Drug Information
Drug General Information | Top | |||
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Drug ID |
D02VFC
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Former ID |
DAP000452
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Drug Name |
Cefoxitin
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Synonyms |
Mefoxin; Mefoxitin; CEFOXITIN SODIUM; Cefoxitin sodium salt; Mefoxin (TN); Cefoxitin (USAN/INN); Cefoxitin sodium (JAN/USP); (6R,7S)-3-(carbamoyloxymethyl)-7-methoxy-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate; (6R,7S)-3-(carbamoyloxymethyl)-7-methoxy-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (6R,7S)-3-[(carbamoyloxy)methyl]-7-methoxy-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate; (6R,7S)-3-{[(aminocarbonyl)oxy]methyl}-7-(methyloxy)-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; 3-[(carbamoyloxy)methyl]-7alpha-methoxy-7beta-[(2-thienylacetyl)amino]-3,4-didehydrocepham-4-carboxylate; 3-[(carbamoyloxy)methyl]-7alpha-methoxy-7beta-[(thiophen-2-yl)acetamido]-3,4-didehydrocepham-4-carboxylic acid
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Drug Type |
Small molecular drug
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Indication | Bacterial infection [ICD-11: 1A00-1C4Z; ICD-10: A00-B99] | Approved | [1] | |
Therapeutic Class |
Antibiotics
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Company |
Merck & Co
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Structure |
Download2D MOL |
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Formula |
C16H17N3O7S2
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Canonical SMILES |
COC1(C2N(C1=O)C(=C(CS2)COC(=O)N)C(=O)O)NC(=O)CC3=CC=CS3
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InChI |
1S/C16H17N3O7S2/c1-25-16(18-10(20)5-9-3-2-4-27-9)13(23)19-11(12(21)22)8(6-26-15(17)24)7-28-14(16)19/h2-4,14H,5-7H2,1H3,(H2,17,24)(H,18,20)(H,21,22)/t14-,16+/m1/s1
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InChIKey |
WZOZEZRFJCJXNZ-ZBFHGGJFSA-N
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CAS Number |
CAS 35607-66-0
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PubChem Compound ID | ||||
PubChem Substance ID | ||||
ChEBI ID |
CHEBI:209807
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ADReCS Drug ID | BADD_D00393 ; BADD_D00394 | |||
SuperDrug ATC ID |
J01DC01
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SuperDrug CAS ID |
cas=035607660
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Interaction between the Drug and Microbe | Top | |||
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The Abundace of Studied Microbe(s) Regulated by Drug | ||||
The Order in the Taxonomic Hierarchy of the following Microbe(s): Bacillales | ||||
Studied Microbe: Staphylococcus
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[2] | |||
Hierarchy | ||||
Abundance Change | Increase | |||
Experimental Species | Human | Experimental Sample | Faeces | |
Disease or Condition | Soft tissue or bone infection | |||
Description | The abundance of Staphylococcus was increased by Cefoxitin. | |||
The Order in the Taxonomic Hierarchy of the following Microbe(s): Bacteroidales | ||||
Studied Microbe: Bacteroides
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[3] | |||
Hierarchy | ||||
Abundance Change | No significant change | |||
Experimental Species | Human | Experimental Sample | Faeces | |
Disease or Condition | Healthy | |||
Description | The abundance of Bacteroides was not significantly changed by Cefoxitin. | |||
Studied Microbe: Bacteroides
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[4] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experimental Species | Human | Experimental Sample | Faeces | |
Disease or Condition | Infection | |||
Description | The abundance of Bacteroides was decreased by Cefoxitin. | |||
Studied Microbe: Bacteroides caccae
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[5] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experiment Method | High-throughput screening | |||
Description | The abundance of Bacteroides caccae was decreased by Cefoxitin sodium salt (adjusted p-values: 1.98E-05). | |||
Studied Microbe: Bacteroides fragilis enterotoxigenic
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[5] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experiment Method | High-throughput screening | |||
Description | The abundance of Bacteroides fragilis enterotoxigenic was decreased by Cefoxitin sodium salt (adjusted p-values: 6.07E-06). | |||
Studied Microbe: Bacteroides fragilis nontoxigenic
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[5] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experiment Method | High-throughput screening | |||
Description | The abundance of Bacteroides fragilis nontoxigenic was decreased by Cefoxitin sodium salt (adjusted p-values: 6.07E-06). | |||
Studied Microbe: Bacteroides ovatus
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[5] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experiment Method | High-throughput screening | |||
Description | The abundance of Bacteroides ovatus was decreased by Cefoxitin sodium salt (adjusted p-values: 8.89E-06). | |||
Studied Microbe: Bacteroides uniformis
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[5] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experiment Method | High-throughput screening | |||
Description | The abundance of Bacteroides uniformis was decreased by Cefoxitin sodium salt (adjusted p-values: 6.45E-07). | |||
Studied Microbe: Bacteroides vulgatus
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[5] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experiment Method | High-throughput screening | |||
Description | The abundance of Bacteroides vulgatus was decreased by Cefoxitin sodium salt (adjusted p-values: 1.95E-06). | |||
Studied Microbe: Bacteroides xylanisolvens
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[5] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experiment Method | High-throughput screening | |||
Description | The abundance of Bacteroides xylanisolvens was decreased by Cefoxitin sodium salt (adjusted p-values: 1.33E-04). | |||
Studied Microbe: Odoribacter splanchnicus
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[5] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experiment Method | High-throughput screening | |||
Description | The abundance of Odoribacter splanchnicus was decreased by Cefoxitin sodium salt (adjusted p-values: 5.04E-06). | |||
Studied Microbe: Parabacteroides distasonis
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[5] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experiment Method | High-throughput screening | |||
Description | The abundance of Parabacteroides distasonis was decreased by Cefoxitin sodium salt (adjusted p-values: 8.36E-07). | |||
Studied Microbe: Parabacteroides merdae
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[5] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experiment Method | High-throughput screening | |||
Description | The abundance of Parabacteroides merdae was decreased by Cefoxitin sodium salt (adjusted p-values: 4.93E-07). | |||
Studied Microbe: Prevotella copri
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[5] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experiment Method | High-throughput screening | |||
Description | The abundance of Prevotella copri was decreased by Cefoxitin sodium salt (adjusted p-values: 3.38E-05). | |||
The Order in the Taxonomic Hierarchy of the following Microbe(s): Bifidobacteriales | ||||
Studied Microbe: Bifidobacterium adolescentis
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[5] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experiment Method | High-throughput screening | |||
Description | The abundance of Bifidobacterium adolescentis was decreased by Cefoxitin sodium salt (adjusted p-values: 5.04E-06). | |||
The Order in the Taxonomic Hierarchy of the following Microbe(s): Coriobacteriales | ||||
Studied Microbe: Collinsella aerofaciens
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[5] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experiment Method | High-throughput screening | |||
Description | The abundance of Collinsella aerofaciens was decreased by Cefoxitin sodium salt (adjusted p-values: 2.73E-07). | |||
The Order in the Taxonomic Hierarchy of the following Microbe(s): Eggerthellales | ||||
Studied Microbe: Eggerthella lenta
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[5] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experiment Method | High-throughput screening | |||
Description | The abundance of Eggerthella lenta was decreased by Cefoxitin sodium salt (adjusted p-values: 9.77E-06). | |||
The Order in the Taxonomic Hierarchy of the following Microbe(s): Enterobacterales | ||||
Studied Microbe: Citrobacter
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[2] | |||
Hierarchy | ||||
Abundance Change | Increase | |||
Experimental Species | Human | Experimental Sample | Faeces | |
Disease or Condition | Soft tissue or bone infection | |||
Description | The abundance of Citrobacter was increased by Cefoxitin. | |||
Studied Microbe: Enterobacteria
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[4] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experimental Species | Human | Experimental Sample | Faeces | |
Disease or Condition | Infection | |||
Description | The abundance of Enterobacteria was decreased by Cefoxitin. | |||
Studied Microbe: Escherichia
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[3] | |||
Hierarchy | ||||
Abundance Change | No significant change | |||
Experimental Species | Human | Experimental Sample | Faeces | |
Disease or Condition | Healthy | |||
Description | The abundance of Escherichia was not significantly changed by Cefoxitin. | |||
Studied Microbe: Escherichia coli ED1a
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[5] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experiment Method | High-throughput screening | |||
Description | The abundance of Escherichia coli ED1a was decreased by Cefoxitin sodium salt (adjusted p-values: 5.40E-06). | |||
Studied Microbe: Escherichia coli IAI1
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[5] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experiment Method | High-throughput screening | |||
