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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:52 UTC
Update Date2022-03-07 02:52:00 UTC
HMDB IDHMDB0015485
Secondary Accession Numbers
  • HMDB15485
Metabolite Identification
Common NameCeftibuten
DescriptionCeftibuten is only found in individuals that have used or taken this drug. It is a third-generation cephalosporin antibiotic. It is an orally-administered agent. Cefalexin is used to treat acute bacterial exacerbations of chronic bronchitis (ABECB), acute bacterial otitis media, pharyngitis, and tonsilitis.Ceftibuten exerts its bactericidal action by binding to essential target proteins of the bacterial cell wall. This binding leads to inhibition of cell-wall synthesis.
Structure
Data?1582753302
Synonyms
ValueSource
(+)-(6R,7R)-7-((Z)-2-(2-Amino-4-thiazolyl)-4-carboxycrotonamido)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acidChEBI
(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-4-carboxybut-2-enoyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidChEBI
CeftibuteneChEBI
CeftibutenoChEBI
CeftibutenumChEBI
cis-CeftibutenChEBI
CETBKegg
(+)-(6R,7R)-7-((Z)-2-(2-Amino-4-thiazolyl)-4-carboxycrotonamido)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylateGenerator
(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-4-carboxybut-2-enoyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylateGenerator
CedaxHMDB
CedexHMDB
7-(2-(2-Amino-4-thiazolyl)-4-carboxy-2-butenoylamino)-3-cephem-4-carboxylic acidHMDB
Chemical FormulaC15H14N4O6S2
Average Molecular Weight410.425
Monoisotopic Molecular Weight410.03547558
IUPAC Name(6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-4-carboxybut-2-enamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Traditional Nameceftibuten
CAS Registry Number97519-39-6
SMILES
[H][C@]12SCC=C(N1C(=O)[C@H]2NC(=O)C(=C/CC(O)=O)\C1=CSC(N)=N1)C(O)=O
InChI Identifier
InChI=1S/C15H14N4O6S2/c16-15-17-7(5-27-15)6(1-2-9(20)21)11(22)18-10-12(23)19-8(14(24)25)3-4-26-13(10)19/h1,3,5,10,13H,2,4H2,(H2,16,17)(H,18,22)(H,20,21)(H,24,25)/b6-1-/t10-,13-/m1/s1
InChI KeyUNJFKXSSGBWRBZ-BJCIPQKHSA-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
  • N-acyl-amine
  • Dicarboxylic acid or derivatives
  • 1,3-thiazol-2-amine
  • Azole
  • Tertiary carboxylic acid amide
  • Thiazole
  • Heteroaromatic compound
  • Secondary carboxylic acid amide
  • Amino acid or derivatives
  • Amino acid
  • Azetidine
  • Carboxamide group
  • Carboxylic acid derivative
  • Thioether
  • Hemithioaminal
  • Dialkylthioether
  • Azacycle
  • Carboxylic acid
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Carbonyl group
  • Primary amine
  • Hydrocarbon derivative
  • Organic oxide
  • Amine
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.07 g/LNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Not Available191.448http://allccs.zhulab.cn/database/detail?ID=AllCCS00001046
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.07 g/LALOGPS
logP0.31ALOGPS
logP-1.4ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)2.99ChemAxon
pKa (Strongest Basic)4.69ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area162.92 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity97.02 m³·mol⁻¹ChemAxon
Polarizability38.5 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M-2H]-219.02430932474
DeepCCS[M+Na]+194.0930932474
AllCCS[M+H]+185.632859911
AllCCS[M+H-H2O]+183.232859911
AllCCS[M+NH4]+187.732859911
AllCCS[M+Na]+188.332859911
AllCCS[M-H]-182.932859911
AllCCS[M+Na-2H]-182.832859911
AllCCS[M+HCOO]-182.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Ceftibuten[H][C@]12SCC=C(N1C(=O)[C@H]2NC(=O)C(=C/CC(O)=O)\C1=CSC(N)=N1)C(O)=O5399.8Standard polar33892256
