Drug (ID: DG00387) and It's Reported Resistant Information
Name
Methymycin
Synonyms
Methymycin; UNII-16QGD97DXG; 497-72-3; 16QGD97DXG; CHEBI:29630; (3r,4s,5s,7r,9e,11s,12r)-12-Ethyl-11-Hydroxy-3,5,7,11-Tetramethyl-2,8-Dioxooxacyclododec-9-En-4-Yl 3,4,6-Trideoxy-3-(Dimethylamino)-Beta-D-Xylo-Hexopyranoside; (3R,4S,5S,7R,9E,11S,12R)-4-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-12-ethyl-11-hydroxy-3,5,7,11-tetramethyl-1-oxacyclododec-9-ene-2,8-dione; MT9; SCHEMBL654455; CHEMBL489347; LMPK04000037; Q27110190
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Structure
Drug Resistance Disease(s)
Disease(s) with Resistance Information Validated by in-vivo Model for This Drug (1 diseases)
Actinomycetoma [ICD-11: 1C43]
[1]
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Formula
C25H43NO7
IsoSMILES
CC[C@@H]1[C@@](/C=C/C(=O)[C@@H](C[C@@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]2[C@@H]([C@H](C[C@H](O2)C)N(C)C)O)C)C)(C)O
InChI
1S/C25H43NO7/c1-9-20-25(6,30)11-10-19(27)14(2)12-15(3)22(17(5)23(29)32-20)33-24-21(28)18(26(7)8)13-16(4)31-24/h10-11,14-18,20-22,24,28,30H,9,12-13H2,1-8H3/b11-10+/t14-,15+,16-,17-,18+,20-,21-,22+,24+,25+/m1/s1
InChIKey
HUKYPYXOBINMND-HYUJHOPRSA-N
PubChem CID
5282034
Type(s) of Resistant Mechanism of This Drug
  DISM: Drug Inactivation by Structure Modification
Drug Resistance Data Categorized by Their Corresponding Diseases
ICD-01: Infectious/parasitic diseases
Click to Show/Hide the Resistance Disease of This Class
Actinomycetoma [ICD-11: 1C43]
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Drug Resistance Data Categorized by Their Corresponding Mechanisms
       Drug Inactivation by Structure Modification (DISM) Click to Show/Hide
Key Molecule: srmA open reading frame gimA (GIMA) [1]
Molecule Alteration Expression
Inherence
Resistant Disease Streptomyces ambbyaciens infection [ICD-11: 1C43.0]
Experimental Note Discovered Using In-vivo Testing Model
In Vitro Model Escherichia coli 668369
Escherichia coli strain S17.1 1227813
Micrococcus luteus strain Cgr 1270
Micrococcus luteus strain DSM1790 1270
Streptomyces ambofaciens strain ATCC 23877 278992
Streptomyces ambofaciens strain OS41.99 1954
Streptomyces ambofaciens strain OS41.99NP 1954
Streptomyces ambofaciens strain OS81 1954
Streptomyces lividans strain OS456 1916
Experiment for
Molecule Alteration
DNA sequencing assay
Experiment for
Drug Resistance
Observation of growth inhibition zones assay
Mechanism Description With UDP-[14C]glucose as the cofactor, crude S30 extracts from OS456(pOS41.90) were tested on various macrolides. Among those, chalcomycin was the most active substrate. Methymycin, tylosin, pikromycin, and rosaramicin were four of the best substrates. Oleandomycin, josamycin, and carbomycin were glycosylated to a lesser extent. Macrolides that were found to be as poor substrates of GimA as lankamycin were erythromycin and angolamycin. Spiramycin was also a very poor substrate.
References
Ref 1 Characterization of a glycosyl transferase inactivating macrolides, encoded by gimA from Streptomyces ambofaciens. Antimicrob Agents Chemother. 1998 Oct;42(10):2612-9. doi: 10.1128/AAC.42.10.2612.

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