Description | The abundance of Escherichia coli IAI1 was decreased by Cefoxitin sodium salt (adjusted p-values: 4.93E-07). | |||
Studied Microbe: Proteus
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[2] | |||
Hierarchy | ||||
Abundance Change | Increase | |||
Experimental Species | Human | Experimental Sample | Faeces | |
Disease or Condition | Soft tissue or bone infection | |||
Description | The abundance of Proteus was increased by Cefoxitin. | |||
The Order in the Taxonomic Hierarchy of the following Microbe(s): Eubacteriales | ||||
Studied Microbe: Blautia obeum
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[5] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experiment Method | High-throughput screening | |||
Description | The abundance of Blautia obeum was decreased by Cefoxitin sodium salt (adjusted p-values: 7.77E-07). | |||
Studied Microbe: Clostridium
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[3] | |||
Hierarchy | ||||
Abundance Change | Increase | |||
Experimental Species | Human | Experimental Sample | Faeces | |
Disease or Condition | Healthy | |||
Description | The abundance of Clostridium was increased by Cefoxitin. | |||
Studied Microbe: Clostridium
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[2] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experimental Species | Human | Experimental Sample | Faeces | |
Disease or Condition | Soft tissue or bone infection | |||
Description | The abundance of Clostridium was decreased by Cefoxitin. | |||
Studied Microbe: Clostridium difficile
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[3] | |||
Hierarchy | ||||
Abundance Change | Increase | |||
Experimental Species | Human | Experimental Sample | Faeces | |
Disease or Condition | Healthy | |||
Description | The abundance of Clostridium difficile was increased by Cefoxitin. | |||
Studied Microbe: Clostridium perfringens
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[5] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experiment Method | High-throughput screening | |||
Description | The abundance of Clostridium perfringens was decreased by Cefoxitin sodium salt (adjusted p-values: 1.28E-06). | |||
Studied Microbe: Coprococcus comes
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[5] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experiment Method | High-throughput screening | |||
Description | The abundance of Coprococcus comes was decreased by Cefoxitin sodium salt (adjusted p-values: 5.04E-06). | |||
Studied Microbe: Dorea formicigenerans
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[5] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experiment Method | High-throughput screening | |||
Description | The abundance of Dorea formicigenerans was decreased by Cefoxitin sodium salt (adjusted p-values: 5.04E-06). | |||
Studied Microbe: Enterocloster bolteae
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[5] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experiment Method | High-throughput screening | |||
Description | The abundance of Enterocloster bolteae was decreased by Cefoxitin sodium salt (adjusted p-values: 6.32E-06). | |||
Studied Microbe: Eubacterium eligens
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[5] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experiment Method | High-throughput screening | |||
Description | The abundance of Eubacterium eligens was decreased by Cefoxitin sodium salt (adjusted p-values: 2.73E-04). | |||
Studied Microbe: Eubacterium rectale
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[5] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experiment Method | High-throughput screening | |||
Description | The abundance of Eubacterium rectale was decreased by Cefoxitin sodium salt (adjusted p-values: 1.70E-04). | |||
Studied Microbe: Lacrimispora saccharolytica
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[5] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experiment Method | High-throughput screening | |||
Description | The abundance of Lacrimispora saccharolytica was decreased by Cefoxitin sodium salt (adjusted p-values: 1.06E-06). | |||
Studied Microbe: Roseburia hominis
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[5] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experiment Method | High-throughput screening | |||
Description | The abundance of Roseburia hominis was decreased by Cefoxitin sodium salt (adjusted p-values: 1.69E-05). | |||
Studied Microbe: Roseburia intestinalis
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[5] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experiment Method | High-throughput screening | |||
Description | The abundance of Roseburia intestinalis was decreased by Cefoxitin sodium salt (adjusted p-values: 2.34E-04). | |||
Studied Microbe: Ruminococcus bromii
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[5] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experiment Method | High-throughput screening | |||
Description | The abundance of Ruminococcus bromii was decreased by Cefoxitin sodium salt (adjusted p-values: 1.73E-04). | |||
