Products for Research Use Only

Cefprozil hydrate

CAT: 0013-GTR19164296-02Size: 1 gDry Ice: NoHazardous: No
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Description
Cefprozil hydrate (Cefzil) is a second-generation cephalosporin type antibiotic.
CAS Number
121123-17-9
Product Name Alternative
Cefprozil hydrate
Field of Research
Pharmacology & Drug Discovery
Purity
>98% (HPLC)
Solubility
Soluble in water
Smiles
O=C (C (N12) =C (/C=C/C) CS[C@]2 ([H]) [C@H] (NC ([C@H] (N) C3=CC=C (O) C=C3) =O) C1=O) O.[H]O[H]
Molecular Formula
C18H21N3O6S
Molecular Weight
407.44
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
(6R,7R) -7-[[ (2R) -2-Amino-2- (4-hydroxyphenyl) acetyl]amino]-8-oxo-3-[ (E) -prop-1-enyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid hydrate

Chemical Information

Cefprozil hydrate

Cefprozil, (E)- is an E-isomer of a semi-synthetic cephalosporin and a beta-lactam antibiotic with bactericidal activity. Cefprozil's effect is dependent on its binding to penicillin-binding proteins (PBPs) located in the bacterial cytoplasmic membrane. Binding results in the inhibition of the transpeptidase enzymes, thereby preventing cross-linking of the pentaglycine bridge with the fourth residue of the pentapeptide and interrupting consequent synthesis of peptidoglycan chains. As a result, cefprozil inhibits bacterial septum and cell wall synthesis formation.

CAS Number121123-17-9
PubChem CID6436628
IUPAC Name(6R,7R)-7-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-[(E)-prop-1-enyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;hydrate
Molecular FormulaC18H21N3O6S
Molecular Weight407.4
Topological Polar Surface Area159
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count8
Rotatable Bond Count5
Heavy Atom Count28
Formal Charge0
Complexity699
SMILES
C/C=C/C1=C(N2[C@@H]([C@@H](C2=O)NC(=O)[C@@H](C3=CC=C(C=C3)O)N)SC1)C(=O)O.O
InChI
InChI=1S/C18H19N3O5S.H2O/c1-2-3-10-8-27-17-13(16(24)21(17)14(10)18(25)26)20-15(23)12(19)9-4-6-11(22)7-5-9;/h2-7,12-13,17,22H,8,19H2,1H3,(H,20,23)(H,25,26);1H2/b3-2+;/t12-,13-,17-;/m1./s1
InChIKey
ALYUMNAHLSSTOU-CIRGZYLNSA-N
Chemical Structure
2D Structure
2D structure of Cefprozil hydrate
CAS: 121123-17-9
CID: 6436628
Formula: C18H21N3O6S
MW: 407.4
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight407.4
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count8
Rotatable Bond Count5
Exact Mass407.11510657
Monoisotopic Mass407.11510657
Topological Polar Surface Area159 Ų
Heavy Atom Count28
Formal Charge0
Complexity699
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes