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C8395

Sigma-Aldrich

Cephradine

≥90.0% (Cephradine, HPLC)

Synonym(s):

Cefradin

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About This Item

Empirical Formula (Hill Notation):
C16H19N3O4S
CAS Number:
38821-53-3
Molecular Weight:
349.40
MDL number:
MFCD00865048
UNSPSC Code:
51282517
PubChem Substance ID:
24278342
NACRES:
NA.85

assay

≥90.0% (Cephradine, HPLC)

form

powder

solubility

ethanol: practically insoluble 96%
hexane: practically insoluble
water: slightly soluble

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

mode of action

cell wall synthesis | interferes

storage temp.

2-8°C

SMILES string

[H][C@]12SCC(C)=C(N1C(=O)[C@H]2NC(=O)[C@H](N)C3=CCC=CC3)C(O)=O

InChI

1S/C16H19N3O4S/c1-8-7-24-15-11(14(21)19(15)12(8)16(22)23)18-13(20)10(17)9-5-3-2-4-6-9/h2-3,6,10-11,15H,4-5,7,17H2,1H3,(H,18,20)(H,22,23)/t10-,11-,15-/m1/s1

InChI key

RDLPVSKMFDYCOR-UEKVPHQBSA-N

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General description

Chemical structure: ß-lactam

Application

Cefradin was used to study the effect of expression, binding, and inhibition of PBP3 and other penicillin-binding proteins (PBPs) on bacterial cell wall mucopeptide synthesis.

Biochem/physiol Actions

Cefradin is a semi-synthetic cephalosporin that inhibits the last stage of bacterial cell wall synthesis by binding to certain penicillin-binding proteins (PBPs), such as PBP3, which results in cell lysis. Cell lysis is mediated by bacterial cell wall autolytic enzymes. It is effective against Gram-positive and Gram-negative bacteria. Cefradin may also interfere with autolysin inhibitors.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Yan-Bin Xu et al.
Ecotoxicology (London, England), 24(7-8), 1788-1797 (2015-07-05)
Binary pollution of both heavy metals and antibiotics has received increasing attentions for their joint effects of eco-toxicity and health hazards. To reveal the effects of mixtures of different pollutants on bacterial antioxidant response system, Pseudomonas fluorescens ZY2, a new
Yunmei Liang et al.
Acta paediatrica (Oslo, Norway : 1992), 97(12), 1681-1685 (2008-08-12)
To analyse the characteristics of Streptococcus pyogenes isolates from Chinese children with scarlet fever. Minimal inhibitory concentration with nine antibiotics was performed on 145 Streptococcus pyogenes isolates acquired from Beijing and Shanghai in 2007. Their macrolide-resistant genes (mefA, ermB and
James R Adams et al.
The British journal of oral & maxillofacial surgery, 46(8), 673-674 (2008-05-20)
Dental infections are associated with a range of serious complications. The orofacial region provides potential spaces in the tissue that infections of dental origin can occupy. We describe the subtemporal extension of a dental infection, the late development of cranial
Men-Tai Wu et al.
The Annals of pharmacotherapy, 44(10), 1673-1676 (2010-09-03)
To report a case of cephalosporin-induced factor V inhibitor development, an uncommon but potentially fatal condition characterized by severe hemorrhage. A 71-year-old Chinese man presented with factor V inhibitors after a 7-day cephradine course for a urinary tract infection, characterized
J Q Chen et al.
Journal of hazardous materials, 209-210, 520-523 (2012-02-07)
Two common freshwater algae Microcystis aeruginosa and Scenedesmus obliquus were employed as test organism to evaluate the toxic effects of the widely used antibiotic, cefradine. In general, cefradine had significantly toxic effect on population growth and chlorophyll-a accumulation of two
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