(5R,6R)-6-[(2R)-2-[(2R)-2-amino-3-(methylcarbamoyl)propanamido]-2-(4-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

• ChemBase ID: 156989
• Molecular Formular: C21H27N5O7S
• Molecular Mass: 493.53338
• Monoisotopic Mass: 493.16311923
• SMILES: CC1(C(N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](c1ccc(cc1)O)NC(=O)[C@@H](CC(=O)NC)N)C(=O)O)C
• Canonical SMILES: CNC(=O)C[C@H](C(=O)N[C@H](c1ccc(cc1)O)C(=O)N[C@@H]1C(=O)N2[C@@H]1SC(C2C(=O)O)(C)C)N
• InChI: InChI=1S/C21H27N5O7S/c1-21(2)15(20(32)33)26-18(31)14(19(26)34-21)25-17(30)13(9-4-6-10(27)7-5-9)24-16(29)11(22)8-12(28)23-3/h4-7,11,13-15,19,27H,8,22H2,1-3H3,(H,23,28)(H,24,29)(H,25,30)(H,32,33)/t11-,13-,14-,15?,19-/m1/s1
• InChIKey: BHELIUBJHYAEDK-INMKWRGYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5R,6R)-6-[(2R)-2-[(2R)-2-amino-3-(methylcarbamoyl)propanamido]-2-(4-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• IUPAC Traditional name: (5R,6R)-6-[(2R)-2-[(2R)-2-amino-3-(methylcarbamoyl)propanamido]-2-(4-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• Synonyms: Aspoxicillin; 阿扑西林

Database IDs

• CAS Number: 63358-49-6
• PubChem SID: 162251126
• PubChem CID: 71312381

CALCULATED PROPERTIES

• Acid pKa: 3.1787658
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -4.071746
• LogD (pH = 7.4): -4.5267406
• Log P: -4.0675526
• Molar Refractivity: 119.5561 cm^3
• Polarizability: 47.244816 Å^3
• Polar Surface Area: 191.16 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• RTECS: MB7548000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C21H27N5O7S

DETAILS

Sigma Aldrich - 32992

Legal Information
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