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

• ChemBase ID: 157089
• Molecular Formular: C16H19N3O5S
• Molecular Mass: 365.40416
• Monoisotopic Mass: 365.10454172
• SMILES: CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)C(c1ccc(cc1)O)N)C(=O)O)C
• Canonical SMILES: O=C(C(c1ccc(cc1)O)N)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C
• InChI: InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/t9?,10-,11+,14-/m1/s1
• InChIKey: LSQZJLSUYDQPKJ-UWFZAAFLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,5R,6R)-6-[2-amino-2-(4-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• IUPAC Traditional name: (2S,5R,6R)-6-[2-amino-2-(4-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• Synonyms: Amoxicillin trihydrate; 阿莫西林 三水合物

Database IDs

• CAS Number: 61336-70-7
• MDL Number: MFCD00072029
• Beilstein Number: 7507120
• PubChem SID: 24869715; 162251226
• PubChem CID: 135920

CALCULATED PROPERTIES

• Acid pKa: 3.2314606
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -2.3092988
• LogD (pH = 7.4): -2.5697672
• Log P: -2.3101761
• Molar Refractivity: 89.5044 cm^3
• Polarizability: 35.524654 Å^3
• Polar Surface Area: 132.96 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• RTECS: XH8310000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 2
• Risk Statements: 42/43
• Safety Statements: 36
• GHS Pictograms: GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H317-H334
• GHS Precautionary statements: P261-P280-P342 + P311
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: -20°C; 2-8°C

Product Information

• Grade: certified reference material; VETRANAL™, analytical standard
• Packaging: pkg of 1 g
• Pharmacopeia Traceability: traceable to BP 19; traceable to PhEur A0800000; traceable to USP 1031503
• Empirical Formula (Hill Notation): C16H19N3O5S · 3H2O

DETAILS

Sigma Aldrich - 31586

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
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - PHR1127

General description
This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO Guide 34.
Other Notes
Values of analytes vary lot to lot.