Antimycin A3

Modify Date: 2024-01-07 13:49:56

Antimycin A3 Structure
Antimycin A3 structure
Common Name Antimycin A3
CAS Number 522-70-3 Molecular Weight 520.57200
Density 1.25g/cm3 Boiling Point 745.5ºC at 760mmHg
Molecular Formula C26H36N2O9 Melting Point N/A
MSDS N/A Flash Point 404.7ºC

 Use of Antimycin A3


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].

 Names

Name Butanoic acid, 2(or3)-methyl-,(2R,3S,6S,7R,8R)-3-[[3-(formylamino)-2-hydroxybenzoyl]amino]-8-butyl-2,6-dimethyl-4,9-dioxo-1,5-dioxonan-7-ylester
Synonym More Synonyms

 Antimycin A3 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
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)

 Synonyms

antimycina3
ioxonan-3-yl)-3-formamidosalicylamide,stereoisomer
Blastmycin