Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:52 UTC
Update Date2022-03-07 02:51:59 UTC
HMDB IDHMDB0015424
Secondary Accession Numbers
  • HMDB15424
Metabolite Identification
Common NameCefoperazone
DescriptionCefoperazone, also known as céfobis, belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. As the antibiotic is broken down in the body, it releases free NMTT, which can cause hypoprothrombinemia (likely due to inhibition of the enzyme vitamin K epoxide reductase) and a reaction with ethanol similar to that produced by disulfiram (Antabuse), due to inhibition of aldehyde dehydrogenase. Cefoperazone is an extremely weak basic (essentially neutral) compound (based on its pKa). Cefoperazone is a third-generation cephalosporin antibiotic, marketed by Pfizer under the name Cefobid. It was patented in 1974 and approved for medical use in 1981. The following represents MIC susceptibility data for a few medically significant microorganisms. Cefoperazone has a broad spectrum of activity and has been used to target bacteria responsible for causing infections of the respiratory and urinary tract, skin, and the female genital tract. Cefoperazone exerts its bactericidal effect by inhibiting the bacterial cell wall synthesis, and sulbactam acts as a beta-lactamase inhibitor, to increase the antibacterial activity of cefoperazone against beta-lactamase-producing organisms. Cefoperazone/sulbactam (Sulperazon) is a co-formulation with sulbactam. Haemophilus influenzae: 0.12 - 0.25 µg/mlStaphylococcus aureus: 0.125 - 32 µg/mlStreptococcus pneumoniae: ≤0.007 - 1 µg/mlCefoperazone contains an N-methylthiotetrazole (NMTT or 1-MTT) side chain.
Structure
Data?1582753295
Synonyms
ValueSource
CefoperazonHMDB
Cefoperazone sodiumHMDB
Cefoperazone sodium saltHMDB
CéfobisHMDB
Farmasierra brand OF cefoperazone sodiumHMDB
Pfizer brand OF cefoperazone sodiumHMDB
Salt, cefoperazone sodiumHMDB
Sodium salt, cefoperazoneHMDB
Sodium, cefoperazoneHMDB
(6R,7R)-7-[(2-{[(4-ethyl-2,3-dioxopiperazin-1-yl)(hydroxy)methylidene]amino}-1-hydroxy-2-(4-hydroxyphenyl)ethylidene)amino]-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylateHMDB
(6R,7R)-7-[(2-{[(4-ethyl-2,3-dioxopiperazin-1-yl)(hydroxy)methylidene]amino}-1-hydroxy-2-(4-hydroxyphenyl)ethylidene)amino]-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulphanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylateHMDB
(6R,7R)-7-[(2-{[(4-ethyl-2,3-dioxopiperazin-1-yl)(hydroxy)methylidene]amino}-1-hydroxy-2-(4-hydroxyphenyl)ethylidene)amino]-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulphanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidHMDB
Chemical FormulaC25H27N9O8S2
Average Molecular Weight645.667
Monoisotopic Molecular Weight645.142400265
IUPAC Name(6R,7R)-7-{2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-(4-hydroxyphenyl)acetamido}-3-{[(1-methyl-1H-1,2,3,4-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Traditional Namecefoperazonum
CAS Registry Number62893-19-0
SMILES
[H][C@]12SCC(CSC3=NN=NN3C)=C(N1C(=O)[C@H]2NC(=O)C(NC(=O)N1CCN(CC)C(=O)C1=O)C1=CC=C(O)C=C1)C(O)=O
InChI Identifier
InChI=1S/C25H27N9O8S2/c1-3-32-8-9-33(21(39)20(32)38)24(42)27-15(12-4-6-14(35)7-5-12)18(36)26-16-19(37)34-17(23(40)41)13(10-43-22(16)34)11-44-25-28-29-30-31(25)2/h4-7,15-16,22,35H,3,8-11H2,1-2H3,(H,26,36)(H,27,42)(H,40,41)/t15?,16-,22-/m1/s1
