Drug Information
Drug (ID: DG00425) and It's Reported Resistant Information
Name |
Cephalosporin C
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Synonyms |
Cephalosporin C; 7-(5-Amino-5-carboxyvaleramido)cephalosporanic acid; 61-24-5; UNII-3XIY7HJT5L; CHEBI:15776; EINECS 200-501-6; 3XIY7HJT5L; BRN 0065348; 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 3-((acetyloxy)methyl)-7-((5-amino-5-carboxy-1-oxopentyl)amino)-8-oxo-, (6R-(6alpha,7beta(R*)))-; (6R,7R)-3-[(acetyloxy)methyl]-7-{[(5R)-5-amino-5-carboxypentanoyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(5-amino-5-carboxyvaleramid
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Indication |
In total 1 Indication(s)
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Structure | |||||
Drug Resistance Disease(s) |
Disease(s) with Clinically Reported Resistance for This Drug
(2 diseases)
Peritonitis [ICD-11: DC50]
[2]
Sepsis with septic shock [ICD-11: 1G41]
[3]
Disease(s) with Resistance Information Validated by in-vivo Model for This Drug
(1 diseases)
Bacterial infection [ICD-11: 1A00-1C4Z]
[1]
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Target | Bacterial DD-carboxypeptidase (Bact vanYB) | VANY_ENTFA | [1] | ||
Bacterial Penicillin binding protein 3 (Bact mrcA) | FTSI_ECOLI | [1] | |||
Bacterial Penicillin-binding protein 1B (Bact mrcB) | PBPB_ECOLI | [1] | |||
Click to Show/Hide the Molecular Information and External Link(s) of This Drug | |||||
Formula |
C16H21N3O8S
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IsoSMILES |
CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)CCC[C@H](C(=O)O)N)SC1)C(=O)O
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InChI |
1S/C16H21N3O8S/c1-7(20)27-5-8-6-28-14-11(13(22)19(14)12(8)16(25)26)18-10(21)4-2-3-9(17)15(23)24/h9,11,14H,2-6,17H2,1H3,(H,18,21)(H,23,24)(H,25,26)/t9-,11-,14-/m1/s1
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InChIKey |
HOKIDJSKDBPKTQ-GLXFQSAKSA-N
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ChEBI ID | |||||
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DrugBank ID |
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
Bacterial infection [ICD-11: 1A00-1C4Z]
Drug Resistance Data Categorized by Their Corresponding Mechanisms | ||||
Drug Inactivation by Structure Modification (DISM) | ||||
Key Molecule: Beta-lactamase (BLA) | [1] | |||
Molecule Alteration | Expression | Inherence |
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Resistant Disease | Rhodobacter sphaeroides infection [ICD-11: 1A00-1C4Z] | |||
Experimental Note | Discovered Using In-vivo Testing Model | |||
In Vitro Model | Rhodopseudomonas sphaeroides strain DSM 160(Y) | 1063 | ||
Rhodopseudomonas sphaeroides strain DSM158 | 1063 | |||
Rhodopseudomonas sphaeroides strain DSM159 | 1063 | |||
Experiment for Molecule Alteration |
Sodium dodecyl sulfate-PAGE assay | |||
Experiment for Drug Resistance |
MIC assay | |||
Mechanism Description | Thirteen strains of the gram-negative, facultative phototrophic bacterium Rhodobacter sphaeroides were examined fro susceptibility to beta-lactam antibiotics. All strains were sensitive to the semisynthetic penicillins ampicillin, carbenicillin, oxacillin, cloxacillin, and methicillin, but 10 of the 13 strains were resistant to penicillin G, as well as a number of cephalosporins, such as cephalothin, cephapirin, and cephalosporin C. A beta-lactamase (EC 3.5.2.6) with strong cephalosporinase activity was detected in all of the resistant strains of R. sphaeroides. With strain Y-1 as a model, it was shown that the beta-lactamase was inducible by penicillin G, cephalosporin C, cephalothin, and to some minor extent, cephapirin. |
References
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