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Tetracycline
Tetracycline :
Antibiotic ID :
UD0044
Full Name :
Tetracycline
Synonyms :
Tetracyclinum, Achromycin, Tsiklomitsin, Abramycin, Tetraciclina, Deschlorobiomycin, Hostacyclin, Tetraverine, Tsiklomistsin
Class :
Beta Lactum
Chemical Description :
Molecular Formula :
C
22
H
24
N
2
O
8
Molecular Weight :
444.43456
InChIKey :
NWXMGUDVXFXRIG-WESIUVDSSA-N
IUPAC Name :
(4S,4aS,5aS,6S,12aR)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide
Structural Description :
Canonical SMILES :
CC1(C2CC3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O
Isomeric SMILES :
C[C@@]1([C@H]2C[C@H]3[C@@H](C(=O)C(=C([C@]3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O
2D Structure :
2D
3D Structure :
3D
SDF :
SDF file
Fuctional Description :
Tetracycline Target :
A naphthacene antibiotic that inhibits AMINO ACYL TRNA binding during protein synthesis
(MeSh)
KEGG :
D00201
DRUG BANK :
DB00759
Pub Chem CID :
54675776
Antibiotics Resistance Reports :
Upregulators :
Enzyme :
CTX-Mβ-lactamases
External Effect :
Quartz attachment
Internal Effect :
E. coli strains (B2-O25b-ST131-CTX-M-15)
Gene :
tetA
,
tetB
,
tetC
,
tetD
,
tetE
,
tetG
,
mfdA
Mutation :
C1058G of 16S rRNA
Downregulators :
External Effect :
Loss of plasmid correlated to loss of antibiotic resistance
Note :
NA* - Not Available
Bibliography :
Association of antibiotic resistance in agricultural Escherichia coli isolates with attachment to quartz
, Liu P, Soupir ML, Zwonitzer M, Huss B, Jarboe LR.
, Applied and Environmental Microbiology
, 2011,
77
(19):6945-53.
PMID:
21821756
Multidrug Resistance and Plasmid Patterns of Escherichia coli O157 and Other E. coli Isolated from Diarrhoeal Stools and Surface Waters from Some Selected Sources in Zaria, Nigeria
, Chigor V. N., Umoh V. J., Smith S. I., Igbinosa E. O., and Okoh A. I.,
International Journal of Environmental Research and Public Health
, 2009,
7
:3831-3841.
PMID:
21139863
Shiga Toxin-Producing Escherichia coli Isolated from Bovine Mastitic Milk: Serogroups, Virulence Factors, and Antibiotic Resistance Properties
, Momtaz H., Dehkordi F. S., Taktaz T., Rezvani A., and Yarali S.
, The Scientific World Journal
, 2012,
2012
:618709.
PMID:
23213293.
Antimicrobial resistance in equine faecal Escherichia coli isolates from North West England
, Ahmed M. O., Clegg P.D., Williams N. J., Baptiste K. E. and Bennett M.
, Annals of Clinical Microbiology and Antimicrobials
, 2010,
9
:12.
PMID:
20374640.
Extended-spectrum beta-lactamase-producing Enterobacteriaceae: an emerging public-health concern
, Pitout JD, Laupland KB.,
The Lancet Infectious Diseases
, 2008,
8
(3):159-66.
PMID:
18291338
Virulence characteristics and genetic affinities of multiple drug resistant uropathogenic Escherichia coli from a semi urban locality in India
, Jadhav S, Hussain A, Devi S, Kumar A, Parveen S, Gandham N, Wieler LH, Ewers C, Ahmed N.
, PLoS One.
, 2011,
6
(3) :e18063.
PMID:
21464963.
Molecular characterization of multidrug-resistant Escherichia coli isolates from Irish cattle farms.
, Karczmarczyk M, Walsh C, Slowey R, Leonard N, Fanning S.
, Applied and Environmental Microbiology
, 2011,
77
(20) :7121–7127.
PMID:
21856840 .