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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:49 UTC
Update Date2021-09-14 15:47:41 UTC
HMDB IDHMDB0014582
Secondary Accession Numbers
  • HMDB14582
Metabolite Identification
Common NameCeftazidime
DescriptionCeftazidime, also known as CAZ or ceptaz, belongs to the class of organic compounds known as cephalosporins. Cephalosporins are compounds containing a 1,2-thiazine fused to a 2-azetidinone to for a oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid moiety or a derivative thereof. Ceftazidime is a drug which is used for the treatment of patients with infections caused by susceptible strains of organisms in the following diseases: lower respiratory tract infections,skin and skin structure infections, urinary tract infections, bacterial septicemia, bone and joint infections, gynecologic infections, intra abdominal infections (including peritonitis), and central nervous system infections (including meningitis). Ceftazidime is a strong basic compound (based on its pKa). A third-generation cephalosporin antibiotic bearing pyridinium-1-ylmethyl and {imino}acetamido groups at positions 3 and 7, respectively, of the cephem skeleton.
Structure
Data?1582753195
Synonyms
ValueSource
(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-{[(2-carboxypropan-2-yl)oxy]imino}acetyl]amino}-8-oxo-3-(pyridinium-1-ylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylateChEBI
CAZChEBI
CeftazidimaChEBI
Ceftazidime anhydrousChEBI
CeftazidimumChEBI
CeptazKegg
FortazKegg
(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-{[(2-carboxypropan-2-yl)oxy]imino}acetyl]amino}-8-oxo-3-(pyridinium-1-ylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidGenerator
Pentahydrate, ceftazidimeHMDB
FortumHMDB
Anhydrous, ceftazidimeHMDB
Ceftazidime pentahydrateHMDB
TazidimeHMDB
Chemical FormulaC22H22N6O7S2
Average Molecular Weight546.576
Monoisotopic Molecular Weight546.099138468
IUPAC Name1-{[(6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[(1-carboxy-1-methylethoxy)imino]acetamido]-2-carboxylato-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}pyridin-1-ium
Traditional Nameceftazidime
CAS Registry Number78439-06-2
SMILES
[O-]C(=O)C1=C(CS[C@]2([H])[C@H](NC(=O)C(=N/OC(C)(C)C(O)=O)\C3=CSC(N)=N3)C(=O)N12)C[N+]1=CC=CC=C1
InChI Identifier
InChI=1S/C22H22N6O7S2/c1-22(2,20(33)34)35-26-13(12-10-37-21(23)24-12)16(29)25-14-17(30)28-15(19(31)32)11(9-36-18(14)28)8-27-6-4-3-5-7-27/h3-7,10,14,18H,8-9H2,1-2H3,(H4-,23,24,25,29,31,32,33,34)/b26-13-/t14-,18-/m1/s1
InChI KeyORFOPKXBNMVMKC-DWVKKRMSSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cephalosporins. Cephalosporins are compounds containing a 1,2-thiazine fused to a 2-azetidinone to for a oxo-5-thia-1-azabicyclo[4.2.0]Oct-2-ene-2-carboxylic acid moiety or a derivative thereof.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassLactams
Sub ClassBeta lactams
Direct ParentCephalosporins
Alternative Parents
Substituents
  • Cephalosporin
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid or derivatives
  • 2,4-disubstituted 1,3-thiazole
  • Meta-thiazine
  • Dicarboxylic acid or derivatives
  • 1,3-thiazol-2-amine
  • Pyridine
  • Pyridinium
  • Azole
  • Heteroaromatic compound
  • Tertiary carboxylic acid amide
  • Thiazole
  • Amino acid or derivatives
  • Azetidine
  • Carboxamide group
  • Carboxylic acid salt
  • Amino acid
  • Secondary carboxylic acid amide
  • Thioether
  • Hemithioaminal
  • Dialkylthioether
  • Azacycle
  • Carboxylic acid derivative
  • Carboxylic acid
  • Primary amine
  • Organic nitrogen compound
  • Amine
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Carbonyl group
  • Organic oxide
  • Organic oxygen compound
  • Organic salt
  • Organonitrogen compound
  • Organic zwitterion
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.0057 g/LNot Available
LogP-1.60Not Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Not Available218.224http://allccs.zhulab.cn/database/detail?ID=AllCCS00001077
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0057 g/LALOGPS
logP10(-1.2) g/LALOGPS
logP10(-4.1) g/LChemAxon
logS10(-5) g/LALOGPS
pKa (Strongest Acidic)2.77ChemAxon
