Antimycin A3

Names

[ CAS No. ]:
522-70-3

[ Name ]:
Antimycin A3

[Synonym ]:
antimycina3
ioxonan-3-yl)-3-formamidosalicylamide,stereoisomer
Blastmycin

Biological Activity

[Description]:

Antimycin A3, an antibiotic isolated from a number of Streptomyces species, shows antifungal activities. Antimycin A3 is a potent inhibitor of respiration. Antimycin A3 inhibits the electron transfer activity of ubiquinol-cytochrome c oxidoreductase. Antimycin A3 inhibits ATP-citrate lyase with a Ki value of 60.1 µM[1][2][3].

[Related Catalog]:

Research Areas >> Cancer

Research Areas >> Infection

[In Vitro]

Antimycin A3 induces apoptosis of cancer cells by selectively killing cancer cells that expressed high levels of anti-apoptotic Bcl-2 and Bcl-XL[1].

[References]

[1]. Ade Arsianti, et al. Synthesis and anticancer activity of polyhydroxylated 18-membered analogue of antimycin A3. Tetrahedron.Volume 68, Issue 13, 1 April 2012, Pages 2884-2891.

[2]. Miyoshi H, et al. Inhibition of electron transport of rat liver mitochondria by unnatural (-)-antimycin A3.

[3]. Barrow CJ, et al. Antimycins, inhibitors of ATP-citrate lyase, from a Streptomyces sp. J Antibiot (Tokyo). 1997 Sep;50(9):729-33.

Chemical & Physical Properties

[ Density]:
1.25g/cm3

[ Boiling Point ]:
745.5ºC at 760mmHg

[ Molecular Formula ]:
C₂₆H₃₆N₂O₉

[ Molecular Weight ]:
520.57200

[ Flash Point ]:
404.7ºC

[ Exact Mass ]:
520.24200

[ PSA ]:
157.33000

[ LogP ]:
3.80000

[ Index of Refraction ]:
1.549

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: NY1502900

CHEMICAL NAME :: Isovaleric acid, N-ester with N-(7-butyl-8-hydroxy-4,9-dimethyl-2,6-dioxo-1,5-dioxo nan-3-yl) -3-formamidosalicylamide, stereoisomer

CAS REGISTRY NUMBER :: 522-70-3

LAST UPDATED :: 199709

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C26-H36-N2-O9

MOLECULAR WEIGHT :: 520.64

WISWESSER LINE NOTATION :: T9OV EOVTJ CMVR BQ CMVH& D1 G4 HOV1Y1&1 I1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1800 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JAJAAA Journal of Antibiotics, Series A. (Tokyo, Japan) V.6-20, 1953-67. For publisher information, see JANTAJ. Volume(issue)/page/year: 10,39,1957

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1600 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JAJAAA Journal of Antibiotics, Series A. (Tokyo, Japan) V.6-20, 1953-67. For publisher information, see JANTAJ. Volume(issue)/page/year: 10,39,1957

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 900 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: 85FZAT "Index of Antibiotics from Actinomycetes," Umezawa, H. et al., eds., Tokyo, Univ. of Tokyo Press, 1967 Volume(issue)/page/year: -,145,1967

Safety Information

[ Risk Phrases ]:
23/24/25

[ RIDADR ]:
UN 3172

[ WGK Germany ]:
2

[ RTECS ]:
EB3140000

[ Packaging Group ]:
II

[ Hazard Class ]:
6.1(a)