sodium (6R,7S)-7-(2-{[(2S)-2-amino-2-carboxyethyl]sulfanyl}acetamido)-7-methoxy-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

• ChemBase ID: 163923
• Molecular Formular: C16H20N7NaO7S3
• Molecular Mass: 541.55747
• Monoisotopic Mass: 541.0484033
• SMILES: S1[C@H]2N(C(=C(C1)CSc1nnnn1C)C(=O)[O-])C(=O)[C@]2(NC(=O)CSC[C@@H](N)C(=O)O)OC.[Na+]
• Canonical SMILES: CO[C@@]1(NC(=O)CSC[C@H](C(=O)O)N)C(=O)N2[C@@H]1SCC(=C2C(=O)[O-])CSc1nnnn1C.[Na+]
• InChI: InChI=1S/C16H21N7O7S3.Na/c1-22-15(19-20-21-22)33-4-7-3-32-14-16(30-2,13(29)23(14)10(7)12(27)28)18-9(24)6-31-5-8(17)11(25)26;/h8,14H,3-6,17H2,1-2H3,(H,18,24)(H,25,26)(H,27,28);/q;+1/p-1/t8-,14-,16+;/m1./s1
• InChIKey: SBIDXLKJYJVQOE-YNJMIPHHSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (6R,7S)-7-(2-{[(2S)-2-amino-2-carboxyethyl]sulfanyl}acetamido)-7-methoxy-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• IUPAC Traditional name: sodium (6R,7S)-7-(2-{[(2S)-2-amino-2-carboxyethyl]sulfanyl}acetamido)-7-methoxy-3-{[(1-methyl-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• Synonyms: (6R,7S)-7-[[2-[[(2S)-2-Amino-2-carboxyethyl]thio]acetyl]amino]-7-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid Sodium Salt Heptahydrate; Cefminox Sodium Salt Heptahydrate; Meicelin Heptahydrate; Cefminox Sodium Heptahydrate

Database IDs

• CAS Number: 75498-96-3
• PubChem SID: 162258058
• PubChem CID: 23663397

CALCULATED PROPERTIES

• Acid pKa: 1.5564132
• H Acceptors: 11
• H Donor: 3
• LogD (pH = 5.5): -5.594585
• LogD (pH = 7.4): -6.921229
• Log P: -3.622388
• Molar Refractivity: 144.1792 cm^3
• Polarizability: 46.41057 Å^3
• Polar Surface Area: 205.69 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: White Solid
• Melting Point: 80-82°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C243100

Cefminox is a semisynthetic broad spectrum cephamycin antibiotic. Antibacterial.

REFERENCES

• Inouye, S., et al.: Antimicrob. Agents Chemother., 26, 722 (1984)
• Watanabe, T., et al.: Drugs Exp. Clin. Res., 10, 293 (1984)
• Tsuruoka, T., et al.: Eur. J. Biochem., 151, 209 (1984)