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Cefoxitin

CHEBI:CHEBI_209807

Definition

A semisynthetic cephamycin antibiotic which, in addition to the methoxy group at the 7alpha position, has 2-thienylacetamido and carbamoyloxymethyl side-groups. It is resistant to beta-lactamase.

Chemical Information

Molecular Formula
C16H17N3O7S2
Molecular Mass
427.45200
Charge
0
SMILES
[H][C@]12SCC(COC(N)=O)=C(N1C(=O)[C@]2(NC(=O)Cc1cccs1)OC)C(O)=O
InChI
InChI=1S/C16H17N3O7S2/c1-25-16(18-10(20)5-9-3-2-4-27-9)13(23)19-11(12(21)22)8(6-26-15(17)24)7-28-14(16)19/h2-4,14H,5-7H2,1H3,(H2,17,24)(H,18,20)(H,21,22)/t14-,16+/m1/s1
InChIKey
WZOZEZRFJCJXNZ-ZBFHGGJFSA-N

Alternative Names

  • (6R,7S)-3-[(carbamoyloxy)methyl]-7-methoxy-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • (6R,7S)-4-[(carbamoyloxy)methyl]-7-methoxy-8-oxo-7-[(thiophen-2-enyl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • 3-[(carbamoyloxy)methyl]-7alpha-methoxy-7beta-[(thiophen-2-yl)acetamido]-3,4-didehydrocepham-4-carboxylic acid
  • cefoxitin
  • Cefoxitin
  • cefoxitina
  • cefoxitine
  • cefoxitinum
  • ceftoxitin
  • Cephoxitin
  • CFX
  • Rephoxitin

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

oboInOwl#hasDbXref
Wikipedia:Cefoxitin
DRON_00010000
2189
core#notation
CHEBI:209807

Additional References

Wikipedia:Cefoxitin

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

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chebi_ontology
oboInOwl#hasDbXref
Wikipedia:Cefoxitin
DRON_00010000
2189
oboInOwl#id
CHEBI:209807
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CHEBI:209807
oboInOwl#hasAlternativeId
CHEBI:658070
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_36047
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chebi#is_conjugate_acid_of
http://purl.obolibrary.org/obo/CHEBI_53655
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
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chebi#is_conjugate_base_of
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t145291
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t2995721