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CHEBI:195437 - gamithromycin

ChEBI IDCHEBI:195437
ChEBI Namegamithromycin
Stars
DefinitionA 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.
Last Modified20 July 2023
SubmitterAdnan
DownloadsMolfile
FormulaC40H76N2O12
Net Charge0
Average Mass777.050
Monoisotopic Mass776.53983
SMILESCCCN1C[C@H](C)[C@@H](O)[C@](C)(O)[C@@H](CC)OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@H](N(C)C)[C@H]2O)[C@](C)(O)C[C@H]1C
InChIInChI=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
InChIKeyVWAMTBXLZPEDQO-UZSBJOJWSA-N
Roles Classification
Biological Roles:
antibacterial drug  A drug used to treat or prevent bacterial infections.
protein synthesis inhibitor  A compound, usually an anti-bacterial agent or a toxin, which inhibits the synthesis of a protein.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Application:
antibacterial drug  A drug used to treat or prevent bacterial infections.
ChEBI Ontology
Outgoing Relation(s)
gamithromycin (CHEBI:195437) has role antibacterial drug (CHEBI:36047)
gamithromycin (CHEBI:195437) has role protein synthesis inhibitor (CHEBI:48001)
gamithromycin (CHEBI:195437) is a macrolide antibiotic (CHEBI:25105)
gamithromycin (CHEBI:195437) is a monosaccharide derivative (CHEBI:63367)
IUPAC Name 
(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)-β-D-xylo-hexopyranosyl]oxy}-1-oxa-7-azacyclopentadecan-13-yl 2,6-dideoxy-3-C-methyl-3-O-methyl-α-L-ribo-hexopyranoside
INNs  Source
gamithromycinWHO MedNet
gamithromycinWHO MedNet
gamithromycinumWHO MedNet
gamitromicinaWHO MedNet
Synonyms  Source
ML-460DrugBank
ML-1709460DrugBank
ML-1,709,460DrugBank
ML 1709460ChEBI
(2R,3S,4R,5S,8R,10R,11R,12S,13S,14R)-13-[(2,6-Dideoxy-3-C-methyl-3-O-methyl-α-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)-β-D-xylo-hexopyranosyl]oxy]-1-oxa-7-azacyclopentadecan-15-oneChEBI
Brand Name  Source
ZactranChEBI
Manual XrefsDatabases
DB11416DrugBank
D06598KEGG DRUG
28530824ChemSpider
1934VSDB
Registry NumbersSources
CAS:145435-72-9KEGG DRUG
Citations