Ceftibuten[H][C@]12SCC=C(N1C(=O)[C@H]2NC(=O)C(=C/CC(O)=O)\C1=CSC(N)=N1)C(O)=O3239.5Standard non polar33892256
Ceftibuten[H][C@]12SCC=C(N1C(=O)[C@H]2NC(=O)C(=C/CC(O)=O)\C1=CSC(N)=N1)C(O)=O4137.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Ceftibuten,1TMS,isomer #1C[Si](C)(C)OC(=O)C/C=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=CCS[C@H]12)C1=CSC(N)=N13873.8Semi standard non polar33892256
Ceftibuten,1TMS,isomer #2C[Si](C)(C)OC(=O)C1=CCS[C@@H]2[C@H](NC(=O)/C(=C\CC(=O)O)C3=CSC(N)=N3)C(=O)N123866.3Semi standard non polar33892256
Ceftibuten,1TMS,isomer #3C[Si](C)(C)NC1=NC(/C(=C/CC(=O)O)C(=O)N[C@@H]2C(=O)N3C(C(=O)O)=CCS[C@H]23)=CS13962.8Semi standard non polar33892256
Ceftibuten,1TMS,isomer #4C[Si](C)(C)N(C(=O)/C(=C\CC(=O)O)C1=CSC(N)=N1)[C@@H]1C(=O)N2C(C(=O)O)=CCS[C@H]123793.6Semi standard non polar33892256
Ceftibuten,2TMS,isomer #1C[Si](C)(C)OC(=O)C/C=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=CCS[C@H]12)C1=CSC(N)=N13773.2Semi standard non polar33892256
Ceftibuten,2TMS,isomer #2C[Si](C)(C)NC1=NC(/C(=C/CC(=O)O[Si](C)(C)C)C(=O)N[C@@H]2C(=O)N3C(C(=O)O)=CCS[C@H]23)=CS13863.7Semi standard non polar33892256
Ceftibuten,2TMS,isomer #3C[Si](C)(C)OC(=O)C/C=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)O)=CCS[C@H]12)[Si](C)(C)C)C1=CSC(N)=N13660.3Semi standard non polar33892256
Ceftibuten,2TMS,isomer #4C[Si](C)(C)NC1=NC(/C(=C/CC(=O)O)C(=O)N[C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=CCS[C@H]23)=CS13851.9Semi standard non polar33892256
Ceftibuten,2TMS,isomer #5C[Si](C)(C)OC(=O)C1=CCS[C@@H]2[C@H](N(C(=O)/C(=C\CC(=O)O)C3=CSC(N)=N3)[Si](C)(C)C)C(=O)N123630.7Semi standard non polar33892256
Ceftibuten,2TMS,isomer #6C[Si](C)(C)N(C1=NC(/C(=C/CC(=O)O)C(=O)N[C@@H]2C(=O)N3C(C(=O)O)=CCS[C@H]23)=CS1)[Si](C)(C)C3885.2Semi standard non polar33892256
Ceftibuten,2TMS,isomer #7C[Si](C)(C)NC1=NC(/C(=C/CC(=O)O)C(=O)N([C@@H]2C(=O)N3C(C(=O)O)=CCS[C@H]23)[Si](C)(C)C)=CS13775.6Semi standard non polar33892256
Ceftibuten,3TMS,isomer #1C[Si](C)(C)NC1=NC(/C(=C/CC(=O)O[Si](C)(C)C)C(=O)N[C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=CCS[C@H]23)=CS13803.6Semi standard non polar33892256
Ceftibuten,3TMS,isomer #1C[Si](C)(C)NC1=NC(/C(=C/CC(=O)O[Si](C)(C)C)C(=O)N[C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=CCS[C@H]23)=CS13244.5Standard non polar33892256
Ceftibuten,3TMS,isomer #1C[Si](C)(C)NC1=NC(/C(=C/CC(=O)O[Si](C)(C)C)C(=O)N[C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=CCS[C@H]23)=CS15955.9Standard polar33892256
Ceftibuten,3TMS,isomer #2C[Si](C)(C)OC(=O)C/C=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=CCS[C@H]12)[Si](C)(C)C)C1=CSC(N)=N13576.0Semi standard non polar33892256
Ceftibuten,3TMS,isomer #2C[Si](C)(C)OC(=O)C/C=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=CCS[C@H]12)[Si](C)(C)C)C1=CSC(N)=N13274.2Standard non polar33892256
Ceftibuten,3TMS,isomer #2C[Si](C)(C)OC(=O)C/C=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=CCS[C@H]12)[Si](C)(C)C)C1=CSC(N)=N15586.2Standard polar33892256
Ceftibuten,3TMS,isomer #3C[Si](C)(C)OC(=O)C/C=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=CCS[C@H]12)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N13757.9Semi standard non polar33892256
Ceftibuten,3TMS,isomer #3C[Si](C)(C)OC(=O)C/C=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=CCS[C@H]12)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N13360.6Standard non polar33892256
Ceftibuten,3TMS,isomer #3C[Si](C)(C)OC(=O)C/C=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=CCS[C@H]12)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N15708.2Standard polar33892256
Ceftibuten,3TMS,isomer #4C[Si](C)(C)NC1=NC(/C(=C/CC(=O)O[Si](C)(C)C)C(=O)N([C@@H]2C(=O)N3C(C(=O)O)=CCS[C@H]23)[Si](C)(C)C)=CS13683.1Semi standard non polar33892256
