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CAS 61-24-5

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Cephalosporin C

Description:
Cephalosporin C is a beta-lactam antibiotic that belongs to the cephalosporin class, which is derived from the fungus Acremonium. It is characterized by its bicyclic structure, which includes a beta-lactam ring and a dihydrothiazine ring. This compound exhibits broad-spectrum antibacterial activity, making it effective against a variety of Gram-positive and Gram-negative bacteria. Cephalosporin C is known for its stability against certain beta-lactamases, enzymes produced by bacteria that can inactivate many antibiotics. It is primarily used as a precursor in the synthesis of other cephalosporin antibiotics, which have been developed to enhance efficacy and resistance to bacterial enzymes. The compound is soluble in water and exhibits a relatively low toxicity profile, making it suitable for therapeutic applications. However, like other beta-lactam antibiotics, it can cause allergic reactions in some individuals. Its chemical formula is C16H17N3O7S, and it is typically administered via injection or infusion in clinical settings.
Formula:C16H21N3O8S
InChI:InChI=1S/C16H21N3O8S/c1-7(20)27-5-8-6-28-14-11(13(22)19(14)12(8)16(25)26)18-10(21)4-2-3-9(17)15(23)24/h9,11,14H,2-6,17H2,1H3,(H,18,21)(H,23,24)(H,25,26)/t9-,11-,14-/m1/s1
InChI key:InChIKey=HOKIDJSKDBPKTQ-GLXFQSAKSA-N
SMILES:C(O)(=O)C=1N2[C@@]([C@H](NC(CCC[C@H](C(O)=O)N)=O)C2=O)(SCC1COC(C)=O)[H]
Synonyms:
  • (6R,7R)-3-[(Acetyloxy)methyl]-7-[[(5R)-5-amino-5-carboxy-1-oxopentyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • (6R,7R)-3-[(acetyloxy)methyl]-7-[(5-amino-5-carboxypentanoyl)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • 3-[(Acetyloxy)Methyl]-7-[(5-Amino-5-Carboxypentanoyl)Amino]-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, 3-[(acetyloxy)methyl]-7-[(5-amino-5-carboxy-1-oxopentyl)amino]-8-oxo-, [6R-[6α,7β(R*)]]-
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-[[(5R)-5-amino-5-carboxy-1-oxopentyl]amino]-8-oxo-, (6R,7R)-
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-(5-amino-5-carboxyvaleramido)-3-(hydroxymethyl)-8-oxo-, acetate (ester)
  • 7-(5-Amino-5-carboxyvaleramido)cephalosporansaure
  • Acide 7-(5-Amino-5-Carboxyvaleramido)Cephalosporanique
  • Acido 7-(5-Amino-5-Carboxivaleramido)Cefalosporanico
  • Cephalosporin C
  • See more synonyms
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