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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:52 UTC
Update Date2022-03-07 02:51:59 UTC
HMDB IDHMDB0015428
Secondary Accession Numbers
  • HMDB15428
Metabolite Identification
Common NameCefradine
DescriptionCefradine is only found in individuals that have used or taken this drug. It is a semi-synthetic cephalosporin antibiotic.Cefradine is a first generation cephalosporin antibiotic with a spectrum of activity similar to Cefalexin. Cefradine, like the penicillins, is a beta-lactam antibiotic. By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, it inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that Cefradine interferes with an autolysin inhibitor.
Structure
Data?1582753296
Synonyms
ValueSource
(6R,7R)-7-((R)-2-Amino-2-(1,4-cyclohexadien-1-yl)acetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acidChEBI
(6R,7R)-7-{[(2R)-2-amino-2-cyclohexa-1,4-dien-1-ylacetyl]amino}-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidChEBI
7-(D-2-Amino-2-(1,4-cyclohexadienyl)acetamide)desacetoxycephalosporanicacidChEBI
AnsporChEBI
CEDChEBI
CefradinaChEBI
CefradinumChEBI
CephradinChEBI
EskacefChEBI
SefrilChEBI
VelosefChEBI
(6R,7R)-7-((R)-2-Amino-2-(1,4-cyclohexadien-1-yl)acetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylateGenerator
(6R,7R)-7-{[(2R)-2-amino-2-cyclohexa-1,4-dien-1-ylacetyl]amino}-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylateGenerator
CephradineHMDB
DexefHMDB
Galen brand OF cephradineHMDB
Septa brand OF cephradineHMDB
Alpharma brand OF cephradineHMDB
Cephradine dihydrateHMDB
Cephradine, non-stoichiometric hydrateHMDB
Dexo brand OF cephradineHMDB
KelsefHMDB
SeptacefHMDB
Bristol-myers squibb brand OF cefradineHMDB
MaxisporinHMDB
NicefHMDB
Non-stoichiometric hydrate cephradineHMDB
Reig jofre brand OF cephradineHMDB
Zeefra géHMDB
Bouchara brand OF cephradineHMDB
Cephradine, NON stoichiometric hydrateHMDB
Dihydrate, cephradineHMDB
Squibb brand OF cephradineHMDB
VelocefHMDB
Yamanouchi brand OF cephradineHMDB
CefradineChEBI
Chemical FormulaC16H19N3O4S
Average Molecular Weight349.405
Monoisotopic Molecular Weight349.109626801
IUPAC Name(6R,7R)-7-[(2R)-2-amino-2-(cyclohexa-1,4-dien-1-yl)acetamido]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Traditional Namecefradine
CAS Registry Number38821-53-3
SMILES
[H][C@]12SCC(C)=C(N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CCC=CC1)C(O)=O
InChI Identifier
InChI=1S/C16H19N3O4S/c1-8-7-24-15-11(14(21)19(15)12(8)16(22)23)18-13(20)10(17)9-5-3-2-4-6-9/h2-3,6,10-11,15H,4-5,7,17H2,1H3,(H,18,20)(H,22,23)/t10-,11-,15-/m1/s1
InChI KeyRDLPVSKMFDYCOR-UEKVPHQBSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentN-acyl-alpha amino acids and derivatives
Alternative Parents
Substituents
  • N-acyl-alpha amino acid or derivatives
  • Cephem
  • Meta-thiazine
  • Beta-lactam
  • Tertiary carboxylic acid amide
  • Azetidine
  • Carboxamide group
  • Amino acid
  • Lactam
  • Carboximidic acid
  • Carboximidic acid derivative
  • Carboxylic acid
  • Azacycle
  • Monocarboxylic acid or derivatives
  • Organoheterocyclic compound
  • Dialkylthioether
  • Thioether
  • Hemithioaminal
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Organic oxygen compound
  • Primary aliphatic amine
  • Organopnictogen compound
  • Carbonyl group
  • Organonitrogen compound
  • Organooxygen compound
  • Primary amine
  • Organic nitrogen compound
  • Organic oxide
  • Amine
  • Hydrocarbon derivative
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point140 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.78 g/LNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.78 g/LALOGPS
logP0.7ALOGPS
logP-2.4ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)3.46ChemAxon
pKa (Strongest Basic)7.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area112.73 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity92 m³·mol⁻¹ChemAxon
Polarizability33.19 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+180.79531661259
DarkChem[M-H]-173.5531661259
DeepCCS[M-2H]-214.74830932474
DeepCCS[M+Na]+189.90830932474
AllCCS[M+H]+180.532859911
AllCCS[M+H-H2O]+177.732859911
AllCCS[M+NH4]+183.032859911
AllCCS[M+Na]+183.832859911
AllCCS[M-H]-178.632859911
AllCCS[M+Na-2H]-178.632859911
AllCCS[M+HCOO]-178.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Cefradine[H][C@]12SCC(C)=C(N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CCC=CC1)C(O)=O4022.1Standard polar33892256
Cefradine[H][C@]12SCC(C)=C(N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CCC=CC1)C(O)=O2684.7Standard non polar33892256
