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C6048

Cefmetazole sodium salt

Name: Cefmetazole sodium salt
Brand: SIGMA

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Fórmula lineal:

C₁₅H₁₆N₇O₅S₃Na

Número CAS:

56796-39-5

Peso molecular:

493.52

NACRES:

NA.85

PubChem Substance ID:

24278328

UNSPSC Code:

51282205

MDL number:

MFCD00214260

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Propiedades

form

powder

Quality Segment

200

shelf life

limited shelf life, expiry date on the label

solubility

H₂O: 50 mg/mL

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

mode of action

cell wall synthesis | interferes

storage temp.

2-8°C

SMILES string

[Na+].[H][C@]12SCC(CSc3nnnn3C)=C(N1C(=O)[C@]2(NC(=O)CSCC#N)OC)C([O-])=O

InChI

1S/C15H17N7O5S3.Na/c1-21-14(18-19-20-21)30-6-8-5-29-13-15(27-2,17-9(23)7-28-4-3-16)12(26)22(13)10(8)11(24)25;/h13H,4-7H2,1-2H3,(H,17,23)(H,24,25);/q;+1/p-1/t13-,15+;/m1./s1

InChI key

BITQGIOJQWZUPL-PBCQUBLHSA-M

Descripción

General description

Chemical structure: β-lactam

Application

Cefmetazole is used to study the effect of expression, binding, and inhibition of penicillin-binding proteins (PDPs) other than PBP2 on bacterial cell wall mucopeptide synthesis. Cefmetazole is used to study protein mediated transport of antibiotics.[1]

Biochem/physiol Actions

Cefmetazole disrupts the synthesis of the peptidoglycan layer of bacterial cell walls which is responsible for cell wall structural integrity. Peptidoglycan synthesis is facilitated by transpeptidases known as penicillin-binding proteins (PBPs). PBPs bind to the D-Ala-D-Ala at the end of muropeptides (peptidoglycan precursors) to crosslink the peptidoglycan. Cefmetazole mimics the D-Ala-D-Ala site, thereby competitively inhibiting PBP crosslinking of peptidoglycan. It is effective against both Gram-positive and Gram-negative bacteria.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Hygroscopic Handle and store under inert gas.

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Este artículo	C4292	C7912	C5020
Sigma-Aldrich C6048 Cefmetazole sodium salt	Sigma-Aldrich C4292 Cefoperazone sodium salt	Sigma-Aldrich C7912 Cefotaxime sodium salt	Sigma-Aldrich C5020 Cefazolin sodium salt
antibiotic activity spectrum Gram-negative bacteria, Gram-positive bacteria	antibiotic activity spectrum Gram-negative bacteria, Gram-positive bacteria	antibiotic activity spectrum Gram-negative bacteria, Gram-positive bacteria	antibiotic activity spectrum Gram-negative bacteria, Gram-positive bacteria
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 200
form powder	form powder or crystals	form powder	form powder
storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C
solubility H₂O: 50 mg/mL	solubility -	solubility H₂O: 50 mg/mL	solubility -
shelf life limited shelf life, expiry date on the label	shelf life -	shelf life -	shelf life -

pictograms

GHS08,GHS07

signalword

Danger

hcodes

H315,H317,H319,H334,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c