Page last updated: 2024-11-13

gamithromycin

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth

Description

gamithromycin: an antibiotic used in cattle [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

gamithromycin : A macrolide antibiotic with formula C40H76N2O12. It is used for the treatment of of bovine respiratory disease caused by Mannheimia haemolytica, Pasteurella multocida, Histophilus somni and Mycoplasma bovis in beef and non-lactating dairy cattle. The compound is also licensed in Europe for the treatment of footrot in sheep caused by Dichelobacter nodosus and Fusobacterium nodosus. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID59364992
CHEMBL ID2107342
CHEBI ID195437
MeSH IDM0550265

Synonyms (46)

Synonym
145435-72-9
zactran
gamithromycinum
ml-1,709,460
(2r,3s,4r,5s,8r,10r,11r,12s,13s,14r)-2-ethyl-3,4,10-trihydroxy-3,5,8,10,12,14-hexamethyl-15-oxo-7-propyl-11-{[3,4,6-trideoxy-3-(dimethylamino)-beta-d-xylo-hexopyranosyl]oxy}-1-oxa-7-azacyclopentadecan-13-yl 2,6-dideoxy-3-c-methyl-3-o-methyl-alpha-l-ribo-h
gamithromycin
(2r,3s,4r,5s,8r,10r,11r,12s,13s,14r)-13-[(2,6-dideoxy-3-c-methyl-3-o-methyl-alpha-l-ribo-hexopyranosyl)oxy]-2-ethyl-3,4,10-trihydroxy-3,5,8,10,12,14-hexamethyl-7-propyl-11-[[3,4,6-trideoxy-3-(dimethylamino)-beta-d-xylo-hexopyranosyl]oxy]-1-oxa-7-azacyclop
ml-460
gamitromicina
ml-1709460
ml 1709460
CHEBI:195437
gamithromycin [usan:inn]
ze856183s0 ,
unii-ze856183s0
CHEMBL2107342
AKOS016007692
(2r,3s,4r,5s,8r,10r,11r,12s,13s,14r)-13-((2,6-dideoxy-3-c-methyl-3-o-methyl-.alpha.-l-ribo-hexopyranosyl)oxy)-2-ethyl-3,4,10-trihydroxy-3,5,8,10,12,14-hexamethyl-7-propyl-11-((3,4,6-trideoxy-3-(dimethylamino)-.beta.-d-xylo-hexopyranosyl)oxy)-1-oxa-7-azacy
gamithromycin [green book]
1-oxa-7-azacyclopentadecan-15-one, 13-((2,6-dideoxy-3-c-methyl-3-o-methyl-.alpha.-l-ribo-hexopyranosyl)oxy)-2-ethyl-3,4,10-trihydroxy-3,5,8,10,12,14-hexamethyl-7-propyl-11-((3,4,6-trideoxy-3-(dimethylamino)-.beta.-d-xylo-hexopyranosyl)oxy)-, (2r,3s,4r,5s,
gamithromycin [mi]
gamithromycin [usan]
gamithromycin [ema epar veterinary]
gamithromycin [inn]
S5328
CS-7858
AC-32611
EX-A1349
J-008105
(2r,3s,4r,5s,8r,10r,11r,12s,13s,14r)-11-(((2s,3r,4s,6r)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2h-pyran-2-yl)oxy)-2-ethyl-3,4,10-trihydroxy-13-(((2r,4r,5s,6s)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2h-pyran-2-yl)oxy)-3,5,8,10,12,14-hexamethyl-
HY-108365
DS-4441
DTXSID90904260 ,
mfcd09954125
DB11416
1-oxa-7-azacyclopentadecan-15-one,13-[(2,6-dideoxy-3-c-methyl-3-o-methyl-a-l-ribo-hexopyranosyl)oxy]-2-ethyl-3,4,10-trihydroxy-3,5,8,10,12,14-hexamethyl-7-propyl-11-[[3,4,6-trideoxy-3-(dimethylamino)-b-d-xylo-hexopyranosyl]oxy]-,[2r-(2r*,3s*,4r*,5s*,8r*,1
C72760
(2r,3s,4r,5s,8r,10r,11r,12s,13s,14r)-11-[(2s,3r,4s,6r)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-2-ethyl-3,4,10-trihydroxy-13-[(2r,4r,5s,6s)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,8,10,12,14-hexamethyl-7-propyl-1-oxa-7-azacyclopentadeca
gamithromycin 100 microg/ml in methanol
(2r,3s,4r,5s,8r,10r,11r,12s,13s,14r)-13-[(2,6-dideoxy-3-cmethyl-3-o-methyl-a-l-ribo-hexopyranosyl)oxy]-2-ethyl-3,4,10-trihydroxy-3,5,8,10,12,14-hexamethyl-7-propyl-11-[[3,4,6-trideoxy-3-(dimethylamino)-b-d-xylo-hexopyranosyl]oxy]-1-oxa-7-azacyclopentadeca
A884620
dtxcid101333409
gamithromycin (ema epar veterinary)
1-oxa-7-azacyclopentadecan-15-one,13-((2,6-dideoy-3-c-methyl-3-o-methyl-alpha-l-ribo-hexopyranosyl)oxy)-2-ethyl-3,4,10-trihydroxy 3,5,8,10,12,14-hexamethyl-7-propyl-11-((3,4,6-trideoxy-3-(dimethylamino)-beta-d-xylo-hexopyranosyl)oxy)-, ((2r*, 3s*,4r*,5s*,
(2r,3s,4r,5s,8r,10r,11r,12s,13s,14r)-13-((2,6-dideoxy-3-c-methyl-3-o-methyl-alpha-l-ribo-hexopyranosyl)oxy)-2-ethyl-3,4,10-trihydroxy-3,5,8,10,12,14-hexamethyl-7-propyl-11-((3,4,6-trideoxy-3-(dimethylamino)-beta-d-xylo-hexopyranosyl)oxy)-1-oxa-7-azacyclop
(2r,3s,4r,5s,8r,10r,11r,12s,13s,14r)-13-[(2,6-dideoxy-3-c-methyl-3-o-methyl-alpha-l-ribo-hexopyranosyl)

