Cefoxitin sodiumProduct ingredient for Cefoxitin

Name
Cefoxitin sodium
Drug Entry
Cefoxitin

Cefoxitin is a semi-synthetic, broad-spectrum cepha antibiotic for intravenous administration. It is derived from cephamycin C, which is produced by Streptomyces lactamdurans.

Accession Number
DBSALT001211
Structure
Thumb
Synonyms
Not Available
UNII
Q68050H03T
CAS Number
33564-30-6
Weight
Average: 449.43
Monoisotopic: 449.0327365
Chemical Formula
C16H16N3NaO7S2
InChI Key
GNWUOVJNSFPWDD-XMZRARIVSA-M
InChI
InChI=1S/C16H17N3O7S2.Na/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);/q;+1/p-1/t14-,16+;/m1./s1
IUPAC Name
sodium N-[(6R,7S)-2-carboxy-3-[(C-hydroxycarbonimidoyloxy)methyl]-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-7-yl]-2-(thiophen-2-yl)ethanecarboximidate
SMILES
[Na+].[H][C@]12SCC(COC(O)=N)=C(N1C(=O)[C@@]2(OC)N=C([O-])CC1=CC=CS1)C(O)=O
KEGG Compound
C08106
ChemSpider
390131
ChEBI
3501
ChEMBL
CHEMBL1200530
Wikipedia
Cefoxitin
Predicted Properties
PropertyValueSource
Water Solubility0.0504 mg/mLALOGPS
logP1.12ALOGPS
logP-0.75ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)-3.4ChemAxon
pKa (Strongest Basic)11ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area155.57 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity121.04 m3·mol-1ChemAxon
Polarizability40.16 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon