Compound ID | 3262

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Gamithromycin

Class: Macrolide

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-negative
Mechanism of action: Protein synthesis inhibitor. Binds to peptidyl transferase centre to prevent translocation
Target Pathogen: Indicated for bovine and swine respiratory tract infections
Institute where first reported: Merial
Year first mentioned: 2010
Highest development stage: Approved for veterinary use
Development status: Experimental
Chemical structure(s):
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Molecular weight: 777.04
Iso. SMILES: CCCN1C[C@@H]([C@H]([C@]([C@H](OC(=O)[C@@H]([C@H]([C@@H]([C@H]([C@](C[C@H]1C)(C)O)O[C@H]2[C@@H]([C@H](C[C@H](O2)C)N(C)C)O)C)O[C@H]3C[C@@]([C@H]([C@@H](O3)C)O)(C)OC)C)CC)(C)O)O)C
InChI Key: VWAMTBXLZPEDQO-UZSBJOJWSA-N
Can. SMILES: CCCN1C[C@H](C)[C@H]([C@@](C)([C@@H](CC)OC(=O)[C@H](C)[C@H]([C@H](C)[C@H]([C@@](C)(C[C@H]1C)O)O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)O[C@H]3C[C@](C)([C@H]([C@H](C)O3)O)OC)O)O
InChI: InChI=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
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/59364992
Guide to Pharmacology: gamithromycin
Citation: https://journals.asm.org/doi/10.1128/aac.00552-10?url_ver=Z39.88-2003&rfr_id=ori%3Arid%3Acrossref.org&rfr_dat=cr_pub++0pubmed
Patent: CN112300221B

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