Research Excerpts

Pharmacokinetics

The aim of this study was to investigate the pharmacokinetic properties of gamithromycin in pigs after an intravenous (i.b. injection) treatment. The combination of rifampicin with the combination of gamathromycin and vitro could be a safe and well tolerated alternative.

ExcerptReferenceRelevance
"536 microgxh/mL, and mean elimination half-life (t(1/2)) was 44."( Pharmacokinetics of gamithromycin in cattle with comparison of plasma and lung tissue concentrations and plasma antibacterial activity.
Banav, N; Fischer, J; Huang, RA; Letendre, LT; Somerville, B, 2010
)
0.36
"The aim of this study was to investigate the pharmacokinetic properties of gamithromycin in pigs after an intravenous (i."( Pharmacokinetics of gamithromycin after intravenous and subcutaneous administration in pigs.
Croubels, S; De Backer, P; De Baere, S; Meyer, E; Plessers, E; Watteyn, A; Wyns, H, 2014
)
0.4
" Plasma peak concentration was 573 ± 168 ng/ml."( Gamithromycin plasma and skin pharmacokinetics in sheep.
Forbes, AB; Huang, RA; Kellermann, M; Rehbein, S, 2014
)
0.4
" In synovial fluid, florfenicol pharmacokinetic parameters estimates were: mean Tmax 7 +/- 2 hours, mean t½ 64."( Synovial fluid pharmacokinetics of tulathromycin, gamithromycin and florfenicol after a single subcutaneous dose in cattle.
Coetzee, JF; Fajt, VR; Jones, ML; Rice, S; Washburn, KE, 2015
)
0.42
" rhinotracheale infections are common in turkey flocks, the aim of this study was to determine the pharmacokinetic (PK) parameters of GAM in plasma, lung tissue, and pulmonary epithelial lining fluid (PELF) of turkeys and to correlate them with pharmacodynamic (PD) characteristics (PK/PD)."( Pharmacokinetic and pharmacodynamic properties of gamithromycin in turkey poults with respect to Ornithobacterium rhinotracheale.
Boyen, F; Croubels, S; De Backer, P; De Baere, S; Devreese, M; Haesebrouck, F; Plessers, E; Watteyn, A; Wyns, H, 2015
)
0.42
"The objectives of this study were to determine (i) whether an association exists between individual pharmacokinetic parameters and treatment outcome when feeder cattle were diagnosed with bovine respiratory disease (BRD) and treated with gamithromycin (Zactran(®) ) at the label dose and (ii) whether there was a stronger association between treatment outcome and gamithromycin concentration in plasma or in the pulmonary epithelial lining fluid (PELF) effect compartment."( Pharmacokinetics and pharmacodynamics of gamithromycin in pulmonary epithelial lining fluid in naturally occurring bovine respiratory disease in multisource commingled feedlot cattle.
Apley, MD; Capik, SF; DeDonder, KD; Gehring, R; Harhay, DM; KuKanich, B; Li, M; Lubbers, BV; Riviere, JE; Tessman, RK; White, BJ, 2016
)
0.43
" We provide evidence from a pharmacokinetic study in 10 warm-blooded healthy foals for intravenous bolus injection of gamithromycin diluted in distilled water to be a safe and well tolerated alternative."( Pharmacokinetics and pulmonary distribution of gamithromycin after intravenous administration in foals.
Berlin, S; Grube, M; Randow, T; Scheuch, E; Siegmund, W; Venner, M, 2017
)
0.46
" The combination of rifampicin with the new, poorly metabolised gamithromycin, a long-acting analogue of azithromycin and tulathromycin with lower pharmacokinetic interaction potential, might be a suitable alternative."( Intestinal and hepatic contributions to the pharmacokinetic interaction between gamithromycin and rifampicin after single-dose and multiple-dose administration in healthy foals.
Berlin, S; Grube, M; Hasan, M; Oswald, S; Scheuch, E; Siegmund, W; Ullrich, A; Venner, M; Wallstabe, S; Wegner, D, 2018
)
0.48
"To evaluate the pharmacokinetic interactions and pulmonary distribution of rifampicin and gamithromycin in healthy foals, and to investigate the cellular uptake of gamithromycin in vitro."( Intestinal and hepatic contributions to the pharmacokinetic interaction between gamithromycin and rifampicin after single-dose and multiple-dose administration in healthy foals.
Berlin, S; Grube, M; Hasan, M; Oswald, S; Scheuch, E; Siegmund, W; Ullrich, A; Venner, M; Wallstabe, S; Wegner, D, 2018
)
0.48

