Phosphonic acid, (2-ethylhexyl)-, mono(2-ethylhexyl) ester (CHEM010279)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 03:19:44 UTC
Update Date2016-11-09 01:14:10 UTC
Accession NumberCHEM010279
Identification
Common NamePhosphonic acid, (2-ethylhexyl)-, mono(2-ethylhexyl) ester
ClassSmall Molecule
DescriptionA penicillin in which the substituent at position 6 of the penam ring is a 2-phenoxypropanamido group.
Contaminant Sources
  • HPV EPA Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(2-phenoxypropanoyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acidChEBI
FeneticilinaChEBI
Penicillin bChEBI
PheneticillineChEBI
PheneticillinumChEBI
PhenoxypropylpenicillinChEBI
PhenethicillinKegg
PEPCKegg
(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(2-phenoxypropanoyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylateGenerator
PheneticillinChEBI
(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-(2-phenoxypropanoylamino)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylateGenerator
SyncillinMeSH
Potassium phenethicillinMeSH
3,3-Dimethyl-7-oxo-6-(2-phenoxypropionamido)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylateMeSH
Penicillin, phenoxyethylMeSH
Phenethicillin, (2S-(2alpha,5alpha,6beta))-isomerMeSH
Phenethicillin, (2S-(2alpha,5alpha,6beta,(s*)))-isomerMeSH
PensigMeSH
ChemipenMeSH
OptipenMeSH
Phenethicillin, monopotassium salt, (2S-(2alpha,5alpha,6beta(s*)))-isomerMeSH
Phenethicillin, (2S-(2alpha,5alpha,6beta(r*)))-isomerMeSH
Phenethicillin, monopotassium salt, (2S-(2alpha,5alpha,6beta(r*)))-isomerMeSH
Phenethicillin, monosodium salt, (2S-(2alpha,5alpha,6beta))-isomerMeSH
BroxilMeSH
MaxipenMeSH
Chemical FormulaC17H20N2O5S
Average Molecular Mass364.420 g/mol
Monoisotopic Mass364.109 g/mol
CAS Registry Number14802-03-0
IUPAC Name(2S,5R,6R)-6-[(1-hydroxy-2-phenoxypropylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Traditional Name(2S,5R,6R)-6-[(1-hydroxy-2-phenoxypropylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
SMILES[H]C(C)(OC1=CC=CC=C1)C(O)=N[C@]1([H])C(=O)N2[C@]1([H])SC(C)(C)[C@]2([H])C(O)=O
InChI IdentifierInChI=1S/C17H20N2O5S/c1-9(24-10-7-5-4-6-8-10)13(20)18-11-14(21)19-12(16(22)23)17(2,3)25-15(11)19/h4-9,11-12,15H,1-3H3,(H,18,20)(H,22,23)/t9?,11-,12+,15-/m1/s1
InChI KeyNONJJLVGHLVQQM-JHXYUMNGSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentDipeptides
Alternative Parents
Substituents
  • Alpha-dipeptide
  • Penicillin
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid or derivatives
  • Phenoxy compound
  • Phenol ether
  • Penam
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Benzenoid
  • Beta-lactam
  • Tertiary carboxylic acid amide
  • Thiazolidine
  • Lactam
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Azetidine
  • Azacycle
  • Carboxylic acid
  • Ether
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Dialkylthioether
  • Hemithioaminal
  • Thioether
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Organooxygen compound
  • Carbonyl group
  • Organic nitrogen 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 Solubility0.24 g/LALOGPS
logP2.14ALOGPS
logP2.15ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)3.19ChemAxon
pKa (Strongest Basic)-0.16ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area99.43 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity90.78 m³·mol⁻¹ChemAxon
Polarizability35.26 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-07vi-4893000000-a611fddca0303c59e361Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-08fr-3930000000-1269753cf3cd0e5abad5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9410000000-412f1467706ee563eb0fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0091000000-22d57420f7b1aa73d8e2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-1391000000-5ed9f84901e148b3ac0cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9100000000-2ac3dd095c9658ee1a7aSpectrum
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 IDDB13337
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 LinkPheneticillin
Chemspider IDNot Available
ChEBI ID52427
PubChem Compound ID272833
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=1701026