Ceftibuten,3TMS,isomer #4C[Si](C)(C)NC1=NC(/C(=C/CC(=O)O[Si](C)(C)C)C(=O)N([C@@H]2C(=O)N3C(C(=O)O)=CCS[C@H]23)[Si](C)(C)C)=CS13305.5Standard non polar33892256
Ceftibuten,3TMS,isomer #4C[Si](C)(C)NC1=NC(/C(=C/CC(=O)O[Si](C)(C)C)C(=O)N([C@@H]2C(=O)N3C(C(=O)O)=CCS[C@H]23)[Si](C)(C)C)=CS15506.9Standard polar33892256
Ceftibuten,3TMS,isomer #5C[Si](C)(C)OC(=O)C1=CCS[C@@H]2[C@H](NC(=O)/C(=C\CC(=O)O)C3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)C(=O)N123723.3Semi standard non polar33892256
Ceftibuten,3TMS,isomer #5C[Si](C)(C)OC(=O)C1=CCS[C@@H]2[C@H](NC(=O)/C(=C\CC(=O)O)C3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)C(=O)N123412.1Standard non polar33892256
Ceftibuten,3TMS,isomer #5C[Si](C)(C)OC(=O)C1=CCS[C@@H]2[C@H](NC(=O)/C(=C\CC(=O)O)C3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)C(=O)N125857.0Standard polar33892256
Ceftibuten,3TMS,isomer #6C[Si](C)(C)NC1=NC(/C(=C/CC(=O)O)C(=O)N([C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=CCS[C@H]23)[Si](C)(C)C)=CS13656.6Semi standard non polar33892256
Ceftibuten,3TMS,isomer #6C[Si](C)(C)NC1=NC(/C(=C/CC(=O)O)C(=O)N([C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=CCS[C@H]23)[Si](C)(C)C)=CS13322.8Standard non polar33892256
Ceftibuten,3TMS,isomer #6C[Si](C)(C)NC1=NC(/C(=C/CC(=O)O)C(=O)N([C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=CCS[C@H]23)[Si](C)(C)C)=CS15552.5Standard polar33892256
Ceftibuten,3TMS,isomer #7C[Si](C)(C)N(C(=O)/C(=C\CC(=O)O)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N1)[C@@H]1C(=O)N2C(C(=O)O)=CCS[C@H]123645.1Semi standard non polar33892256
Ceftibuten,3TMS,isomer #7C[Si](C)(C)N(C(=O)/C(=C\CC(=O)O)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N1)[C@@H]1C(=O)N2C(C(=O)O)=CCS[C@H]123470.0Standard non polar33892256
Ceftibuten,3TMS,isomer #7C[Si](C)(C)N(C(=O)/C(=C\CC(=O)O)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N1)[C@@H]1C(=O)N2C(C(=O)O)=CCS[C@H]125500.7Standard polar33892256
Ceftibuten,4TMS,isomer #1C[Si](C)(C)OC(=O)C/C=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=CCS[C@H]12)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N13723.2Semi standard non polar33892256
Ceftibuten,4TMS,isomer #1C[Si](C)(C)OC(=O)C/C=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=CCS[C@H]12)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N13348.4Standard non polar33892256
Ceftibuten,4TMS,isomer #1C[Si](C)(C)OC(=O)C/C=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=CCS[C@H]12)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N15462.2Standard polar33892256
Ceftibuten,4TMS,isomer #2C[Si](C)(C)NC1=NC(/C(=C/CC(=O)O[Si](C)(C)C)C(=O)N([C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=CCS[C@H]23)[Si](C)(C)C)=CS13615.4Semi standard non polar33892256
Ceftibuten,4TMS,isomer #2C[Si](C)(C)NC1=NC(/C(=C/CC(=O)O[Si](C)(C)C)C(=O)N([C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=CCS[C@H]23)[Si](C)(C)C)=CS13302.3Standard non polar33892256
Ceftibuten,4TMS,isomer #2C[Si](C)(C)NC1=NC(/C(=C/CC(=O)O[Si](C)(C)C)C(=O)N([C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C)=CCS[C@H]23)[Si](C)(C)C)=CS15096.0Standard polar33892256
Ceftibuten,4TMS,isomer #3C[Si](C)(C)OC(=O)C/C=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)O)=CCS[C@H]12)[Si](C)(C)C)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N13613.1Semi standard non polar33892256
Ceftibuten,4TMS,isomer #3C[Si](C)(C)OC(=O)C/C=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)O)=CCS[C@H]12)[Si](C)(C)C)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N13422.3Standard non polar33892256
