4-carbamoyl-1-{[(6R,7R)-2-carboxylato-8-oxo-7-[2-(thiophen-2-yl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}pyridin-1-ium

• ChemBase ID: 157190
• Molecular Formular: C20H18N4O5S2
• Molecular Mass: 458.51072
• Monoisotopic Mass: 458.0718617
• SMILES: c1cc(sc1)CC(=O)N[C@H]1[C@@H]2N(C1=O)C(=C(CS2)C[n+]1ccc(cc1)C(=O)N)C(=O)[O-]
• Canonical SMILES: O=C(N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)[O-])C[n+]1ccc(cc1)C(=O)N)Cc1cccs1
• InChI: InChI=1S/C20H18N4O5S2/c21-17(26)11-3-5-23(6-4-11)9-12-10-31-19-15(18(27)24(19)16(12)20(28)29)22-14(25)8-13-2-1-7-30-13/h1-7,15,19H,8-10H2,(H3-,21,22,25,26,28,29)/t15-,19-/m1/s1
• InChIKey: FMZXNVLFJHCSAF-DNVCBOLYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-carbamoyl-1-{[(6R,7R)-2-carboxylato-8-oxo-7-[2-(thiophen-2-yl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}pyridin-1-ium
• IUPAC Traditional name: cefalonium
• Synonyms: Cefalonium hydrate; 头孢洛宁 水合物

Database IDs

• CAS Number: 5575-21-3(anhydrous)
• EC Number: 226-948-7
• MDL Number: MFCD11975221
• PubChem SID: 162251327
• PubChem CID: 21743

CALCULATED PROPERTIES

• Acid pKa: 3.0860672
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -4.471739
• LogD (pH = 7.4): -4.4729285
• Log P: -4.24343
• Molar Refractivity: 126.3532 cm^3
• Polarizability: 43.51718 Å^3
• Polar Surface Area: 136.51 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C20H18N4O5S2 · xH2O

DETAILS

Sigma Aldrich - 32904

Application
Commission Regulation (EU) No 37/2010 of 22 December 2009 on pharmacologically active substances and their classification regarding maximum residue limits in foodstuffs of animal origin
Legal Information
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