(6R,7R)-7-[(2R)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-(4-hydroxyphenyl)acetamido]-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-carboxylic acid dihydrate

• ChemBase ID: 157538
• Molecular Formular: C25H31N9O10S2
• Molecular Mass: 681.69794
• Monoisotopic Mass: 681.16353024
• SMILES: CCN1CCN(C(=O)C1=O)C(=O)N[C@H](c1ccc(cc1)O)C(=O)N[C@H]1[C@@H]2N(C1=O)C(=C(CS2)CSc1nnnn1C)C(=O)O.O.O
• Canonical SMILES: CCN1CCN(C(=O)C1=O)C(=O)N[C@H](c1ccc(cc1)O)C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)CSc1nnnn1C.O.O
• InChI: InChI=1S/C25H27N9O8S2.2H2O/c1-3-32-8-9-33(21(39)20(32)38)24(42)27-15(12-4-6-14(35)7-5-12)18(36)26-16-19(37)34-17(23(40)41)13(10-43-22(16)34)11-44-25-28-29-30-31(25)2;;/h4-7,15-16,22,35H,3,8-11H2,1-2H3,(H,26,36)(H,27,42)(H,40,41);2*1H2/t15-,16-,22-;;/m1../s1
• InChIKey: OMYIZCZQILAOGB-BYLXUVCXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6R,7R)-7-[(2R)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-(4-hydroxyphenyl)acetamido]-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-carboxylic acid dihydrate
• IUPAC Traditional name: cefoperazone dihydrate
• Synonyms: Cefoperazone dihydrate; 头孢哌酮 二水合物

Database IDs

• CAS Number: 113826-44-1
• MDL Number: MFCD17171280
• PubChem SID: 162251675
• PubChem CID: 6420003

CALCULATED PROPERTIES

• Acid pKa: 3.3837204
• H Acceptors: 11
• H Donor: 4
• LogD (pH = 5.5): -3.0036721
• LogD (pH = 7.4): -4.3111243
• Log P: -0.9004894
• Molar Refractivity: 169.0571 cm^3
• Polarizability: 59.325363 Å^3
• Polar Surface Area: 220.26 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 42/43
• Safety Statements: 22-36/37-45
• GHS Pictograms: GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H317-H334
• GHS Precautionary statements: P261-P280-P342 + P311
• Storage Temperature: 2-8°C

Product Information

• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C25H27N9O8S2 · 2H2O

DETAILS

Sigma Aldrich - 32426

Legal Information
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