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Cefprozil hydrate

CAT: 0607-B2142-50Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0607-B2142-50Size:50 mg
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Description
semi-synthetic broad-spectrum cephalosporin antibiotic
CAS Number
121123-17-9
Product Name Alternative
(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
Field of Research
Lab Reagents Antibiotics
Purity
0.98
Form
A solid
Solubility
≥20.35 mg/mL in DMSO with gentle warming; insoluble in H2O; insoluble in EtOH
Smiles
CC=CC1=C(N2C(C(C2=O)NC(=O)C(C3=CC=C(C=C3)O)N)SC1)C(=O)O.O
Molecular Formula
C18H19N3O5S·H2O
Molecular Weight
407.44
Shipping Conditions
Blue ice
Storage Conditions
Store at -20°C.

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...
View on PubChemRaw 3D data
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

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