InChI KeyGCFBRXLSHGKWDP-WTKTZPJXSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentPeptides
Alternative Parents
Substituents
  • Alpha peptide
  • Cephalosporin
  • N-acyl-alpha amino acid or derivatives
  • N-carbamoyl-alpha-amino acid or derivatives
  • Alpha-amino acid amide
  • N-substituted-alpha-amino acid
  • Alpha-amino acid or derivatives
  • Phenylacetamide
  • Cephem
  • Piperazine-1-carboxamide
  • Dioxopiperazine
  • Aryl thioether
  • Alkylarylthioether
  • 1-hydroxy-2-unsubstituted benzenoid
  • N-acyl urea
  • N-alkylpiperazine
  • Ureide
  • Phenol
  • Benzenoid
  • 1,4-diazinane
  • Piperazine
  • Meta-thiazine
  • Monocyclic benzene moiety
  • Dicarboximide
  • Azole
  • Tertiary carboxylic acid amide
  • Tetrazole
  • Beta-lactam
  • Heteroaromatic compound
  • Azetidine
  • Urea
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Lactam
  • Carbonic acid derivative
  • Azacycle
  • Monocarboxylic acid or derivatives
  • Organoheterocyclic compound
  • Hemithioaminal
  • Sulfenyl compound
  • Thioether
  • Carboxylic acid
  • Dialkylthioether
  • Organonitrogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point167 - 171 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.29 g/LNot Available
LogP-0.74HANSCH,C ET AL. (1995)
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.29 g/LALOGPS
logP-0.11ALOGPS
logP-0.9ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)3.38ChemAxon
pKa (Strongest Basic)-1.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count11ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area220.26 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity169.06 m³·mol⁻¹ChemAxon
Polarizability62.62 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+242.5131661259
DarkChem[M-H]-234.3631661259
DeepCCS[M-2H]-262.90930932474
DeepCCS[M+Na]+237.10430932474
AllCCS[M+H]+235.332859911
AllCCS[M+H-H2O]+234.532859911
AllCCS[M+NH4]+235.932859911
AllCCS[M+Na]+236.132859911
AllCCS[M-H]-215.732859911
AllCCS[M+Na-2H]-217.832859911
AllCCS[M+HCOO]-220.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Cefoperazone[H][C@]12SCC(CSC3=NN=NN3C)=C(N1C(=O)[C@H]2NC(=O)C(NC(=O)N1CCN(CC)C(=O)C1=O)C1=CC=C(O)C=C1)C(O)=O6022.3Standard polar33892256
Cefoperazone[H][C@]12SCC(CSC3=NN=NN3C)=C(N1C(=O)[C@H]2NC(=O)C(NC(=O)N1CCN(CC)C(=O)C1=O)C1=CC=C(O)C=C1)C(O)=O3883.3Standard non polar33892256
Cefoperazone[H][C@]12SCC(CSC3=NN=NN3C)=C(N1C(=O)[C@H]2NC(=O)C(NC(=O)N1CCN(CC)C(=O)C1=O)C1=CC=C(O)C=C1)C(O)=O5825.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Cefoperazone,1TMS,isomer #1CCN1CCN(C(=O)NC(C(=O)N[C@@H]2C(=O)N3C(C(=O)O)=C(CSC4=NN=NN4C)CS[C@H]23)C2=CC=C(O[Si](C)(C)C)C=C2)C(=O)C1=O5645.5Semi standard non polar33892256
Cefoperazone,1TMS,isomer #2CCN1CCN(C(=O)NC(C(=O)N[C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)C2=CC=C(O)C=C2)C(=O)C1=O5579.2Semi standard non polar33892256
Cefoperazone,1TMS,isomer #3CCN1CCN(C(=O)NC(C(=O)N([C@@H]2C(=O)N3C(C(=O)O)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C)C2=CC=C(O)C=C2)C(=O)C1=O5472.9Semi standard non polar33892256
Cefoperazone,1TMS,isomer #4CCN1CCN(C(=O)N(C(C(=O)N[C@@H]2C(=O)N3C(C(=O)O)=C(CSC4=NN=NN4C)CS[C@H]23)C2=CC=C(O)C=C2)[Si](C)(C)C)C(=O)C1=O5388.9Semi standard non polar33892256
Cefoperazone,2TMS,isomer #1CCN1CCN(C(=O)NC(C(=O)N[C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)C2=CC=C(O[Si](C)(C)C)C=C2)C(=O)C1=O5503.6Semi standard non polar33892256
