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Cefquinome (sulfate)

CAT: 0804-HY-N6665-01Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N6665-01Size:50 mg
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Description
Cefquinome sulfate is a broad-spectrum cephem antibiotic that has inhibitory effects on a variety of Gram-positive and Gram-negative bacteria, including Staphylococci, Streptococci, Pseudomonas, and Enterobacteriaceae[1][2][3].
CAS Number
118443-89-3
UNSPSC
12352005
Hazard Statement
H315-H319-H334-H335-H410
Target
Antibiotic; Bacterial
Type
Reference compound
Related Pathways
Anti-infection
Applications
COVID-19-immunoregulation
Field of Research
Infection
Assay Protocol
https://www.medchemexpress.com/cefquinome-sulfate.html
Purity
98.63
Solubility
DMSO : 125 mg/mL (ultrasonic) |H2O : 2 mg/mL (ultrasonic)
Smiles
O=C1[C@@H](NC(/C(C2=CSC(N)=N2)=N\OC)=O)[C@@]3([H])SCC(C[N+]4=C5CCCCC5=CC=C4)=C(C(O)=O)N13.O=S(O)([O-])=O
Molecular Formula
C23H26N6O9S3
Molecular Weight
626.68
Precautions
P261-P264-P271-P273-P280-P284-P302+P352-P304+P340-P305+P351+P338-P362+P364-P391-P403+P233-P405-P501
References & Citations
[1]Chin NX, et al. In vitro activity of cefquinome, a new cephalosporin, compared with other cephalosporin antibiotics. Diagn Microbiol Infect Dis. 1992 May-Jun;15 (4) :331-7.|[2]Qu S, et al., Cefquinome-loaded microsphere formulations against Klebsiella pneumonia infection during experimental infections. Drug Deliv. 2018 Nov;25 (1) :909-915.|[3]Limbert M, et al., Antibacterial activities in vitro and in vivo and pharmacokinetics of cefquinome (HR 111V), a new broad-spectrum cephalosporin. Antimicrob Agents Chemother. 1991 Jan;35 (1) :14-9.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, sealed storage, away from moisture and light)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
β-lactam

Chemical Information

Cefquinome Sulfate

Cefquinome Sulfate is the sulfate form of cefquinome, a semisynthetic, broad-spectrum, fourth-generation aminothiazolyl cephalosporin with antibacterial activity. Cefquinome binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. PBPs are enzymes involved in the terminal stages of assembling the bacterial cell wall and in reshaping the cell wall during growth and division. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This results in the weakening of the bacterial cell wall and causes cell lysis.

CAS Number118443-89-3
PubChem CID9577261
IUPAC Name(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-8-oxo-3-(5,6,7,8-tetrahydroquinolin-1-ium-1-ylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate;sulfuric acid
Molecular FormulaC23H26N6O9S3
Molecular Weight626.7
Topological Polar Surface Area290
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count14
Rotatable Bond Count6
Heavy Atom Count41
Formal Charge0
Complexity1050
SMILES
CO/N=C(/C1=CSC(=N1)N)\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)C[N+]4=CC=CC5=C4CCCC5)C(=O)[O-].OS(=O)(=O)O
InChI
InChI=1S/C23H24N6O5S2.H2O4S/c1-34-27-16(14-11-36-23(24)25-14)19(30)26-17-20(31)29-18(22(32)33)13(10-35-21(17)29)9-28-8-4-6-12-5-2-3-7-15(12)28;1-5(2,3)4/h4,6,8,11,17,21H,2-3,5,7,9-10H2,1H3,(H3-,24,25,26,30,32,33);(H2,1,2,3,4)/b27-16-;/t17-,21-;/m1./s1
InChIKey
KYOHRXSGUROPGY-OFNLCGNNSA-N
Chemical Structure
2D Structure
2D structure of Cefquinome Sulfate
CAS: 118443-89-3
CID: 9577261
Formula: C23H26N6O9S3
MW: 626.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight626.7
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count14
Rotatable Bond Count6
Exact Mass626.09233995
Monoisotopic Mass626.09233995
Topological Polar Surface Area290 Ų
Heavy Atom Count41
Formal Charge0
Complexity1050
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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