Ceftibuten,4TMS,isomer #3C[Si](C)(C)OC(=O)C/C=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)O)=CCS[C@H]12)[Si](C)(C)C)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N14996.3Standard polar33892256
Ceftibuten,4TMS,isomer #4C[Si](C)(C)OC(=O)C1=CCS[C@@H]2[C@H](N(C(=O)/C(=C\CC(=O)O)C3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[Si](C)(C)C)C(=O)N123581.7Semi standard non polar33892256
Ceftibuten,4TMS,isomer #4C[Si](C)(C)OC(=O)C1=CCS[C@@H]2[C@H](N(C(=O)/C(=C\CC(=O)O)C3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[Si](C)(C)C)C(=O)N123443.5Standard non polar33892256
Ceftibuten,4TMS,isomer #4C[Si](C)(C)OC(=O)C1=CCS[C@@H]2[C@H](N(C(=O)/C(=C\CC(=O)O)C3=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N3)[Si](C)(C)C)C(=O)N125069.2Standard polar33892256
Ceftibuten,5TMS,isomer #1C[Si](C)(C)OC(=O)C/C=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=CCS[C@H]12)[Si](C)(C)C)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N13591.3Semi standard non polar33892256
Ceftibuten,5TMS,isomer #1C[Si](C)(C)OC(=O)C/C=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=CCS[C@H]12)[Si](C)(C)C)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N13405.7Standard non polar33892256
Ceftibuten,5TMS,isomer #1C[Si](C)(C)OC(=O)C/C=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)O[Si](C)(C)C)=CCS[C@H]12)[Si](C)(C)C)C1=CSC(N([Si](C)(C)C)[Si](C)(C)C)=N14644.4Standard polar33892256
Ceftibuten,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C/C=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=CCS[C@H]12)C1=CSC(N)=N14136.3Semi standard non polar33892256
Ceftibuten,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C1=CCS[C@@H]2[C@H](NC(=O)/C(=C\CC(=O)O)C3=CSC(N)=N3)C(=O)N124099.8Semi standard non polar33892256
Ceftibuten,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC1=NC(/C(=C/CC(=O)O)C(=O)N[C@@H]2C(=O)N3C(C(=O)O)=CCS[C@H]23)=CS14135.7Semi standard non polar33892256
Ceftibuten,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)N(C(=O)/C(=C\CC(=O)O)C1=CSC(N)=N1)[C@@H]1C(=O)N2C(C(=O)O)=CCS[C@H]124002.5Semi standard non polar33892256
Ceftibuten,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C/C=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=CCS[C@H]12)C1=CSC(N)=N14227.3Semi standard non polar33892256
Ceftibuten,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC(/C(=C/CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N[C@@H]2C(=O)N3C(C(=O)O)=CCS[C@H]23)=CS14269.3Semi standard non polar33892256
Ceftibuten,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C/C=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)O)=CCS[C@H]12)[Si](C)(C)C(C)(C)C)C1=CSC(N)=N14096.5Semi standard non polar33892256
Ceftibuten,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC1=NC(/C(=C/CC(=O)O)C(=O)N[C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C(C)(C)C)=CCS[C@H]23)=CS14244.2Semi standard non polar33892256
Ceftibuten,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)C1=CCS[C@@H]2[C@H](N(C(=O)/C(=C\CC(=O)O)C3=CSC(N)=N3)[Si](C)(C)C(C)(C)C)C(=O)N124038.3Semi standard non polar33892256
Ceftibuten,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)N(C1=NC(/C(=C/CC(=O)O)C(=O)N[C@@H]2C(=O)N3C(C(=O)O)=CCS[C@H]23)=CS1)[Si](C)(C)C(C)(C)C4238.4Semi standard non polar33892256
Ceftibuten,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)NC1=NC(/C(=C/CC(=O)O)C(=O)N([C@@H]2C(=O)N3C(C(=O)O)=CCS[C@H]23)[Si](C)(C)C(C)(C)C)=CS14139.2Semi standard non polar33892256
Ceftibuten,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC(/C(=C/CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N[C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C(C)(C)C)=CCS[C@H]23)=CS14414.6Semi standard non polar33892256
