Dicloxacillin (CHEM022116)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 18:20:42 UTC
Update Date2026-04-13 20:32:33 UTC
Accession NumberCHEM022116
Identification
Common NameDicloxacillin
ClassSmall Molecule
DescriptionOne of the penicillins which is resistant to penicillinase.
Contaminant Sources
  • HMDB Contaminants - Urine
  • STOFF IDENT Compounds
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(2S,5R,6R)-6-({[3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazol-4-yl]carbonyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acidChEBI
DicloxacilinaChEBI
DicloxacillineChEBI
DicloxacillinumChEBI
(2S,5R,6R)-6-({[3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazol-4-yl]carbonyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylateGenerator
DiclossacillinaHMDB
DicloxacilinHMDB
DicloxacyclineHMDB
Bristol myers squibb brand OF dicloxacillin sodiumHMDB
DicloxaciclinHMDB
Dicloxacillin, monosodium salt, mono-hydrateHMDB
PosipenHMDB
Sanfer brand OF dicloxacillin sodiumHMDB
Sigma brand OF dicloxacillin sodiumHMDB
Sodium, dicloxacillinHMDB
Alphapharm brand OF dicloxacillin sodiumHMDB
Antibioticos brand OF dicloxacillin sodiumHMDB
CilpenHMDB
DiclocilHMDB
DitterolinaHMDB
DynapenHMDB
Infectopharm brand OF dicloxacillin sodiumHMDB
Bristol-myers squibb brand OF dicloxacillin sodiumHMDB
DichloroxacillinHMDB
DicloxsigHMDB
DistaphHMDB
Geneva brand OF dicloxacillin sodiumHMDB
InfectoStaphHMDB
PathocilHMDB
SmithKline beecham brand OF dicloxacillin sodiumHMDB
Dicloxacillin sodiumHMDB
Dicloxacillin, monosodium salt, anhydrousHMDB
DycillHMDB
Fustery brand OF dicloxacillin sodiumHMDB
Wyeth brand OF dicloxacillin sodiumHMDB
Chemical FormulaC19H17Cl2N3O5S
Average Molecular Mass470.326 g/mol
Monoisotopic Mass469.027 g/mol
CAS Registry Number3116-76-5
IUPAC Name(2S,5R,6R)-6-[3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazole-4-amido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Traditional Namedicloxacillin
SMILES[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C1=C(C)ON=C1C1=C(Cl)C=CC=C1Cl)C(O)=O
InChI IdentifierInChI=1S/C19H17Cl2N3O5S/c1-7-10(12(23-29-7)11-8(20)5-4-6-9(11)21)15(25)22-13-16(26)24-14(18(27)28)19(2,3)30-17(13)24/h4-6,13-14,17H,1-3H3,(H,22,25)(H,27,28)/t13-,14+,17-/m1/s1
InChI KeyYFAGHNZHGGCZAX-JKIFEVAISA-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
  • Penam
  • 1,3-dichlorobenzene
  • Halobenzene
  • Chlorobenzene
  • Aryl chloride
  • Aryl halide
  • Benzenoid
  • Monocyclic benzene moiety
  • Azole
  • Isoxazole
  • Thiazolidine
  • Tertiary carboxylic acid amide
  • Beta-lactam
  • Heteroaromatic compound
  • Azetidine
  • Lactam
  • Carboxamide group
  • Oxacycle
  • Carboximidic acid
  • Carboximidic acid derivative
  • Azacycle
  • Carboxylic acid
  • Organoheterocyclic compound
  • Dialkylthioether
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Hemithioaminal
  • Monocarboxylic acid or derivatives
  • Thioether
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Organohalogen compound
  • Organochloride
  • Organonitrogen compound
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.03 g/LALOGPS
logP3.19ALOGPS
logP2.91ChemAxon
logS-4.2ALOGPS
pKa (Strongest Acidic)3.75ChemAxon
pKa (Strongest Basic)-0.71ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area112.74 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity111.44 m³·mol⁻¹ChemAxon
Polarizability42.86 ųChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-006x-9323100000-c8806eaea476ee681443Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00di-9101010000-09418080881eaa1e2c3dSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-1926600000-2819aa19376902b7bbc1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-2963100000-d32486357adcfc7196e8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0900-4950000000-26919912afad41b9ef63Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0009100000-eb6339e06bab6641dd24Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0059100000-aef2e49cd1687d6bd205Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00b9-2953000000-61a1b22f6ec123b74f59Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0040900000-ed5127e8aa95abd525e7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-066u-5191200000-690169527ca40b9acb24Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9160000000-b06f78c610c2164b8256Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0110900000-9f1adb53dd2f402534aeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0w90-0692400000-1b61e8c8f12f22e71248Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-2690000000-1f0f86be139885db99f1Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB00485
HMDB IDHMDB0014628
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkDicloxacillin
Chemspider ID17358
ChEBI ID4511
PubChem Compound ID18381
Kegg Compound IDC06950
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=26962156
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=28721014
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=29017833
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=29105855
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=29253094
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=29504695