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CAS 26924-74-3

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Deacetoxycephalosporin C

Description:
Deacetoxycephalosporin C is a beta-lactam antibiotic that serves as a precursor in the synthesis of various cephalosporin antibiotics. It is characterized by its bicyclic structure, which includes a beta-lactam ring essential for its antibacterial activity. This compound is derived from cephalosporin C through the removal of an acetyl group, which enhances its reactivity and allows for further chemical modifications. Deacetoxycephalosporin C exhibits antibacterial properties primarily against Gram-positive bacteria and some Gram-negative bacteria, making it valuable in clinical applications. Its mechanism of action involves inhibiting bacterial cell wall synthesis, leading to cell lysis and death. The compound is typically administered in a pharmaceutical context and may be used as an intermediate in the production of more complex cephalosporin derivatives. Safety and handling precautions are necessary due to its potential biological activity, and it is usually handled in controlled laboratory environments. Overall, Deacetoxycephalosporin C plays a significant role in the development of antibiotics and contributes to the ongoing fight against bacterial infections.
Formula:C14H19N3O6S
InChI:InChI=1S/C14H19N3O6S/c1-6-5-24-12-9(11(19)17(12)10(6)14(22)23)16-8(18)4-2-3-7(15)13(20)21/h7,9,12H,2-5,15H2,1H3,(H,16,18)(H,20,21)(H,22,23)/t7-,9-,12-/m1/s1
InChI key:InChIKey=NNQIJOYQWYKBOW-JWKOBGCHSA-N
SMILES:N(C(CCC[C@H](C(O)=O)N)=O)[C@H]1[C@@]2(N(C1=O)C(C(O)=O)=C(C)CS2)[H]
Synonyms:
  • (6R,7R)-7-[[(5R)-5-Amino-5-carboxy-1-oxopentyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-(5-amino-5-carboxyvaleramido)-3-methyl-8-oxo-
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(5R)-5-amino-5-carboxy-1-oxopentyl]amino]-3-methyl-8-oxo-, (6R,7R)-
  • Deacetoxycephalosporin C
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[(5-amino-5-carboxy-1-oxopentyl)amino]-3-methyl-8-oxo-, [6R-[6α,7β(R*)]]-
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