Ceftibuten,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC(/C(=C/CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N[C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C(C)(C)C)=CCS[C@H]23)=CS13779.1Standard non polar33892256
Ceftibuten,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC(/C(=C/CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N[C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C(C)(C)C)=CCS[C@H]23)=CS15650.4Standard polar33892256
Ceftibuten,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C/C=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=CCS[C@H]12)[Si](C)(C)C(C)(C)C)C1=CSC(N)=N14168.8Semi standard non polar33892256
Ceftibuten,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C/C=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=CCS[C@H]12)[Si](C)(C)C(C)(C)C)C1=CSC(N)=N13781.0Standard non polar33892256
Ceftibuten,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C/C=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=CCS[C@H]12)[Si](C)(C)C(C)(C)C)C1=CSC(N)=N15444.2Standard polar33892256
Ceftibuten,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C/C=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=CCS[C@H]12)C1=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N14362.5Semi standard non polar33892256
Ceftibuten,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C/C=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=CCS[C@H]12)C1=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N13885.2Standard non polar33892256
Ceftibuten,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C/C=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=CCS[C@H]12)C1=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N15411.0Standard polar33892256
Ceftibuten,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC1=NC(/C(=C/CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H]2C(=O)N3C(C(=O)O)=CCS[C@H]23)[Si](C)(C)C(C)(C)C)=CS14281.3Semi standard non polar33892256
Ceftibuten,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC1=NC(/C(=C/CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H]2C(=O)N3C(C(=O)O)=CCS[C@H]23)[Si](C)(C)C(C)(C)C)=CS13853.3Standard non polar33892256
Ceftibuten,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC1=NC(/C(=C/CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H]2C(=O)N3C(C(=O)O)=CCS[C@H]23)[Si](C)(C)C(C)(C)C)=CS15277.3Standard polar33892256
Ceftibuten,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)C1=CCS[C@@H]2[C@H](NC(=O)/C(=C\CC(=O)O)C3=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N3)C(=O)N124318.3Semi standard non polar33892256
Ceftibuten,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)C1=CCS[C@@H]2[C@H](NC(=O)/C(=C\CC(=O)O)C3=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N3)C(=O)N123912.2Standard non polar33892256
Ceftibuten,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=O)C1=CCS[C@@H]2[C@H](NC(=O)/C(=C\CC(=O)O)C3=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N3)C(=O)N125578.0Standard polar33892256
Ceftibuten,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)NC1=NC(/C(=C/CC(=O)O)C(=O)N([C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C(C)(C)C)=CCS[C@H]23)[Si](C)(C)C(C)(C)C)=CS14229.8Semi standard non polar33892256
Ceftibuten,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)NC1=NC(/C(=C/CC(=O)O)C(=O)N([C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C(C)(C)C)=CCS[C@H]23)[Si](C)(C)C(C)(C)C)=CS13851.6Standard non polar33892256
Ceftibuten,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)NC1=NC(/C(=C/CC(=O)O)C(=O)N([C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C(C)(C)C)=CCS[C@H]23)[Si](C)(C)C(C)(C)C)=CS15339.7Standard polar33892256
