Metampicillin sodium (CHEM018609)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 05:23:18 UTC
Update Date2016-11-09 01:15:50 UTC
Accession NumberCHEM018609
Identification
Common NameMetampicillin sodium
ClassSmall Molecule
Description
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Sodium (2S,5R,6R)-3,3-dimethyl-6-{[(2R)-2-(methylideneamino)-2-phenylacetyl]amino}-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylateChEBI
Sodium 6beta-[(2R)-2-(methylideneamino)-2-phenylacetamido]penicillanateChEBI
SerfabioticKegg
Sodium (2S,5R,6R)-3,3-dimethyl-6-{[(2R)-2-(methylideneamino)-2-phenylacetyl]amino}-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acidGenerator
Sodium 6b-[(2R)-2-(methylideneamino)-2-phenylacetamido]penicillanateGenerator
Sodium 6b-[(2R)-2-(methylideneamino)-2-phenylacetamido]penicillanic acidGenerator
Sodium 6beta-[(2R)-2-(methylideneamino)-2-phenylacetamido]penicillanic acidGenerator
Sodium 6β-[(2R)-2-(methylideneamino)-2-phenylacetamido]penicillanateGenerator
Sodium 6β-[(2R)-2-(methylideneamino)-2-phenylacetamido]penicillanic acidGenerator
Sodium;(2S,5R,6R)-3,3-dimethyl-6-[[(2R)-2-(methylideneamino)-2-phenylacetyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acidGenerator
6-(2-methyleneamino-2-phenylacetamido)Penicillanic acidMeSH
SuvipenMeSH
MetampicillinMeSH
Metampicillin sodiumMeSH
Methampicillin, calcium salt (2:1), (2S-(2alpha,5alpha,6beta(s*)))-isomerMeSH
Methampicillin, sodium saltMeSH
Methampicillin, monosodium salt, (2S-(2alpha,5alpha,6beta(s*)))-isomerMeSH
MagnipenMeSH
MetakesMeSH
MethampicillinMeSH
Chemical FormulaC17H18N3NaO4S
Average Molecular Mass383.400 g/mol
Monoisotopic Mass383.092 g/mol
CAS Registry Number6489-61-8
IUPAC Namesodium (2R)-N-[(2S,5R,6R)-2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-6-yl]-2-(methylideneamino)-2-phenylethanecarboximidate
Traditional Namesodium (2R)-N-[(2S,5R,6R)-2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-6-yl]-2-(methylideneamino)-2-phenylethanecarboximidate
SMILES[Na+].[H][C@](N=C)(C([O-])=N[C@]1([H])C(=O)N2[C@]1([H])SC(C)(C)[C@]2([H])C(O)=O)C1=CC=CC=C1
InChI IdentifierInChI=1S/C17H19N3O4S.Na/c1-17(2)12(16(23)24)20-14(22)11(15(20)25-17)19-13(21)10(18-3)9-7-5-4-6-8-9;/h4-8,10-12,15H,3H2,1-2H3,(H,19,21)(H,23,24);/q;+1/p-1/t10-,11-,12+,15-;/m1./s1
InChI KeyCRTBAVDGJWEWNJ-GKANRWTBSA-M
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
  • Monocyclic benzene moiety
  • Benzenoid
  • Beta-lactam
  • Tertiary carboxylic acid amide
  • Thiazolidine
  • Azetidine
  • Carboxamide group
  • Lactam
  • Carboximidic acid
  • Carboximidic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Azacycle
  • Organic alkali metal salt
  • Organoheterocyclic compound
  • Thioether
  • Hemithioaminal
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Dialkylthioether
  • Carbonyl group
  • Organonitrogen compound
  • Organooxygen compound
  • Organic sodium salt
  • Organic nitrogen compound
  • Organic oxide
  • Organic oxygen compound
  • Organic zwitterion
  • Organic salt
  • Imine
  • Hydrocarbon derivative
  • Organopnictogen 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 Solubility0.074 g/LALOGPS
logP2.33ALOGPS
logP-0.74ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)2.17ChemAxon
pKa (Strongest Basic)5.55ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area105.39 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity101.94 m³·mol⁻¹ChemAxon
Polarizability34.99 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-02tc-0923000000-729829f7039fe6bc4c2fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-02t9-1910000000-813b9ce93c0458c4c0f2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kf-6900000000-593b7345c00ab6df38bfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0gba-0490000000-30255812b008a30df4e5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-1391000000-5d99e970eb3efe1ee4d1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-016r-9620000000-ddc9c06ebea7328de600Spectrum
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 IDNot Available
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider IDNot Available
ChEBI ID52063
PubChem Compound ID25195407
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available