pKa (Strongest Basic)4.26ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area191.22 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity143.88 m³·mol⁻¹ChemAxon
Polarizability51.06 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Ceftazidime[O-]C(=O)C1=C(CS[C@]2([H])[C@H](NC(=O)C(=N/OC(C)(C)C(O)=O)\C3=CSC(N)=N3)C(=O)N12)C[N+]1=CC=CC=C15338.0Standard polar33892256
Ceftazidime[O-]C(=O)C1=C(CS[C@]2([H])[C@H](NC(=O)C(=N/OC(C)(C)C(O)=O)\C3=CSC(N)=N3)C(=O)N12)C[N+]1=CC=CC=C13774.1Standard non polar33892256
Ceftazidime[O-]C(=O)C1=C(CS[C@]2([H])[C@H](NC(=O)C(=N/OC(C)(C)C(O)=O)\C3=CSC(N)=N3)C(=O)N12)C[N+]1=CC=CC=C14657.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Ceftazidime,1TMS,isomer #1CC(C)(O/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)C1=CSC(N)=N1)C(=O)O[Si](C)(C)C4210.2Semi standard non polar33892256
Ceftazidime,1TMS,isomer #2CC(C)(O/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)C1=CSC(N[Si](C)(C)C)=N1)C(=O)O4273.0Semi standard non polar33892256
Ceftazidime,1TMS,isomer #3CC(C)(O/N=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)[Si](C)(C)C)C1=CSC(N)=N1)C(=O)O4087.2Semi standard non polar33892256
Ceftazidime,2TMS,isomer #1CC(C)(O/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)C1=CSC(N[Si](C)(C)C)=N1)C(=O)O[Si](C)(C)C4206.8Semi standard non polar33892256
Ceftazidime,2TMS,isomer #1CC(C)(O/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)C1=CSC(N[Si](C)(C)C)=N1)C(=O)O[Si](C)(C)C3781.9Standard non polar33892256
Ceftazidime,2TMS,isomer #1CC(C)(O/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)C1=CSC(N[Si](C)(C)C)=N1)C(=O)O[Si](C)(C)C6406.2Standard polar33892256
Ceftazidime,2TMS,isomer #2CC(C)(O/N=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)[Si](C)(C)C)C1=CSC(N)=N1)C(=O)O[Si](C)(C)C4013.9Semi standard non polar33892256
Ceftazidime,2TMS,isomer #2CC(C)(O/N=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)[Si](C)(C)C)C1=CSC(N)=N1)C(=O)O[Si](C)(C)C3812.6Standard non polar33892256
Ceftazidime,2TMS,isomer #2CC(C)(O/N=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)[Si](C)(C)C)C1=CSC(N)=N1)C(=O)O[Si](C)(C)C6331.8Standard polar33892256
Ceftazidime,2TMS,isomer #3CC(C)(O/N=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)[Si](C)(C)C)C1=CSC(N[Si](C)(C)C)=N1)C(=O)O4112.3Semi standard non polar33892256
Ceftazidime,2TMS,isomer #3CC(C)(O/N=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)[Si](C)(C)C)C1=CSC(N[Si](C)(C)C)=N1)C(=O)O3817.2Standard non polar33892256
Ceftazidime,2TMS,isomer #3CC(C)(O/N=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)[Si](C)(C)C)C1=CSC(N[Si](C)(C)C)=N1)C(=O)O6347.0Standard polar33892256
Ceftazidime,2TMS,isomer #4CC(C)(O/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N1)C(=O)O4151.9Semi standard non polar33892256
Ceftazidime,2TMS,isomer #4CC(C)(O/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N1)C(=O)O3866.3Standard non polar33892256
Ceftazidime,2TMS,isomer #4CC(C)(O/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N1)C(=O)O6563.6Standard polar33892256
Ceftazidime,3TMS,isomer #1CC(C)(O/N=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)[Si](C)(C)C)C1=CSC(N[Si](C)(C)C)=N1)C(=O)O[Si](C)(C)C4043.0Semi standard non polar33892256
Ceftazidime,3TMS,isomer #1CC(C)(O/N=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)[Si](C)(C)C)C1=CSC(N[Si](C)(C)C)=N1)C(=O)O[Si](C)(C)C3833.9Standard non polar33892256
Ceftazidime,3TMS,isomer #1CC(C)(O/N=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)[Si](C)(C)C)C1=CSC(N[Si](C)(C)C)=N1)C(=O)O[Si](C)(C)C5804.0Standard polar33892256
Ceftazidime,3TMS,isomer #2CC(C)(O/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N1)C(=O)O[Si](C)(C)C4091.8Semi standard non polar33892256
Ceftazidime,3TMS,isomer #2CC(C)(O/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N1)C(=O)O[Si](C)(C)C3839.3Standard non polar33892256
Ceftazidime,3TMS,isomer #2CC(C)(O/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N1)C(=O)O[Si](C)(C)C5982.2Standard polar33892256
Ceftazidime,3TMS,isomer #3CC(C)(O/N=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)[Si](C)(C)C)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N1)C(=O)O4032.9Semi standard non polar33892256
Ceftazidime,3TMS,isomer #3CC(C)(O/N=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)[Si](C)(C)C)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N1)C(=O)O3901.3Standard non polar33892256
