Tazobactam sodium (CHEM018702)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 05:27:55 UTC
Update Date2016-11-09 01:15:51 UTC
Accession NumberCHEM018702
Identification
Common NameTazobactam sodium
ClassSmall Molecule
DescriptionAn organic sodium salt having tazobactam(1-) as the counterion; used in combination with ceftolozane sulfate for treatment of complicated intra-abdominal infections and complicated urinary tract infections.
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-alpha-Methyl-2-beta-(1,2,3-triazol-1-ylmethyl)penam-3-alpha-carboxylic acid sodium saltChEBI
CL 307,579ChEBI
CL 307579ChEBI
Tazobactam sodium saltChEBI
2-a-Methyl-2-b-(1,2,3-triazol-1-ylmethyl)penam-3-a-carboxylate sodium saltGenerator
2-a-Methyl-2-b-(1,2,3-triazol-1-ylmethyl)penam-3-a-carboxylic acid sodium saltGenerator
2-alpha-Methyl-2-beta-(1,2,3-triazol-1-ylmethyl)penam-3-alpha-carboxylate sodium saltGenerator
2-Α-methyl-2-β-(1,2,3-triazol-1-ylmethyl)penam-3-α-carboxylate sodium saltGenerator
2-Α-methyl-2-β-(1,2,3-triazol-1-ylmethyl)penam-3-α-carboxylic acid sodium saltGenerator
Sodium;(2S,3S,5R)-3-methyl-4,4,7-trioxo-3-(triazol-1-ylmethyl)-4$l^{6}-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acidGenerator
YTR 830MeSH
Taszobactam sodiumMeSH
YTR 830HMeSH
YTR-830MeSH
TazobactamMeSH
Chemical FormulaC10H11N4NaO5S
Average Molecular Mass322.270 g/mol
Monoisotopic Mass322.035 g/mol
CAS Registry Number89785-84-2
IUPAC Namesodium (2S,3S,5R)-3-methyl-4,4,7-trioxo-3-[(1H-1,2,3-triazol-1-yl)methyl]-4λ⁶-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
Traditional Namesodium (2S,3S,5R)-3-methyl-4,4,7-trioxo-3-(1,2,3-triazol-1-ylmethyl)-4λ⁶-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
SMILES[Na+].[H][C@@]12CC(=O)N1[C@@]([H])(C([O-])=O)[C@](C)(CN1C=CN=N1)S2(=O)=O
InChI IdentifierInChI=1S/C10H12N4O5S.Na/c1-10(5-13-3-2-11-12-13)8(9(16)17)14-6(15)4-7(14)20(10,18)19;/h2-3,7-8H,4-5H2,1H3,(H,16,17);/q;+1/p-1/t7-,8+,10+;/m1./s1
InChI KeyRFMIKMMOLPNEDG-QVUDESDKSA-M
Chemical Taxonomy
Description belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acids and derivatives
Alternative Parents
Substituents
  • Alpha-amino acid or derivatives
  • Penam
  • Azole
  • Beta-lactam
  • Sulfone
  • Heteroaromatic compound
  • Tertiary carboxylic acid amide
  • Thiazolidine
  • 1,2,3-triazole
  • Azetidine
  • Carboxamide group
  • Carboxylic acid salt
  • Lactam
  • Organic alkali metal salt
  • Azacycle
  • Organoheterocyclic compound
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Organooxygen compound
  • Organic oxygen compound
  • Organic oxide
  • Organic nitrogen compound
  • Carbonyl group
  • Organopnictogen compound
  • Organic sodium salt
  • Organic zwitterion
  • Organic salt
  • 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 Solubility10.3 g/LALOGPS
logP-0.87ALOGPS
logP-1.4ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)2.86ChemAxon
pKa (Strongest Basic)0.75ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area125.29 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity85.65 m³·mol⁻¹ChemAxon
Polarizability25.75 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, Positivesplash10-000x-9060000000-001564e047f97ffa24b3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0fau-1590000000-b34061fcf21fe8fc48f2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9730000000-c27b04be615a002f1e5cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0300-9132000000-2513d837e5c254077adfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-5490000000-75b5caf4e6ad83432695Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014l-9610000000-4a2cee0a42fd867aa45dSpectrum
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 IDDBSALT001475
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 LinkTazobactam
Chemspider IDNot Available
ChEBI ID85192
PubChem Compound ID6917877
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=22667102
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=7876373