Ceftibuten,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)N(C(=O)/C(=C\CC(=O)O)C1=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1)[C@@H]1C(=O)N2C(C(=O)O)=CCS[C@H]124255.7Semi standard non polar33892256
Ceftibuten,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)N(C(=O)/C(=C\CC(=O)O)C1=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1)[C@@H]1C(=O)N2C(C(=O)O)=CCS[C@H]123987.5Standard non polar33892256
Ceftibuten,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)N(C(=O)/C(=C\CC(=O)O)C1=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N1)[C@@H]1C(=O)N2C(C(=O)O)=CCS[C@H]125275.9Standard polar33892256
Ceftibuten,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C/C=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=CCS[C@H]12)C1=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N14486.4Semi standard non polar33892256
Ceftibuten,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C/C=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=CCS[C@H]12)C1=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N14017.2Standard non polar33892256
Ceftibuten,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C/C=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)O[Si](C)(C)C(C)(C)C)=CCS[C@H]12)C1=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N15221.2Standard polar33892256
Ceftibuten,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC(/C(=C/CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C(C)(C)C)=CCS[C@H]23)[Si](C)(C)C(C)(C)C)=CS14353.9Semi standard non polar33892256
Ceftibuten,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC(/C(=C/CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C(C)(C)C)=CCS[C@H]23)[Si](C)(C)C(C)(C)C)=CS13958.2Standard non polar33892256
Ceftibuten,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC(/C(=C/CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H]2C(=O)N3C(C(=O)O[Si](C)(C)C(C)(C)C)=CCS[C@H]23)[Si](C)(C)C(C)(C)C)=CS14990.3Standard polar33892256
Ceftibuten,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C/C=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)O)=CCS[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)=N14407.5Semi standard non polar33892256
Ceftibuten,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C/C=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)O)=CCS[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)=N14097.4Standard non polar33892256
Ceftibuten,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C/C=C(\C(=O)N([C@@H]1C(=O)N2C(C(=O)O)=CCS[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)=N14923.0Standard polar33892256
Ceftibuten,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)C1=CCS[C@@H]2[C@H](N(C(=O)/C(=C\CC(=O)O)C3=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N3)[Si](C)(C)C(C)(C)C)C(=O)N124359.0Semi standard non polar33892256
Ceftibuten,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)C1=CCS[C@@H]2[C@H](N(C(=O)/C(=C\CC(=O)O)C3=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N3)[Si](C)(C)C(C)(C)C)C(=O)N124076.7Standard non polar33892256
Ceftibuten,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)C1=CCS[C@@H]2[C@H](N(C(=O)/C(=C\CC(=O)O)C3=CSC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N3)[Si](C)(C)C(C)(C)C)C(=O)N124967.1Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Ceftibuten GC-MS (Non-derivatized) - 70eV, Positivesplash10-00l6-4429000000-9eb742eca3a39f7f33c72017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ceftibuten GC-MS (2 TMS) - 70eV, Positivesplash10-007c-5112290000-67c5009b631f19f5afd32017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ceftibuten GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ceftibuten 10V, Positive-QTOFsplash10-00kf-1956200000-fb5911483fe37835ee052016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ceftibuten 