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Cefuroxime (Standard)

CAT: 0804-HY-B1256ARSize: 1 EachDry Ice: NoHazardous: No
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Description
Cefuroxime (Standard) is the analytical standard of Cefuroxime. This product is intended for research and analytical applications. Cefuroxime is an orally active second-generation cephalosporin antibiotic with increased stability to β-lactamase. Cefuroxime has a broad spectrum activity against Gram-positive and Gram-negative bacteria[1].
CAS Number
55268-75-2
Product Name Alternative
Kefurox (Standard)
UNSPSC
12352005
Target
Antibiotic; Bacterial; Beta-lactamase; Reference Standards
Type
Reference compound
Related Pathways
Anti-infection; Others
Field of Research
Infection; Cancer
Assay Protocol
https://www.medchemexpress.com/cefuroxime-standard.html
Smiles
O=C(C(N12)=C(COC(N)=O)CS[C@]2([H])[C@H](NC(/C(C3=CC=CO3)=N\OC)=O)C1=O)O
Molecular Formula
C16H16N4O8S
Molecular Weight
424.39
References & Citations
[1]Callaghan, et al. Cefuroxime, a New Cephalosporin Antibiotic: Activity in Vitro. Antimicrob Agents Chemother. 1976 Mar;9 (3) :511-9.|[2]D M Ryan, et al. Cefuroxime, a New Cephalosporin Antibiotic: Activity in Vivo. Antimicrob Agents Chemother. 1976 Mar;9 (3) :520-5.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Cefuroxime

Cefuroxime is a 3-(carbamoyloxymethyl)cephalosporin compound having a 7-(2Z)-2-(furan-2-yl)-2-(methoxyimino)acetamido side chain. It has a role as a drug allergen. It is a member of furans, a 3-(carbamoyloxymethyl)cephalosporin and an oxime O-ether.

CAS Number55268-75-2
PubChem CID5479529
IUPAC Name(6R,7R)-3-(carbamoyloxymethyl)-7-[[(2Z)-2-(furan-2-yl)-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Molecular FormulaC16H16N4O8S
Molecular Weight424.4
XLogP-0.2
Topological Polar Surface Area199
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count10
Rotatable Bond Count8
Heavy Atom Count29
Formal Charge0
Complexity798
SMILES
CO/N=C(/C1=CC=CO1)\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)COC(=O)N)C(=O)O
InChI
InChI=1S/C16H16N4O8S/c1-26-19-9(8-3-2-4-27-8)12(21)18-10-13(22)20-11(15(23)24)7(5-28-16(17)25)6-29-14(10)20/h2-4,10,14H,5-6H2,1H3,(H2,17,25)(H,18,21)(H,23,24)/b19-9-/t10-,14-/m1/s1
InChIKey
JFPVXVDWJQMJEE-IZRZKJBUSA-N
Chemical Structure
2D Structure
2D structure of Cefuroxime
CAS: 55268-75-2
CID: 5479529
Formula: C16H16N4O8S
MW: 424.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight424.4
XLogP3-0.2
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count10
Rotatable Bond Count8
Exact Mass424.06888465
Monoisotopic Mass424.06888465
Topological Polar Surface Area199 Ų
Heavy Atom Count29
Formal Charge0
Complexity798
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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CatalogName
FA19881-01Cefuroxime

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