A, Product A8674?
1 answer-
The product is a mixture of antimycins, each with a unique molecular weight. The approximate molecular weights (g/mole) for the components are A1: 548.6; A2: 534.6; A3: 520.6; A4:506.6. The percentages of each component are lot specific and are determined by HPLC. This information can be found on the Certificate of Analysis. We averaged the molecular weights for four lots and obtained an approximate molecular weight of 532 g/mole.
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What is Antimycin A, Product A8674, soluble in?
1 answer-
Antimycin A is soluble in DMSO at 2 mg/mL and in 95% ethanol at 50 mg/mL. It is also freely soluble in ether, acetone, and chloroform. It is insoluble in water.
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Can solutions of Antimycin A, Product A8674, be stored?
1 answer-
It has been reported that in a 95% alcoholic solution, Antimycin A is stable for four months at 4 °C.
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