Gamithromycin

{{Short description|Medication}}

{{Use American English|date=June 2024}}

{{Use dmy dates|date=June 2024}}

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{{Infobox drug

| image = Gamithromycin.svg

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| pronounce =

| tradename = Zactran

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| MedlinePlus =

| DailyMedID = Gamithromycin

| pregnancy_AU =

| pregnancy_AU_comment =

| routes_of_administration = Subcutaneous

| class = Macrolide antibiotic

| ATCvet = Yes

| ATC_prefix = J01

| ATC_suffix = FA95

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| legal_US = Rx-only

| legal_US_comment = {{cite web | title=Zactran - gamithromycin injection, solution | website=DailyMed | date=17 April 2024 | url=https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=4ad34f81-65e1-4858-8928-50af8bcb3db9 | access-date=29 June 2024}}{{cite web | title=Zactran | website=U.S. Food and Drug Administration (FDA) | url=https://animaldrugsatfda.fda.gov/adafda/views/#/home/previewsearch/141-328 | access-date=29 June 2024}}

| legal_EU = Rx-only

| legal_EU_comment = {{cite web | title=Zactran EPAR | website=European Medicines Agency | date=1 August 2008 | url=https://www.ema.europa.eu/en/medicines/veterinary/EPAR/zactran | access-date=29 June 2024}}{{cite web | title=Zactran PI | website=Union Register of veterinary medicinal products | date=28 July 2008 | url=https://ec.europa.eu/health/documents/community-register/html/v082.htm | access-date=29 June 2024}}

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| CAS_number = 145435-72-9

| CAS_supplemental =

| PubChem = 59364992

| IUPHAR_ligand =

| DrugBank = DB11416

| ChemSpiderID = 28530824

| UNII = ZE856183S0

| KEGG = D06598

| ChEBI = 195437

| ChEMBL = 2107342

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| PDB_ligand =

| synonyms = ML-1709460, ML-460

| IUPAC_name = (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-azacyclopentadecan-15-one

| C = 40 | H = 76 | N = 2 | O = 12

| SMILES = [H][C@@]1(C[C@@](C)(OC)[C@@H](O)[C@H](C)O1)O[C@H]1[C@H](C)[C@@H](O[C@]2([H])O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C)(O)C[C@@H](C)N(CCC)C[C@H](C)[C@@H](O)[C@](C)(O)[C@@H](CC)OC(=O)[C@@H]1C

| StdInChI = 1S/C40H76N2O12/c1-15-17-42-21-22(3)33(44)40(11,48)29(16-2)52-36(46)26(7)32(53-30-20-39(10,49-14)34(45)27(8)51-30)25(6)35(38(9,47)19-23(42)4)54-37-31(43)28(41(12)13)18-24(5)50-37/h22-35,37,43-45,47-48H,15-21H2,1-14H3/t22-,23+,24+,25-,26+,27-,28-,29+,30-,31+,32-,33+,34-,35+,37-,38+,39+,40+/m0/s1

| StdInChI_comment =

| StdInChIKey = VWAMTBXLZPEDQO-UZSBJOJWSA-N

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Gamithromycin, sold under the brand name Zactran, is a veterinary medication used for the treatment of cattle, pigs, and sheep.{{cite book | vauthors = Budde JA, McCluskey DM | chapter = Gamithromycin |title=Plumb's Veterinary Drug Handbook |date=2023 |publisher=Educational Concepts, LLC, dba VetMedux |location=Tulsa, OK |isbn=978-1-394-17220-7 |pages=571 |edition=10th | chapter-url = https://books.google.com/books?id=D9a5EAAAQBAJ&dq=Gamithromycin&pg=PA571}} It is a azalide antibacterial related to azithromycin.{{cite web | title=Gamithromycin | website=Inxight Drugs | url=https://drugs.ncats.io/substance/ZE856183S0 | access-date=29 June 2024}} {{PD-notice}}

It was approved for veterinary use in the European Union in 2008.