| Identification | Back Directory | [Name]
8-butyl-3-(3-formamido-2-hydroxybenzamido)-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl butyrate | [CAS]
27220-59-3 | [Synonyms]
antimycin A4
Antimycin A4
DISCONTINUED, offer A697508
8-butyl-3-(3-formamido-2-hydroxybenzamido)-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl butyrate
8-Butyl-3-[[3-(formylamino)-2-hydroxybenzoyl]amino]-2,6-dimethyl-4,9-dioxo-1,5-dioxonane-7-yl=butyrate
Butyric acid 8-butyl-3-[(3-formylamino-2-hydroxybenzoyl)amino]-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl ester | [EINECS(EC#)]
248-343-7 | [Molecular Formula]
C25H34N2O9 | [MOL File]
27220-59-3.mol | [Molecular Weight]
506.545 |
| Chemical Properties | Back Directory | [Appearance]
Antimycin (A3C26H36N2O9) and (Antimycin
A1) C28H40N2O9 are crystalline solids. | [Boiling point ]
595.17°C (rough estimate) | [density ]
1.3028 (rough estimate) | [refractive index ]
1.5500 (estimate) | [storage temp. ]
-20°C | [solubility ]
DMF: Soluble; DMSO: Soluble; Ethanol: Soluble; Methanol: Soluble | [form ]
A solid |
| Hazard Information | Back Directory | [Chemical Properties]
Antimycin (A3C26H36N2O9) and (Antimycin
A1) C28H40N2O9 are crystalline solids. | [Uses]
Antimycin A4 is the most polar of the major components of the antimycin complex, first isolated in 1958 from Streptomyces blastimyceticus and co-produced with antimycin A3. Like all antimycins, antimycin A4 is a potent inhibitor of respiration by inhibiting the oxidation of ubiquinol to ubiquinone. Antimycin A4 exhibits broad biological activity as an antifungal, anthelmintic, insecticidal, antiviral and antitumor active. Lack of availability of the individual antimycin components has hindered greater understanding of the common and unique molecular targets of the components of the antimycin complex. | [Potential Exposure]
Specific 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. | [First aid]
Move victim to fresh air. Call 911 or emergency
medical service. Give artificial respiration if victim is not
breathing. Do not use mouth-to-mouth method if victim
ingested or inhaled the substance; give artificial respiration
with the aid of a pocket mask equipped with a one-way
valve or other proper respiratory medical device.
Administer oxygen if breathing is difficult. Remove and
isolate contaminated clothing and shoes. In case of contact
with substance, immediately flush skin or eyes with running
water for at least 20 minutes. For minor skin contact,
avoid spreading material on unaffected skin. Keep victim
warm and quiet. Effects of exposure (inhalation, ingestion
or skin contact) to substance may be delayed. Ensure that
medical personnel are aware of the material(s) involved
and take precautions to protect themselves. Medical observation
is recommended for 24 to 48 hours after breathing
overexposure, as pulmonary edema may be delayed. As
first aid for pulmonary edema, a doctor or authorized paramedic
may consider administering a drug or other inhalation
therapy. | [Shipping]
UN2811 Toxic solids, organic, n.o.s., Hazard
Class: 6.1; Labels: 6.1-Poisonous materials, Technical
Name Required. | [Description]
Antimycin A4 is an active component of the antimycin A antibiotic complex that is more polar than antimycin A1 , antimycin A2 , and antimycin A3 . Antimycin A4 inhibits ATP-citrate lyase with a Ki value of 64.8 μM. The antimycin A complex is a mixture of antimycins A1, A2, A3, and A4 that demonstrates antifungal, insecticidal, nematocidal, and piscicidal properties. It blocks mitochondrial respiration and can deplete cellular levels of ATP via inhibition of complex III of the mitochondrial electron transport chain (ETC). Antimycin A prevents the transfer of electrons between the b-cytochromes and ubiquinone at the Q(inner) site of complex III. This results in the stabilization of the ubisemiquinone radical at the Q(outer) site of complex III, leading to increased production of superoxide. Antimycin A is widely used in research to shunt electron flow through the ETC to study the chemical details of oxygen respiration. Additionally, antimycin A has been shown to inhibit Bcl-2 and Bcl-xL proteins, inducing apoptosis. | [Safety Profile]
Poison by subcutaneous,intravenous, and intraperitoneal routes. When heated todecomposition it emits toxic fumes of NOx. |
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