Studied Microbe: Ruminococcus gnavus
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[5] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experiment Method | High-throughput screening | |||
Description | The abundance of Ruminococcus gnavus was decreased by Cefoxitin sodium salt (adjusted p-values: 5.04E-06). | |||
Studied Microbe: Ruminococcus torques
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[5] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experiment Method | High-throughput screening | |||
Description | The abundance of Ruminococcus torques was decreased by Cefoxitin sodium salt (adjusted p-values: 6.67E-06). | |||
The Order in the Taxonomic Hierarchy of the following Microbe(s): Fusobacteriales | ||||
Studied Microbe: Fusobacterium
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[2] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experimental Species | Human | Experimental Sample | Faeces | |
Disease or Condition | Soft tissue or bone infection | |||
Description | The abundance of Fusobacterium was decreased by Cefoxitin. | |||
The Order in the Taxonomic Hierarchy of the following Microbe(s): Lactobacillales | ||||
Studied Microbe: Enterococcus
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[3] | |||
Hierarchy | ||||
Abundance Change | No significant change | |||
Experimental Species | Human | Experimental Sample | Faeces | |
Disease or Condition | Healthy | |||
Description | The abundance of Enterococcus was not significantly changed by Cefoxitin. | |||
Studied Microbe: Enterococcus
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[4] | |||
Hierarchy | ||||
Abundance Change | Increase | |||
Experimental Species | Human | Experimental Sample | Faeces | |
Disease or Condition | Infection | |||
Description | The abundance of Enterococcus was increased by Cefoxitin. | |||
Studied Microbe: Lactobacillus
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[3] | |||
Hierarchy | ||||
Abundance Change | No significant change | |||
Experimental Species | Human | Experimental Sample | Faeces | |
Disease or Condition | Healthy | |||
Description | The abundance of Lactobacillus was not significantly changed by Cefoxitin. | |||
Studied Microbe: Lactobacillus
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[2] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experimental Species | Human | Experimental Sample | Faeces | |
Disease or Condition | Soft tissue or bone infection | |||
Description | The abundance of Lactobacillus was decreased by Cefoxitin. | |||
Studied Microbe: Streptococcus
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[2] | |||
Hierarchy | ||||
Abundance Change | Increase | |||
Experimental Species | Human | Experimental Sample | Faeces | |
Disease or Condition | Soft tissue or bone infection | |||
Description | The abundance of Streptococcus was increased by Cefoxitin. | |||
Studied Microbe: Streptococcus parasanguinis
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[5] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experiment Method | High-throughput screening | |||
Description | The abundance of Streptococcus parasanguinis was decreased by Cefoxitin sodium salt (adjusted p-values: 5.51E-07). | |||
Studied Microbe: Streptococcus salivarius
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[5] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experiment Method | High-throughput screening | |||
Description | The abundance of Streptococcus salivarius was decreased by Cefoxitin sodium salt (adjusted p-values: 5.51E-07). | |||
The Order in the Taxonomic Hierarchy of the following Microbe(s): Veillonellales | ||||
Studied Microbe: Veillonella parvula
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[5] | |||
Hierarchy | ||||
Abundance Change | Decrease | |||
Experiment Method | High-throughput screening | |||
Description | The abundance of Veillonella parvula was decreased by Cefoxitin sodium salt (adjusted p-values: 5.04E-06). |
Target and Pathway | Top | |||
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Target(s) | Bacterial Penicillin binding protein (Bact PBP) | Target Info | Binder | [6] |
References | Top | |||
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REF 1 | Natural products as sources of new drugs over the last 25 years. J Nat Prod. 2007 Mar;70(3):461-77. | |||
REF 2 | Alterations in human fecal flora, including ingrowth of Clostridium difficile, related to cefoxitin therapy. Antimicrob Agents Chemother. 1984 Sep;26(3):343-6. | |||
REF 3 | The influence of single dose intravenous antibiotics on faecal flora and emergence of Clostridium difficile. J Antimicrob Chemother. 1985 Mar;15(3):319-26. | |||
REF 4 | Impact of different betalactam antibiotics on the normal human flora, and colonization of the oral cavity, throat and colon. Infection. 1982;10(2):120-4. | |||
REF 5 | Extensive impact of non-antibiotic drugs on human gut bacteria. Nature. 2018 Mar 29;555(7698):623-628. | |||
REF 6 | Staphylococcus aureus PBP4 is essential for beta-lactam resistance in community-acquired methicillin-resistant strains. Antimicrob Agents Chemother. 2008 Nov;52(11):3955-66. |
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