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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:
Molecular Weight:
349.40
MDL number:
UNSPSC Code:
51282517
PubChem Substance ID:
NACRES:
NA.85

Quality Level

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

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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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
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
Sang-Jun Choi et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 877(31), 4059-4064 (2009-10-27)
A rapid and simple procedure was developed for the determination of cephradine in human plasma using liquid chromatography coupled with electrospray ionization-tandem mass spectrometry (LC-ESI-MS/MS). After trichloroacetic acid (TCA) precipitation of proteins from plasma samples, cephradine and cefaclor (the internal
Rhinoscleroma: case report.
Qi Zhong et al.
American journal of otolaryngology, 31(5), 381-383 (2009-12-18)

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