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Ampicillin
Ampicillin :
Antibiotic ID :
UD0001
Full Name :
Ampicillin
Synonyms :
Omnipen, Ampicillin acid, Aminobenzylpenicillin, Polycillin, Principen, Amcill, Ampicilline, Penbritin, Pentrexyl
Class :
Beta Lactum
Chemical Description :
Molecular Formula :
C
16
H
19
N
3
O
4
S
Molecular Weight :
349.40476
InChIKey :
AVKUERGKIZMTKX-NJBDSQKTSA-N
IUPAC Name :
(2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Structural Description :
Canonical SMILES :
CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)N)C(=O)O)C
Isomeric SMILES :
CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N)C(=O)O)C
2D Structure :
2D
3D Structure :
3D
SDF :
SDF file
Fuctional Description :
Ampicillin Target :
Semi-synthetic derivative of penicillin that functions as an orally active broad-spectrum antibiotic and inhibit the synthesis of cell wall.
(MeSH)
KEGG :
D00204
DRUG BANK :
DB00415
Pub Chem CID :
6249
Antibiotics Resistance Reports :
Upregulators :
Enzyme :
ß lactamase
Genes :
ampC
(CITM, MOXM, DHAM, EBCM),
ampD
,
ampE
,
ampG
,
ampH
,
bla
TEM
,
bla
SHV
,
bla
OXA-1
,
bla
OXA-7
,
bla
CTX-M-3
,
bla
PSE
Downregulators :
NA
Note :
NA* - Not Available
Bibliography :
High prevalence of antibiotic resistance in commensal Escherichia coli among children in rural Vietnam
, Dyar O.J., Hoa N Q., Trung N. V., Phuc H. D, Larsson M., Chuc N. T. K. and Lundborg C. S.,
BMC Infectious Diseases
, 2012,
12
:92.
PMID:
22512857.
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.
Antimicrobial Resistance Genes in Enterotoxigenic Escherichia coli O149:K91 Isolates Obtained over a 23-Year Period from Pigs
, Maynard C., Fairbrother J. M., Bekal S., Sanschagrin F., Levesque R. C., Brousseau R., Masson L., Larivière S., and Harel J.
, Antimicrobial Agents and Chemotherapy
, 2003,
47
(10):3214–3221.
PMID:
14506033.
Linkage Map of Escherichia coli K-12, Edition 10: The Traditional Map
, Berlyn M. K. B.
, Microbiology and Molecular Biology Reviews
, 1998,
62
(3):814–984.
PMID:
9729611.
Safety of raw meat and shellfish in Vietnam: An analysis of Escherichia coli isolations for antibiotic resistance and virulence genes
, Van TT, Chin J, Chapman T, Tran LT, Coloe PJ.
, International Journal of Food Microbiology
, 2008,
124
(3):217-23.
PMID:
18457892.