Cefoperazone,2TMS,isomer #2CCN1CCN(C(=O)N(C(C(=O)N[C@@H]2C(=O)N3C(C(=O)O)=C(CSC4=NN=NN4C)CS[C@H]23)C2=CC=C(O[Si](C)(C)C)C=C2)[Si](C)(C)C)C(=O)C1=O5288.5Semi standard non polar33892256
Cefoperazone,2TMS,isomer #3CCN1CCN(C(=O)NC(C(=O)N([C@@H]2C(=O)N3C(C(=O)O)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C)C2=CC=C(O[Si](C)(C)C)C=C2)C(=O)C1=O5366.3Semi standard non polar33892256
Cefoperazone,2TMS,isomer #4CCN1CCN(C(=O)N(C(C(=O)N[C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)C2=CC=C(O)C=C2)[Si](C)(C)C)C(=O)C1=O5222.7Semi standard non polar33892256
Cefoperazone,2TMS,isomer #5CCN1CCN(C(=O)NC(C(=O)N([C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C)C2=CC=C(O)C=C2)C(=O)C1=O5293.1Semi standard non polar33892256
Cefoperazone,2TMS,isomer #6CCN1CCN(C(=O)N(C(C(=O)N([C@@H]2C(=O)N3C(C(=O)O)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C)C2=CC=C(O)C=C2)[Si](C)(C)C)C(=O)C1=O5137.6Semi standard non polar33892256
Cefoperazone,3TMS,isomer #1CCN1CCN(C(=O)N(C(C(=O)N[C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)C2=CC=C(O[Si](C)(C)C)C=C2)[Si](C)(C)C)C(=O)C1=O5220.1Semi standard non polar33892256
Cefoperazone,3TMS,isomer #1CCN1CCN(C(=O)N(C(C(=O)N[C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)C2=CC=C(O[Si](C)(C)C)C=C2)[Si](C)(C)C)C(=O)C1=O4712.3Standard non polar33892256
Cefoperazone,3TMS,isomer #1CCN1CCN(C(=O)N(C(C(=O)N[C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)C2=CC=C(O[Si](C)(C)C)C=C2)[Si](C)(C)C)C(=O)C1=O8375.8Standard polar33892256
Cefoperazone,3TMS,isomer #2CCN1CCN(C(=O)NC(C(=O)N([C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C)C2=CC=C(O[Si](C)(C)C)C=C2)C(=O)C1=O5276.7Semi standard non polar33892256
Cefoperazone,3TMS,isomer #2CCN1CCN(C(=O)NC(C(=O)N([C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C)C2=CC=C(O[Si](C)(C)C)C=C2)C(=O)C1=O4753.2Standard non polar33892256
Cefoperazone,3TMS,isomer #2CCN1CCN(C(=O)NC(C(=O)N([C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C)C2=CC=C(O[Si](C)(C)C)C=C2)C(=O)C1=O8228.5Standard polar33892256
Cefoperazone,3TMS,isomer #3CCN1CCN(C(=O)N(C(C(=O)N([C@@H]2C(=O)N3C(C(=O)O)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C)C2=CC=C(O[Si](C)(C)C)C=C2)[Si](C)(C)C)C(=O)C1=O5116.5Semi standard non polar33892256
Cefoperazone,3TMS,isomer #3CCN1CCN(C(=O)N(C(C(=O)N([C@@H]2C(=O)N3C(C(=O)O)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C)C2=CC=C(O[Si](C)(C)C)C=C2)[Si](C)(C)C)C(=O)C1=O4818.9Standard non polar33892256
Cefoperazone,3TMS,isomer #3CCN1CCN(C(=O)N(C(C(=O)N([C@@H]2C(=O)N3C(C(=O)O)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C)C2=CC=C(O[Si](C)(C)C)C=C2)[Si](C)(C)C)C(=O)C1=O8012.5Standard polar33892256
Cefoperazone,3TMS,isomer #4CCN1CCN(C(=O)N(C(C(=O)N([C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C)C2=CC=C(O)C=C2)[Si](C)(C)C)C(=O)C1=O5015.3Semi standard non polar33892256
Cefoperazone,3TMS,isomer #4CCN1CCN(C(=O)N(C(C(=O)N([C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C)C2=CC=C(O)C=C2)[Si](C)(C)C)C(=O)C1=O4841.5Standard non polar33892256
Cefoperazone,3TMS,isomer #4CCN1CCN(C(=O)N(C(C(=O)N([C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C)C2=CC=C(O)C=C2)[Si](C)(C)C)C(=O)C1=O8395.9Standard polar33892256
Cefoperazone,1TBDMS,isomer #1CCN1CCN(C(=O)NC(C(=O)N[C@@H]2C(=O)N3C(C(=O)O)=C(CSC4=NN=NN4C)CS[C@H]23)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)C(=O)C1=O5799.9Semi standard non polar33892256