Cefradine[H][C@]12SCC(C)=C(N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CCC=CC1)C(O)=O3161.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Cefradine,1TMS,isomer #1CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](NC(=O)[C@H](N)C3=CCC=CC3)[C@H]2SC12956.0Semi standard non polar33892256
Cefradine,1TMS,isomer #2CC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)[C@H](N[Si](C)(C)C)C3=CCC=CC3)[C@H]2SC13029.3Semi standard non polar33892256
Cefradine,1TMS,isomer #3CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)[C@H](N)C3=CCC=CC3)[Si](C)(C)C)[C@H]2SC12882.8Semi standard non polar33892256
Cefradine,2TMS,isomer #1CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](NC(=O)[C@H](N[Si](C)(C)C)C3=CCC=CC3)[C@H]2SC12957.8Semi standard non polar33892256
Cefradine,2TMS,isomer #1CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](NC(=O)[C@H](N[Si](C)(C)C)C3=CCC=CC3)[C@H]2SC12719.9Standard non polar33892256
Cefradine,2TMS,isomer #1CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](NC(=O)[C@H](N[Si](C)(C)C)C3=CCC=CC3)[C@H]2SC14349.8Standard polar33892256
Cefradine,2TMS,isomer #2CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)[C@H](N)C3=CCC=CC3)[Si](C)(C)C)[C@H]2SC12849.7Semi standard non polar33892256
Cefradine,2TMS,isomer #2CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)[C@H](N)C3=CCC=CC3)[Si](C)(C)C)[C@H]2SC12731.3Standard non polar33892256
Cefradine,2TMS,isomer #2CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)[C@H](N)C3=CCC=CC3)[Si](C)(C)C)[C@H]2SC14774.8Standard polar33892256
Cefradine,2TMS,isomer #3CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)[C@H](N[Si](C)(C)C)C3=CCC=CC3)[Si](C)(C)C)[C@H]2SC12882.0Semi standard non polar33892256
Cefradine,2TMS,isomer #3CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)[C@H](N[Si](C)(C)C)C3=CCC=CC3)[Si](C)(C)C)[C@H]2SC12754.0Standard non polar33892256
Cefradine,2TMS,isomer #3CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)[C@H](N[Si](C)(C)C)C3=CCC=CC3)[Si](C)(C)C)[C@H]2SC14084.0Standard polar33892256
Cefradine,2TMS,isomer #4CC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)[C@@H](C3=CCC=CC3)N([Si](C)(C)C)[Si](C)(C)C)[C@H]2SC13024.6Semi standard non polar33892256
Cefradine,2TMS,isomer #4CC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)[C@@H](C3=CCC=CC3)N([Si](C)(C)C)[Si](C)(C)C)[C@H]2SC12803.5Standard non polar33892256
Cefradine,2TMS,isomer #4CC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)[C@@H](C3=CCC=CC3)N([Si](C)(C)C)[Si](C)(C)C)[C@H]2SC14286.0Standard polar33892256
Cefradine,3TMS,isomer #1CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)[C@H](N[Si](C)(C)C)C3=CCC=CC3)[Si](C)(C)C)[C@H]2SC12879.4Semi standard non polar33892256
Cefradine,3TMS,isomer #1CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)[C@H](N[Si](C)(C)C)C3=CCC=CC3)[Si](C)(C)C)[C@H]2SC12829.0Standard non polar33892256
Cefradine,3TMS,isomer #1CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)[C@H](N[Si](C)(C)C)C3=CCC=CC3)[Si](C)(C)C)[C@H]2SC13888.3Standard polar33892256
Cefradine,3TMS,isomer #2CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](NC(=O)[C@@H](C3=CCC=CC3)N([Si](C)(C)C)[Si](C)(C)C)[C@H]2SC12979.4Semi standard non polar33892256
Cefradine,3TMS,isomer #2CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](NC(=O)[C@@H](C3=CCC=CC3)N([Si](C)(C)C)[Si](C)(C)C)[C@H]2SC12857.4Standard non polar33892256
Cefradine,3TMS,isomer #2CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](NC(=O)[C@@H](C3=CCC=CC3)N([Si](C)(C)C)[Si](C)(C)C)[C@H]2SC14103.9Standard polar33892256
Cefradine,3TMS,isomer #3CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)[C@@H](C3=CCC=CC3)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)[C@H]2SC12937.0Semi standard non polar33892256
Cefradine,3TMS,isomer #3CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)[C@@H](C3=CCC=CC3)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)[C@H]2SC12901.1Standard non polar33892256
Cefradine,3TMS,isomer #3CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)[C@@H](C3=CCC=CC3)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)[C@H]2SC13867.0Standard polar33892256
Cefradine,4TMS,isomer #1CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)[C@@H](C3=CCC=CC3)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)[C@H]2SC12964.5Semi standard non polar33892256
Cefradine,4TMS,isomer #1CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)[C@@H](C3=CCC=CC3)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)[C@H]2SC12956.5Standard non polar33892256
