Cefoxitin
(6R,7S)-3-(carbamoyloxymethyl)-7-methoxy-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Molecular Identity
Cefoxitin
(6R,7S)-3-(carbamoyloxymethyl)-7-methoxy-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
PubChem CID: 441199
Cefoxitin is 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. It has a role as an antibacterial drug. It is a cephalosporin, a cephamycin, a semisynthetic derivative and a beta-lactam antibiotic allergen. It is a conjugate acid of a cefoxitin(1-).
2D Structure
Properties
C16H17N3O7S2
Molecular Formula
427.50
Molecular Weight
g/mol
427.0508
Exact Mass
Da
0
XLogP
Drug-like (Lipinski: < 5)
202
TPSA
May have limited oral absorption
3
H-Bond Donors
9
H-Bond Acceptors
744
Complexity
SMILES
Canonical SMILES
SMILES: COC1(C2N(C1=O)C(=C(CS2)COC(=O)N)C(=O)O)NC(=O)CC3=CC=CS3Isomeric SMILES
SMILES: CO[C@@]1([C@@H]2N(C1=O)C(=C(CS2)COC(=O)N)C(=O)O)NC(=O)CC3=CC=CS3Synonyms(20)
cefoxitin35607-66-0CefoxitinaCefoxitineCEPHOXITINCefoxitinumRephoxitinMefoxitinCenomycinceftoxitinDTXSID10227646OEV9DX57YJ01DC01CHEBI:209807(6R,7S)-3-[(carbamoyloxy)methyl]-7-methoxy-8-oxo-7-[2-(thiophen-2-yl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to Cefoxitin
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