Bioavailability

Gamithromycin was well absorbed and fully bioavailable. Blood samples were collected up to Day 10 to establish the plasma profile.

ExcerptReferenceRelevance
" Gamithromycin was well absorbed and fully bioavailable (97."( Pharmacokinetics of gamithromycin in cattle with comparison of plasma and lung tissue concentrations and plasma antibacterial activity.
Banav, N; Fischer, J; Huang, RA; Letendre, LT; Somerville, B, 2010
)
0.36
" The absolute bioavailability was 102."( Pharmacokinetics of gamithromycin after intravenous and subcutaneous administration in broiler chickens.
Croubels, S; De Backer, P; De Baere, S; Plessers, E; Watteyn, A; Wyns, H, 2013
)
0.39
"21 h and a high absolute bioavailability of 118%."( Pharmacokinetics of gamithromycin after intravenous and subcutaneous administration in pigs.
Croubels, S; De Backer, P; De Baere, S; Meyer, E; Plessers, E; Watteyn, A; Wyns, H, 2014
)
0.4
" Blood samples were collected up to Day 10 to establish the plasma profile of gamithromycin, bioavailability and dose proportionality."( Gamithromycin in swine: Pharmacokinetics and clinical evaluation against swine respiratory disease.
Böhne, I; Dumont, P; Fraisse, F; Hamel, D; Huang, R; Kellermann, M; Letendre, L; Rauh, R; Rehbein, S; Richard-Mazet, A; Voisin, F, 2021
)
0.62

Dosage Studied

ExcerptRelevanceReference
"5 times of the recommended dosage of 6 mg/kg of body weight."( Pharmacokinetics of gamithromycin in cattle with comparison of plasma and lung tissue concentrations and plasma antibacterial activity.
Banav, N; Fischer, J; Huang, RA; Letendre, LT; Somerville, B, 2010
)
0.36
" Kids were randomly divided into two equal groups; the GM group received a single subcutaneous dose of GM at a dosage of 6 mg/kg and the MR group received MR intramuscularly at a dosage of 8 mg/kg as a single-dose."( Comparing clinical effects of marbofloxacin and gamithromycin in goat kids with pneumonia.
Batmaz, H; Kacar, Y; Mecitoglu, Z; Yilmaz, OE, 2018
)
0.48
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
antibacterial drugA drug used to treat or prevent bacterial infections.
protein synthesis inhibitorA compound, usually an anti-bacterial agent or a toxin, which inhibits the synthesis of a protein.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (2)

ClassDescription
macrolide antibioticA macrocyclic lactone with a ring of twelve or more members which exhibits antibiotic activity.
monosaccharide derivativeA carbohydrate derivative that is formally obtained from a monosaccharide.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Research

Studies (42)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's0 (0.00)29.6817
2010's33 (78.57)24.3611
2020's9 (21.43)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials13 (30.95%)5.53%
Reviews3 (7.14%)6.00%
Case Studies1 (2.38%)4.05%
Observational0 (0.00%)0.25%
Other25 (59.52%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]