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A8674

Antimycin A

from Streptomyces sp., mitochondrial electron transport chain complex III inhibitor, powder

Synonym(s):

Antipiricullin

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About This Item

CAS Number:
1397-94-0
UNSPSC Code:
12352200
PubChem Substance ID:
24891355
NACRES:
NA.77
MDL number:
MFCD01779723
Form:
powder
Quality level:
300
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Product Name

Antimycin A from Streptomyces sp.,

form

powder

Quality Level

300

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

General description

Antimycin is an antibiotic produced by Streptomyces species. It inhibits mitochondrial electron transport chain complex III and favors reactive oxygen species (ROS) production, impairing mitochondrial depolarization. It inhibits nitric oxide-mediated apoptosis and modulatescytochrome C release. It suppresses tumorigenesis in lung cancer cells and could be a potential therapeutic agent.Antimycin A serves as a positive control for superoxide generation.
Chemical structure: peptide

Application

Antimycin A from Streptomyces sp. has been used:
  • as a respiratory chain inhibitor in neuronal cultures
  • in organello ATP production assay in Trypanosoma brucei cells
  • in respiration assay for papillary thyroid carcinoma (PTC) cell lines
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.

Analysis Note

A mixture of antimycins.

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

pictograms

Skull and crossbonesEnvironment
GHS06,GHS09

signalword

Danger

hcodes

H300,H400

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

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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