Cefradine,4TMS,isomer #1CC1=C(C(=O)O[Si](C)(C)C)N2C(=O)[C@@H](N(C(=O)[C@@H](C3=CCC=CC3)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C)[C@H]2SC13649.6Standard polar33892256
Cefradine,1TBDMS,isomer #1CC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](NC(=O)[C@H](N)C3=CCC=CC3)[C@H]2SC13147.1Semi standard non polar33892256
Cefradine,1TBDMS,isomer #2CC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CCC=CC3)[C@H]2SC13204.4Semi standard non polar33892256
Cefradine,1TBDMS,isomer #3CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)[C@H](N)C3=CCC=CC3)[Si](C)(C)C(C)(C)C)[C@H]2SC13082.4Semi standard non polar33892256
Cefradine,2TBDMS,isomer #1CC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](NC(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CCC=CC3)[C@H]2SC13306.9Semi standard non polar33892256
Cefradine,2TBDMS,isomer #1CC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](NC(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CCC=CC3)[C@H]2SC13075.0Standard non polar33892256
Cefradine,2TBDMS,isomer #1CC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](NC(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CCC=CC3)[C@H]2SC14405.2Standard polar33892256
Cefradine,2TBDMS,isomer #2CC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N(C(=O)[C@H](N)C3=CCC=CC3)[Si](C)(C)C(C)(C)C)[C@H]2SC13222.4Semi standard non polar33892256
Cefradine,2TBDMS,isomer #2CC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N(C(=O)[C@H](N)C3=CCC=CC3)[Si](C)(C)C(C)(C)C)[C@H]2SC13081.9Standard non polar33892256
Cefradine,2TBDMS,isomer #2CC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N(C(=O)[C@H](N)C3=CCC=CC3)[Si](C)(C)C(C)(C)C)[C@H]2SC14764.6Standard polar33892256
Cefradine,2TBDMS,isomer #3CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CCC=CC3)[Si](C)(C)C(C)(C)C)[C@H]2SC13243.1Semi standard non polar33892256
Cefradine,2TBDMS,isomer #3CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CCC=CC3)[Si](C)(C)C(C)(C)C)[C@H]2SC13121.7Standard non polar33892256
Cefradine,2TBDMS,isomer #3CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CCC=CC3)[Si](C)(C)C(C)(C)C)[C@H]2SC14145.3Standard polar33892256
Cefradine,2TBDMS,isomer #4CC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)[C@@H](C3=CCC=CC3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H]2SC13373.8Semi standard non polar33892256
Cefradine,2TBDMS,isomer #4CC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)[C@@H](C3=CCC=CC3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H]2SC13137.0Standard non polar33892256
Cefradine,2TBDMS,isomer #4CC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)[C@@H](C3=CCC=CC3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H]2SC14296.3Standard polar33892256
Cefradine,3TBDMS,isomer #1CC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N(C(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CCC=CC3)[Si](C)(C)C(C)(C)C)[C@H]2SC13394.9Semi standard non polar33892256
Cefradine,3TBDMS,isomer #1CC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N(C(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CCC=CC3)[Si](C)(C)C(C)(C)C)[C@H]2SC13345.6Standard non polar33892256
Cefradine,3TBDMS,isomer #1CC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N(C(=O)[C@H](N[Si](C)(C)C(C)(C)C)C3=CCC=CC3)[Si](C)(C)C(C)(C)C)[C@H]2SC14044.7Standard polar33892256
Cefradine,3TBDMS,isomer #2CC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](NC(=O)[C@@H](C3=CCC=CC3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H]2SC13539.2Semi standard non polar33892256
Cefradine,3TBDMS,isomer #2CC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](NC(=O)[C@@H](C3=CCC=CC3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H]2SC13346.9Standard non polar33892256
Cefradine,3TBDMS,isomer #2CC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](NC(=O)[C@@H](C3=CCC=CC3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H]2SC14203.4Standard polar33892256
Cefradine,3TBDMS,isomer #3CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)[C@@H](C3=CCC=CC3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H]2SC13493.0Semi standard non polar33892256
Cefradine,3TBDMS,isomer #3CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)[C@@H](C3=CCC=CC3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H]2SC13407.1Standard non polar33892256
Cefradine,3TBDMS,isomer #3CC1=C(C(=O)O)N2C(=O)[C@@H](N(C(=O)[C@@H](C3=CCC=CC3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H]2SC13997.7Standard polar33892256
Cefradine,4TBDMS,isomer #1CC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N(C(=O)[C@@H](C3=CCC=CC3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H]2SC13678.5Semi standard non polar33892256
