3-[(acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

• ChemBase ID: 295165
• Molecular Formular: C10H12N2O5S
• Molecular Mass: 272.27768
• Monoisotopic Mass: 272.04669249
• SMILES: CC(=O)OCC1=C(N2C(C(C2=O)N)SC1)C(=O)O
• Canonical SMILES: CC(=O)OCC1=C(C(=O)O)N2C(SC1)C(C2=O)N
• InChI: InChI=1S/C10H12N2O5S/c1-4(13)17-2-5-3-18-9-6(11)8(14)12(9)7(5)10(15)16/h6,9H,2-3,11H2,1H3,(H,15,16)
• InChIKey: HSHGZXNAXBPPDL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• IUPAC Traditional name: 7-aminocephalosporanic acid
• Synonyms: 7-ACA; 7-Aminocephalosporanic acid; 7-氨基头孢烷酸

Database IDs

• CAS Number: 957-68-6
• EC Number: 213-485-0
• MDL Number: MFCD00005177
• Beilstein Number: 622638
• Merck Index: 14434
• PubChem SID: 180680696
• PubChem CID: 13729

CALCULATED PROPERTIES

• Acid pKa: 3.4190428
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -3.8121455
• LogD (pH = 7.4): -4.088983
• Log P: -3.8148885
• Molar Refractivity: 62.7384 cm^3
• Polarizability: 24.72692 Å^3
• Polar Surface Area: 109.93 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: >300°C

Safety Information

• European Hazard Symbols: X
• Risk Statements: 42/43
• Safety Statements: 22-24-37-45
• TSCA Listed: 否
• GHS Pictograms: GHS08
• GHS Hazard statements: H334-H317
• GHS Precautionary statements: P285-P261-P280-P302+P352-P321-P501A

Product Information

• Purity: 98% (dry wt.), may cont. up to 2% water