Cefoperazone,1TBDMS,isomer #2CCN1CCN(C(=O)NC(C(=O)N[C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C(C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)C2=CC=C(O)C=C2)C(=O)C1=O5766.0Semi standard non polar33892256
Cefoperazone,1TBDMS,isomer #3CCN1CCN(C(=O)NC(C(=O)N([C@@H]2C(=O)N3C(C(=O)O)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C(C)(C)C)C2=CC=C(O)C=C2)C(=O)C1=O5721.6Semi standard non polar33892256
Cefoperazone,1TBDMS,isomer #4CCN1CCN(C(=O)N(C(C(=O)N[C@@H]2C(=O)N3C(C(=O)O)=C(CSC4=NN=NN4C)CS[C@H]23)C2=CC=C(O)C=C2)[Si](C)(C)C(C)(C)C)C(=O)C1=O5671.9Semi standard non polar33892256
Cefoperazone,2TBDMS,isomer #1CCN1CCN(C(=O)NC(C(=O)N[C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C(C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)C(=O)C1=O5862.8Semi standard non polar33892256
Cefoperazone,2TBDMS,isomer #2CCN1CCN(C(=O)N(C(C(=O)N[C@@H]2C(=O)N3C(C(=O)O)=C(CSC4=NN=NN4C)CS[C@H]23)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)[Si](C)(C)C(C)(C)C)C(=O)C1=O5730.7Semi standard non polar33892256
Cefoperazone,2TBDMS,isomer #3CCN1CCN(C(=O)NC(C(=O)N([C@@H]2C(=O)N3C(C(=O)O)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C(C)(C)C)C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)C(=O)C1=O5766.7Semi standard non polar33892256
Cefoperazone,2TBDMS,isomer #4CCN1CCN(C(=O)N(C(C(=O)N[C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C(C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)C2=CC=C(O)C=C2)[Si](C)(C)C(C)(C)C)C(=O)C1=O5681.5Semi standard non polar33892256
Cefoperazone,2TBDMS,isomer #5CCN1CCN(C(=O)NC(C(=O)N([C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C(C)(C)C)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C(C)(C)C)C2=CC=C(O)C=C2)C(=O)C1=O5701.6Semi standard non polar33892256
Cefoperazone,2TBDMS,isomer #6CCN1CCN(C(=O)N(C(C(=O)N([C@@H]2C(=O)N3C(C(=O)O)=C(CSC4=NN=NN4C)CS[C@H]23)[Si](C)(C)C(C)(C)C)C2=CC=C(O)C=C2)[Si](C)(C)C(C)(C)C)C(=O)C1=O5606.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Cefoperazone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-0190000000-e7c19e5296df75b80e572017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cefoperazone GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cefoperazone GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cefoperazone GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cefoperazone GC-MS (TMS_1_4) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cefoperazone GC-MS (TMS_2_1) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cefoperazone GC-MS (TMS_2_2) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cefoperazone GC-MS (TMS_2_3) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cefoperazone GC-MS (TMS_2_4) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cefoperazone GC-MS (TMS_2_5) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cefoperazone GC-MS (TMS_2_6) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cefoperazone GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cefoperazone GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cefoperazone GC-MS (TBDMS_1_3) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cefoperazone GC-MS (TBDMS_1_4) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cefoperazone GC-MS (TBDMS_2_1) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cefoperazone