Ceftazidime,3TMS,isomer #3CC(C)(O/N=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)[Si](C)(C)C)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N1)C(=O)O5957.1Standard polar33892256
Ceftazidime,4TMS,isomer #1CC(C)(O/N=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)[Si](C)(C)C)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N1)C(=O)O[Si](C)(C)C4019.0Semi standard non polar33892256
Ceftazidime,4TMS,isomer #1CC(C)(O/N=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)[Si](C)(C)C)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N1)C(=O)O[Si](C)(C)C3902.1Standard non polar33892256
Ceftazidime,4TMS,isomer #1CC(C)(O/N=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)[Si](C)(C)C)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N1)C(=O)O[Si](C)(C)C5437.0Standard polar33892256
Ceftazidime,1TBDMS,isomer #1CC(C)(O/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)C1=CSC(N)=N1)C(=O)O[Si](C)(C)C(C)(C)C4371.3Semi standard non polar33892256
Ceftazidime,1TBDMS,isomer #2CC(C)(O/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)C1=CSC(N[Si](C)(C)C(C)(C)C)=N1)C(=O)O4400.9Semi standard non polar33892256
Ceftazidime,1TBDMS,isomer #3CC(C)(O/N=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)[Si](C)(C)C(C)(C)C)C1=CSC(N)=N1)C(=O)O4258.4Semi standard non polar33892256
Ceftazidime,2TBDMS,isomer #1CC(C)(O/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)C1=CSC(N[Si](C)(C)C(C)(C)C)=N1)C(=O)O[Si](C)(C)C(C)(C)C4483.6Semi standard non polar33892256
Ceftazidime,2TBDMS,isomer #1CC(C)(O/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)C1=CSC(N[Si](C)(C)C(C)(C)C)=N1)C(=O)O[Si](C)(C)C(C)(C)C4158.7Standard non polar33892256
Ceftazidime,2TBDMS,isomer #1CC(C)(O/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)C1=CSC(N[Si](C)(C)C(C)(C)C)=N1)C(=O)O[Si](C)(C)C(C)(C)C6280.8Standard polar33892256
Ceftazidime,2TBDMS,isomer #2CC(C)(O/N=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)[Si](C)(C)C(C)(C)C)C1=CSC(N)=N1)C(=O)O[Si](C)(C)C(C)(C)C4345.5Semi standard non polar33892256
Ceftazidime,2TBDMS,isomer #2CC(C)(O/N=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)[Si](C)(C)C(C)(C)C)C1=CSC(N)=N1)C(=O)O[Si](C)(C)C(C)(C)C4171.9Standard non polar33892256
Ceftazidime,2TBDMS,isomer #2CC(C)(O/N=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)[Si](C)(C)C(C)(C)C)C1=CSC(N)=N1)C(=O)O[Si](C)(C)C(C)(C)C6252.5Standard polar33892256
Ceftazidime,2TBDMS,isomer #3CC(C)(O/N=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)[Si](C)(C)C(C)(C)C)C1=CSC(N[Si](C)(C)C(C)(C)C)=N1)C(=O)O4384.1Semi standard non polar33892256
Ceftazidime,2TBDMS,isomer #3CC(C)(O/N=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)[Si](C)(C)C(C)(C)C)C1=CSC(N[Si](C)(C)C(C)(C)C)=N1)C(=O)O4191.3Standard non polar33892256
Ceftazidime,2TBDMS,isomer #3CC(C)(O/N=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)[Si](C)(C)C(C)(C)C)C1=CSC(N[Si](C)(C)C(C)(C)C)=N1)C(=O)O6236.5Standard polar33892256
Ceftazidime,2TBDMS,isomer #4CC(C)(O/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)C1=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1)C(=O)O4463.6Semi standard non polar33892256
Ceftazidime,2TBDMS,isomer #4CC(C)(O/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)C1=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1)C(=O)O4244.5Standard non polar33892256
Ceftazidime,2TBDMS,isomer #4CC(C)(O/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)C1=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1)C(=O)O6397.2Standard polar33892256
Ceftazidime,3TBDMS,isomer #1CC(C)(O/N=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)[Si](C)(C)C(C)(C)C)C1=CSC(N[Si](C)(C)C(C)(C)C)=N1)C(=O)O[Si](C)(C)C(C)(C)C4498.9Semi standard non polar33892256
Ceftazidime,3TBDMS,isomer #1CC(C)(O/N=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)[Si](C)(C)C(C)(C)C)C1=CSC(N[Si](C)(C)C(C)(C)C)=N1)C(=O)O[Si](C)(C)C(C)(C)C4381.6Standard non polar33892256
Ceftazidime,3TBDMS,isomer #1CC(C)(O/N=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)[Si](C)(C)C(C)(C)C)C1=CSC(N[Si](C)(C)C(C)(C)C)=N1)C(=O)O[Si](C)(C)C(C)(C)C5789.4Standard polar33892256
