| Identification | Back Directory | [Name]
ANTIMYCIN A1 | [CAS]
642-15-9 | [Synonyms]
ANTIMYCIN A1
dihydrosamidin
1,5-Dioxonane butanoic acid deriv.
-dioxo-1,5-dioxonan-3-yl)salicylamide
isovalericacid,8-esterwith3-formamido-n-(7-hexyl-8-hydroxy-4,9-dimethyl-2,6
3-(3-formamidosalicylamido)-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl isovalerate
[3-[(3-formamido-2-hydroxybenzoyl)amino]-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl] 3-methylbutanoate
[3-[(3-formamido-2-hydroxy-phenyl)carbonylamino]-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl] 3-methylbutanoate
3-methylbutyric acid [3-[(3-formamido-2-hydroxy-benzoyl)amino]-8-hexyl-4,9-diketo-2,6-dimethyl-1,5-dioxonan-7-yl] ester
3-Methylbutyric acid 3-[[3-(formylamino)-2-hydroxybenzoyl]amino]-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl ester
3-Methylbutanoic acid 3-[[3-(formylamino)-2-hydroxybenzoyl]amino]-8-hexyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-yl ester | [EINECS(EC#)]
211-380-4 | [Molecular Formula]
C28H40N2O9 | [MDL Number]
MFCD00127797 | [MOL File]
642-15-9.mol | [Molecular Weight]
548.63 |
| Chemical Properties | Back Directory | [Appearance]
Antimycin (A3C26H36N2O9) and (Antimycin
A1) C28H40N2O9 are crystalline solids. | [Melting point ]
149.5℃ | [alpha ]
D26 +76° (c = 1 in chloroform) | [Boiling point ]
620.81°C (rough estimate) | [density ]
1.2468 (rough estimate) | [refractive index ]
1.5800 (estimate) | [storage temp. ]
−20°C | [solubility ]
DMF: Soluble; DMSO: Soluble; Ethanol: Soluble; Methanol: Soluble | [form ]
A solid |
| Hazard Information | Back Directory | [Uses]
Antimycin A1 is the most hydrophobic of the four analogues of the antimycin A complex. Like all antimycins, antimycin A1 exhibits potent antifungal, anthelmintic, insecticidal, antiviral and antitumor activity across a range of bioassays. Although broadly active as respiration inhibitors, more recent investigation has highlighted the importance of individual members of the complex as bioprobes. Antimycin A1 inhibits angiogenesis via a decrease in VEGF production caused by inhibition of HIF-1a activation. | [Uses]
Experimentally as fungicide, insecticide, miticide. | [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 A1 is an active component of the antimycin A antibiotic complex. It inhibits electron transport and is active against the plant pathogenic fungus G. cingulate. Antimycin A1 (3.3-160 μM) induces the synthesis of carotenoids in M. marinum. It also inhibits ATP-citrate lyase (Ki = 29.5 μM). | [Chemical Properties]
Antimycin (A3C26H36N2O9) and (Antimycin
A1) C28H40N2O9 are crystalline solids. | [Chemical Properties]
Crystals. Soluble in alcohol, ether, acetone, and chloroform; slightly soluble in benzene, carbon tetrachloride, and petroleum ether; insoluble in water. | [Definition]
An antibiotic substance said to have strong fungicidal properties. | [References]
[1] WEN-CHIH LIU F S. Additions and Corrections: The Chemistry of Antimycin A. VI. Seperation and Properties of Antimycin A Subcomponents.[J]. Journal of the American Chemical Society, 1959, 81 24: 6537. DOI: 10.1021/ja01533a650
[2] P. BATRA. A study of the relationship of structure and activity of antimycin A in the induction of carotenoid synthesis in Mycobacterium marinum.[J]. The Journal of Biological Chemistry, 1971, 236 1: 7125-7130. DOI: 10.1016/s0021-9258(19)45863-8 |
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