20V, Positive-QTOFsplash10-00kf-1952000000-968eb058db01aac160582016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ceftibuten 40V, Positive-QTOFsplash10-05py-6900000000-5b91131b300dfce27ffe2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ceftibuten 10V, Negative-QTOFsplash10-067i-0197100000-b92f44385691c61e259f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ceftibuten 20V, Negative-QTOFsplash10-0159-6497000000-897341155f6550b60c892016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ceftibuten 40V, Negative-QTOFsplash10-052f-9210000000-0931070d4e68d34816192016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ceftibuten 10V, Positive-QTOFsplash10-03di-0206900000-56987e3ec4dfee8313a52021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ceftibuten 20V, Positive-QTOFsplash10-0j5c-0889100000-10c0830632bb6ded71902021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ceftibuten 40V, Positive-QTOFsplash10-014i-0911000000-451f229108728ac430fd2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ceftibuten 10V, Negative-QTOFsplash10-00xr-0129000000-5f07301226a0ae9702292021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ceftibuten 20V, Negative-QTOFsplash10-00xr-1429000000-207cae2f67161059ada92021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ceftibuten 40V, Negative-QTOFsplash10-052g-7913000000-5d44774d788cdc748a962021-10-11Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • 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 DB01415 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB01415 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB01415
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID4445419
KEGG Compound IDC08117
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkCeftibuten
METLIN IDNot Available
PubChem Compound5282242
PDB IDNot Available
ChEBI ID3510
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 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, Prasad PD, Mackenzie B, Ganapathy V, Leibach FH: Interaction of anionic cephalosporins with the intestinal and renal peptide transporters PEPT 1 and PEPT 2. Biochim Biophys Acta. 1997 Mar 13;1324(2):296-308. [PubMed:9092716 ]
  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 ]
  3. Saito H, Okuda M, Terada T, Sasaki S, Inui K: Cloning and characterization of a rat H+/peptide cotransporter mediating absorption of beta-lactam antibiotics in the intestine and kidney. J Pharmacol Exp Ther. 1995 Dec;275(3):1631-7. [PubMed:8531138 ]
  4. Terada T, Saito H, Mukai M, Inui K: Characterization of stably transfected kidney epithelial cell line expressing rat H+/peptide cotransporter PEPT1: localization of PEPT1 and transport of beta-lactam antibiotics. J Pharmacol Exp Ther. 1997 Jun;281(3):1415-21. [PubMed:9190878 ]
  5. Terada T, Saito H, Mukai M, Inui K: Recognition of beta-lactam antibiotics by rat peptide transporters, PEPT1 and PEPT2, in LLC-PK1 cells. Am J Physiol. 1997 Nov;273(5 Pt 2):F706-11. [PubMed:9374833 ]
  6. Tsuji A: Transporter-mediated Drug Interactions. Drug Metab Pharmacokinet. 2002;17(4):253-74. [PubMed:15618677 ]
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, Prasad PD, Mackenzie B, Ganapathy V, Leibach FH: Interaction of anionic cephalosporins with the intestinal and renal peptide transporters PEPT 1 and PEPT 2. Biochim Biophys Acta. 1997 Mar 13;1324(2):296-308. [PubMed:9092716 ]
  2. Terada T, Saito H, Mukai M, Inui K: Recognition of beta-lactam antibiotics by rat peptide transporters, PEPT1 and PEPT2, in LLC-PK1 cells. Am J Physiol. 1997 Nov;273(5 Pt 2):F706-11. [PubMed:9374833 ]
  3. 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 ]