Cefradine,4TBDMS,isomer #1CC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N(C(=O)[C@@H](C3=CCC=CC3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H]2SC13613.3Standard non polar33892256
Cefradine,4TBDMS,isomer #1CC1=C(C(=O)O[Si](C)(C)C(C)(C)C)N2C(=O)[C@@H](N(C(=O)[C@@H](C3=CCC=CC3)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H]2SC13851.8Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Cefradine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-2900000000-80091aae9d8fe850aa252017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cefradine GC-MS (1 TMS) - 70eV, Positivesplash10-001i-3900000000-f3afa9ff45849147f9a22017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cefradine 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 - Cefradine 10V, Positive-QTOFsplash10-0a4i-1912000000-94bd215ef6e306dfd0512016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cefradine 20V, Positive-QTOFsplash10-0a4i-2910000000-26a494e3da8e0d33e6292016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cefradine 40V, Positive-QTOFsplash10-0a4i-9300000000-097e4f455974858cef422016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cefradine 10V, Negative-QTOFsplash10-0006-0934000000-bf2ed0a2aca8acb21b3e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cefradine 20V, Negative-QTOFsplash10-0a4u-2932000000-aa6e803bb5f9545a1eac2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cefradine 40V, Negative-QTOFsplash10-054o-9700000000-b510a6e614beeea3bf422016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cefradine 10V, Positive-QTOFsplash10-001i-0319000000-2535ee7cf529eb4fbf332021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cefradine 20V, Positive-QTOFsplash10-0apr-0943000000-2bc81312ff29a404d6742021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cefradine 40V, Positive-QTOFsplash10-052f-6911000000-1bec8d8bfe5bc02f1d952021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cefradine 10V, Negative-QTOFsplash10-022a-0109000000-3219bd20c2d4b92d63cb2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cefradine 20V, Negative-QTOFsplash10-0a4j-1917000000-73766223250173d303de2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cefradine 40V, Negative-QTOFsplash10-01ox-7900000000-ce05c848a6c064cbd4c32021-10-11Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart 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 DB01333 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB01333 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB01333
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID34933
KEGG Compound IDC06897
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkCephradine
METLIN IDNot Available
PubChem Compound38103
PDB IDNot Available
ChEBI ID3547
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. Neiss ES: Cephradine--a summary of preclinical studies and clinical pharmacology. J Ir Med Assoc. 1973 Mar 24;Suppl:1-12. [PubMed:4572639 ]

Enzymes

General function:
Involved in monooxygenase activity
Specific function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:
CYP3A4
Uniprot ID:
P08684
Molecular weight:
57255.585
References
  1. Yasuda K, Ranade A, Venkataramanan R, Strom S, Chupka J, Ekins S, Schuetz E, Bachmann K: A comprehensive in vitro and in silico analysis of antibiotics that activate pregnane X receptor and induce CYP3A4 in liver and intestine. Drug Metab Dispos. 2008 Aug;36(8):1689-97. doi: 10.1124/dmd.108.020701. Epub 2008 May 27. [PubMed:18505790 ]

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. Han H, de Vrueh RL, Rhie JK, Covitz KM, Smith PL, Lee CP, Oh DM, Sadee W, Amidon GL: 5'-Amino acid esters of antiviral nucleosides, acyclovir, and AZT are absorbed by the intestinal PEPT1 peptide transporter. Pharm Res. 1998 Aug;15(8):1154-9. [PubMed:9706043 ]
  2. Han HK, Rhie JK, Oh DM, Saito G, Hsu CP, Stewart BH, Amidon GL: CHO/hPEPT1 cells overexpressing the human peptide transporter (hPEPT1) as an alternative in vitro model for peptidomimetic drugs. J Pharm Sci. 1999 Mar;88(3):347-50. [PubMed:10052994 ]
  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: 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 ]
  5. 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 ]
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. 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 ]
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. Cihlar T, Ho ES: Fluorescence-based assay for the interaction of small molecules with the human renal organic anion transporter 1. Anal Biochem. 2000 Jul 15;283(1):49-55. [PubMed:10929807 ]