Ceftazidime,3TBDMS,isomer #2CC(C)(O/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)C1=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1)C(=O)O[Si](C)(C)C(C)(C)C4567.0Semi standard non polar33892256
Ceftazidime,3TBDMS,isomer #2CC(C)(O/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)C1=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1)C(=O)O[Si](C)(C)C(C)(C)C4420.9Standard non polar33892256
Ceftazidime,3TBDMS,isomer #2CC(C)(O/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)C1=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1)C(=O)O[Si](C)(C)C(C)(C)C5896.0Standard polar33892256
Ceftazidime,3TBDMS,isomer #3CC(C)(O/N=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)[Si](C)(C)C(C)(C)C)C1=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1)C(=O)O4520.7Semi standard non polar33892256
Ceftazidime,3TBDMS,isomer #3CC(C)(O/N=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)[Si](C)(C)C(C)(C)C)C1=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1)C(=O)O4469.7Standard non polar33892256
Ceftazidime,3TBDMS,isomer #3CC(C)(O/N=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)[O-])=C(C[N+]3=CC=CC=C3)CS[C@H]12)[Si](C)(C)C(C)(C)C)C1=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1)C(=O)O5877.3Standard polar33892256
Spectra
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 DB00438 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00438 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB00438
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID4587145
KEGG Compound IDC06889
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkCeftazidime
METLIN IDNot Available
PubChem Compound5481173
PDB IDNot Available
ChEBI ID3508
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 ReferencesNot Available

Transporters

General function:
Involved in ion transmembrane transporter activity
Specific function:
Sodium-ion dependent, high affinity carnitine transporter. Involved in the active cellular uptake of carnitine. Transports one sodium ion with one molecule of carnitine. Also transports organic cations such as tetraethylammonium (TEA) without the involvement of sodium. Also relative uptake activity ratio of carnitine to TEA is 11.3
Gene Name:
SLC22A5
Uniprot ID:
O76082
Molecular weight:
62751.1
References
  1. Ganapathy ME, Huang W, Rajan DP, Carter AL, Sugawara M, Iseki K, Leibach FH, Ganapathy V: beta-lactam antibiotics as substrates for OCTN2, an organic cation/carnitine transporter. J Biol Chem. 2000 Jan 21;275(3):1699-707. [PubMed:10636865 ]
General function:
Involved in transporter activity
Specific function:
Proton-coupled intake of oligopeptides of 2 to 4 amino acids with a preference for dipeptides. May constitute a major route for the absorption of protein digestion end-products
Gene Name:
SLC15A1
Uniprot ID:
P46059
Molecular weight:
78805.3
References
  1. Ganapathy ME, Huang W, Rajan DP, Carter AL, Sugawara M, Iseki K, Leibach FH, Ganapathy V: beta-lactam antibiotics as substrates for OCTN2, an organic cation/carnitine transporter. J Biol Chem. 2000 Jan 21;275(3):1699-707. [PubMed:10636865 ]
  2. Luckner P, Brandsch M: Interaction of 31 beta-lactam antibiotics with the H+/peptide symporter PEPT2: analysis of affinity constants and comparison with PEPT1. Eur J Pharm Biopharm. 2005 Jan;59(1):17-24. [PubMed:15567297 ]
General function:
Involved in transporter activity
Specific function:
Proton-coupled intake of oligopeptides of 2 to 4 amino acids with a preference for dipeptides
Gene Name:
SLC15A2
Uniprot ID:
Q16348
Molecular weight:
81782.8
References
  1. Ganapathy ME, Huang W, Rajan DP, Carter AL, Sugawara M, Iseki K, Leibach FH, Ganapathy V: beta-lactam antibiotics as substrates for OCTN2, an organic cation/carnitine transporter. J Biol Chem. 2000 Jan 21;275(3):1699-707. [PubMed:10636865 ]
  2. Luckner P, Brandsch M: Interaction of 31 beta-lactam antibiotics with the H+/peptide symporter PEPT2: analysis of affinity constants and comparison with PEPT1. Eur J Pharm Biopharm. 2005 Jan;59(1):17-24. [PubMed:15567297 ]
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. Jariyawat S, Sekine T, Takeda M, Apiwattanakul N, Kanai Y, Sophasan S, Endou H: The interaction and transport of beta-lactam antibiotics with the cloned rat renal organic anion transporter 1. J Pharmacol Exp Ther. 1999 Aug;290(2):672-7. [PubMed:10411577 ]