GC-MS (TBDMS_2_2) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cefoperazone GC-MS (TBDMS_2_3) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cefoperazone GC-MS (TBDMS_2_4) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cefoperazone GC-MS (TBDMS_2_5) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cefoperazone GC-MS (TBDMS_2_6) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cefoperazone GC-MS ("Cefoperazone,1TMS,#1" TMS) - 70eV, PositiveNot Available2021-11-02Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cefoperazone 10V, Positive-QTOFsplash10-0096-2296025000-2142d196cae46fdde2062016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cefoperazone 20V, Positive-QTOFsplash10-0006-3984010000-2893c487721306e034cc2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cefoperazone 40V, Positive-QTOFsplash10-0006-3890000000-1fb6307580481cb0865b2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cefoperazone 10V, Negative-QTOFsplash10-01b9-1916213000-b9615510e5403b966ff82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cefoperazone 20V, Negative-QTOFsplash10-0aor-9601100000-98147d4cfc139253781c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cefoperazone 40V, Negative-QTOFsplash10-006y-9100000000-e8aac29e302ad02aab452016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cefoperazone 10V, Positive-QTOFsplash10-00ke-0616319000-09ad317de4fe2d377f792021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cefoperazone 20V, Positive-QTOFsplash10-0gvo-1649427000-5b3f864cd11a6854ad702021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cefoperazone 40V, Positive-QTOFsplash10-0006-3906110000-370cec5f30de5baf056b2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cefoperazone 10V, Negative-QTOFsplash10-03dl-0100009000-65f2dcb4336ce1c4d8242021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cefoperazone 20V, Negative-QTOFsplash10-01bc-0921013000-1b04c3ba3eba30d85db82021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cefoperazone 40V, Negative-QTOFsplash10-0006-7900011000-d0d9a47bed40681d867e2021-10-11Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB01329 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB01329 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB01329
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID40204
KEGG Compound IDC06883
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkCefoperazone
METLIN IDNot Available
PubChem Compound44185
PDB IDNot Available
ChEBI ID3493
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Jones RN, Barry AL: Cefoperazone: a review of its antimicrobial spectrum, beta-lactamase stability, enzyme inhibition, and other in vitro characteristics. Rev Infect Dis. 1983 Mar-Apr;5 Suppl 1:S108-26. [PubMed:6221381 ]

Transporters

General function:
Involved in transporter activity
Specific function:
Mediates saturable uptake of estrone sulfate, dehydroepiandrosterone sulfate and related compounds
Gene Name:
SLC22A11
Uniprot ID:
Q9NSA0
Molecular weight:
59970.9
References
  1. Takeda M, Babu E, Narikawa S, Endou H: Interaction of human organic anion transporters with various cephalosporin antibiotics. Eur J Pharmacol. 2002 Mar 8;438(3):137-42. [PubMed:11909604 ]
General function:
Involved in ion transmembrane transporter activity
Specific function:
Involved in the renal elimination of endogenous and exogenous organic anions. Functions as organic anion exchanger when the uptake of one molecule of organic anion is coupled with an efflux of one molecule of endogenous dicarboxylic acid (glutarate, ketoglutarate, etc). Mediates the sodium-independent uptake of 2,3-dimercapto-1-propanesulfonic acid (DMPS). Mediates the sodium-independent uptake of p- aminohippurate (PAH), ochratoxin (OTA), acyclovir (ACV), 3'-azido- 3-'deoxythymidine (AZT), cimetidine (CMD), 2,4-dichloro- phenoxyacetate (2,4-D), hippurate (HA), indoleacetate (IA), indoxyl sulfate (IS) and 3-carboxy-4-methyl-5-propyl-2- furanpropionate (CMPF), cidofovir, adefovir, 9-(2- phosphonylmethoxyethyl) guanine (PMEG), 9-(2- phosphonylmethoxyethyl) diaminopurine (PMEDAP) and edaravone sulfate. PAH uptake is inhibited by p- chloromercuribenzenesulphonate (PCMBS), diethyl pyrocarbonate (DEPC), sulindac, diclofenac, carprofen, glutarate and okadaic acid. PAH uptake is inhibited by benzothiazolylcysteine (BTC), S-chlorotrifluoroethylcysteine (CTFC), cysteine S-conjugates S-dichlorovinylcysteine (DCVC), furosemide, steviol, phorbol 12-myristate 13-acetate (PMA), calcium ionophore A23187, benzylpenicillin, furosemide, indomethacin, bumetamide, losartan, probenecid, phenol red, urate, and alpha-ketoglutarate
Gene Name:
SLC22A6
Uniprot ID:
Q4U2R8
Molecular weight:
61815.8
References
  1. Takeda M, Babu E, Narikawa S, Endou H: Interaction of human organic anion transporters with various cephalosporin antibiotics. Eur J Pharmacol. 2002 Mar 8;438(3):137-42. [PubMed:11909604 ]
  2. Jung KY, Takeda M, Shimoda M, Narikawa S, Tojo A, Kim DK, Chairoungdua A, Choi BK, Kusuhara H, Sugiyama Y, Sekine T, Endou H: Involvement of rat organic anion transporter 3 (rOAT3) in cephaloridine-induced nephrotoxicity: in comparison with rOAT1. Life Sci. 2002 Mar 8;70(16):1861-74. [PubMed:12005172 ]
  3. Uwai Y, Saito H, Inui K: Rat renal organic anion transporter rOAT1 mediates transport of urinary-excreted cephalosporins, but not of biliary-excreted cefoperazone. Drug Metab Pharmacokinet. 2002;17(2):125-9. [PubMed:15618660 ]
General function:
Involved in transmembrane transport
Specific function:
Mediates sodium-independent multispecific organic anion transport. Transport of prostaglandin E2, prostaglandin F2, tetracycline, bumetanide, estrone sulfate, glutarate, dehydroepiandrosterone sulfate, allopurinol, 5-fluorouracil, paclitaxel, L-ascorbic acid, salicylate, ethotrexate, and alpha- ketoglutarate
Gene Name:
SLC22A7
Uniprot ID:
Q9Y694
Molecular weight:
60025.0
References
  1. Khamdang S, Takeda M, Babu E, Noshiro R, Onozato ML, Tojo A, Enomoto A, Huang XL, Narikawa S, Anzai N, Piyachaturawat P, Endou H: Interaction of human and rat organic anion transporter 2 with various cephalosporin antibiotics. Eur J Pharmacol. 2003 Mar 28;465(1-2):1-7. [PubMed:12650826 ]
  2. Kobayashi Y, Ohshiro N, Shibusawa A, Sasaki T, Tokuyama S, Sekine T, Endou H, Yamamoto T: Isolation, characterization and differential gene expression of multispecific organic anion transporter 2 in mice. Mol Pharmacol. 2002 Jul;62(1):7-14. [PubMed:12065749 ]
  3. Sekine T, Cha SH, Tsuda M, Apiwattanakul N, Nakajima N, Kanai Y, Endou H: Identification of multispecific organic anion transporter 2 expressed predominantly in the liver. FEBS Lett. 1998 Jun 12;429(2):179-82. [PubMed:9650585 ]