(6R,7R)-7-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-8-oxo-3-[(1E)-prop-1-en-1-yl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid hydrate

• ChemBase ID: 73092
• Molecular Formular: C18H21N3O6S
• Molecular Mass: 407.44084
• Monoisotopic Mass: 407.11510641
• SMILES: [C@@H]12N(C(=C(CS1)/C=C/C)C(=O)O)C(=O)[C@H]2NC(=O)[C@@H](c1ccc(cc1)O)N.O
• Canonical SMILES: C/C=C/C1=C(C(=O)O)N2[C@H](SC1)[C@@H](C2=O)NC(=O)[C@@H](c1ccc(cc1)O)N.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

NAMES AND DATABASE IDS

Names

• IUPAC name: (6R,7R)-7-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-8-oxo-3-[(1E)-prop-1-en-1-yl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid hydrate
• IUPAC Traditional name: cefprozil hydrate
• Synonyms: Cefprozil; Cefzil; Cefprozil hydrate

Database IDs

• CAS Number: 121123-17-9
• PubChem SID: 162038012
• PubChem CID: 6436628

CALCULATED PROPERTIES

• Acid pKa: 3.5293207
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -1.9168022
• LogD (pH = 7.4): -2.175604
• Log P: -1.9216894
• Molar Refractivity: 101.2731 cm^3
• Polarizability: 38.68424 Å^3
• Polar Surface Area: 132.96 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Salt Data: hydrate

DETAILS

Selleck Chemicals - S2544

Research Area: Infection
Biological Activity:
Cefprozil hydrate (Cefzil) is a second-generation cephalosporin type antibiotic. Cefprozil hydrate (Cefzil) can be used to treat bronchitis, ear infections, skin infections, and other bacterial infections. Although there is a widely quoted cross-allergy risk of 10% between cephalosporins and penicillin, no increased risk for cross-allergy for cefprozil hydrate (Cefzil) and several other second-generation or later cephalosporins were shown. [1][2]

REFERENCES

• Pichichero ME et al. J Fam Pract. 2006 Feb; 55(2):106-12.