Maduramicin ammonium

Names

[ Name ]:
Maduramicin ammonium

[Synonym ]:
MADUBAMYCIN AMMONIUM
[(2R,3S,4S,5R,6S)-6-{(1R)-1-[(2S,5R,7S,8R,9S)-2-{(2S,2'R,3'S,5R,5'R)-3'-{[(2R,4S,5S,6S)-4,5-Dimethoxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-5'-[(2S,3S,5R,6S)-6-hydroxy-3,5,6-trimethyltetrahydro-2H-pyran-2-yl]-2-methyloctahydro-2,2'-bifuran-5-yl}-9-hydroxy-2,8-dimethyl-1,6-dioxaspiro[4.5]dec-7-yl]ethyl}-2-hydroxy-4,5-dimethoxy-3-methyltetrahydro-2H-pyran-2-yl]acetic acid ammoniate (1:1) (non-preferred name)
Maduramicin
Maduramicin ammonium
MADURAMICINAMMONIUM
MADURAMINIC AMMONIUM
Maduramycin
Maduramycin ammonium
MADURAMICIN AMMONIUM PREMIX

Biological Activity

[Description]:

Maduramicin ammonium (Maduramycin ammonium) is isolated from the actinomycete Actinomadura rubra. Maduramicin ammonium (Maduramycin ammonium) is an anticoccidial agent for the the treatment of Eimeria spp., E. adenoeides, E. gallopavonis, and E. dispersa infection[1]. Maduramicin ammonium (Maduramycin ammonium) induces cell apoptosis in chicken myocardial cells via intrinsic and extrinsic pathways[2].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> Bacterial

[Target]

IC50: bacterial; apoptosis[1]

[References]

[1]. McDougald LR, et al. Efficacy of maduramicin ammonium against coccidiosis in turkeys under laboratory and floor-pen conditions.Avian Dis. 1990 Jul-Sep;34(3):634-8.

[2]. Gao X, et al.Maduramicin induces apoptosis in chicken myocardial cells via intrinsic and extrinsic pathways.Toxicol In Vitro. 2018 Aug;50:190-200.

Chemical & Physical Properties

[ Boiling Point ]:
913.9ºC at 760 mmHg

[ Melting Point ]:
173-176ºC

[ Molecular Formula ]:
C₄₇H₈₃NO₁₇

[ Molecular Weight ]:
934.158

[ Flash Point ]:
255.5ºC

[ Exact Mass ]:
933.566101

[ PSA ]:
211.58000

[ LogP ]:
3.35840

[ Storage condition ]:
0-6°C

Safety Information

[ Symbol ]:

GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H300 + H310-H319

[ Precautionary Statements ]:
Missing Phrase - N15.00950417-P262-P280-P302 + P352 + P310-P305 + P351 + P338-P361 + P364

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges

[ Hazard Codes ]:
T+:Verytoxic;

[ Risk Phrases ]:
R25;R27;R36

[ Safety Phrases ]:
S26-S28-S36/37-S45

[ RIDADR ]:
UN 2811

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1

Articles

Maduramicin inhibits proliferation and induces apoptosis in myoblast cells.

PLoS ONE 9(12) , e115652, (2014)

Maduramicin, a polyether ionophore antibiotic derived from the bacterium Actinomadura yumaensis, is currently used as a feed additive against coccidiosis in poultry worldwide. It has been clinically o...