Iopamidol (CHEM016737)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 03:42:00 UTC
Update Date2016-10-28 10:03:41 UTC
Accession NumberCHEM016737
Identification
Common NameIopamidol
ClassSmall Molecule
DescriptionA benzenedicarboxamide compound having N-substituted carbamoyl groups at the 1- and 3-positions, iodo substituents at the 2-, 4- and 6-positions and a (2S)-2-hydroxypropanamido group at the 5-position.
Contaminant Sources
  • STOFF IDENT Compounds
  • Suspected Compounds - Waste Water
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
(S)-N,N'-bis(2-hydroxy-1-(hydroxymethyl)ethyl)-2,4,6-triiodo-5-lactamidoisophthalamideChEBI
IopamidolumChEBI
L-(+)-N,N'-bis(2-hydroxy-1-hydroxymethylethyl)-2,4,6-triiodo-5-lactamide isophthalamideChEBI
L-5alpha-Hydroxypropionylamino-2,4,6-triiodoisophthalic acid di(1,3-dihydroxy-2-propylamide)ChEBI
IopamironKegg
IsovueKegg
L-5a-Hydroxypropionylamino-2,4,6-triiodoisophthalate di(1,3-dihydroxy-2-propylamide)Generator
L-5a-Hydroxypropionylamino-2,4,6-triiodoisophthalic acid di(1,3-dihydroxy-2-propylamide)Generator
L-5alpha-Hydroxypropionylamino-2,4,6-triiodoisophthalate di(1,3-dihydroxy-2-propylamide)Generator
L-5Α-hydroxypropionylamino-2,4,6-triiodoisophthalate di(1,3-dihydroxy-2-propylamide)Generator
L-5Α-hydroxypropionylamino-2,4,6-triiodoisophthalic acid di(1,3-dihydroxy-2-propylamide)Generator
JopamidolMeSH
Iopamidol, (R)-isomerMeSH
Isovue 370MeSH
Iopamidol, sodium salt, (S)-isomerMeSH
IopamiroMeSH
GastromiroMeSH
Iopamidol, (+-)-isomerMeSH
Solutrast 370MeSH
SolutrastMeSH
Solutrast gastroMeSH
NiopamMeSH
Iopamidol injectionKEGG
Chemical FormulaC17H22I3N3O8
Average Molecular Mass777.085 g/mol
Monoisotopic Mass776.854 g/mol
CAS Registry Number60166-93-0
IUPAC NameN1,N3-bis(1,3-dihydroxypropan-2-yl)-5-{[(2S)-1,2-dihydroxypropylidene]amino}-2,4,6-triiodobenzene-1,3-dicarboximidic acid
Traditional Nameisovue
SMILES[H][C@@](C)(O)C(O)=NC1=C(I)C(C(O)=NC(CO)CO)=C(I)C(C(O)=NC(CO)CO)=C1I
InChI IdentifierInChI=1S/C17H22I3N3O8/c1-6(28)15(29)23-14-12(19)9(16(30)21-7(2-24)3-25)11(18)10(13(14)20)17(31)22-8(4-26)5-27/h6-8,24-28H,2-5H2,1H3,(H,21,30)(H,22,31)(H,23,29)/t6-/m0/s1
InChI KeyXQZXYNRDCRIARQ-LURJTMIESA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as iodobenzenes. These are aromatic compounds containing one or more iodine atoms attached to a benzene.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassHalobenzenes
Direct ParentIodobenzenes
Alternative Parents
Substituents
  • Iodobenzene
  • Aryl halide
  • Aryl iodide
  • Secondary alcohol
  • Carboximidic acid
  • Carboximidic acid derivative
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organoiodide
  • Organohalogen compound
  • Organopnictogen compound
  • Alcohol
  • Primary alcohol
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic 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 Solubility0.12 g/LALOGPS
logP-0.97ALOGPS
logP1.62ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)4.15ChemAxon
pKa (Strongest Basic)1.42ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count11ChemAxon
Hydrogen Donor Count8ChemAxon
Polar Surface Area198.92 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity141.46 m³·mol⁻¹ChemAxon
Polarizability55.67 ųChemAxon
Number of Rings1ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0zfr-1000001900-4e1b3f731cab593096b2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0m4x-5000007900-2e1bb7847f046ec10794Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01s6-5000039000-19ba304ea280a9c1aeccSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-4000000900-51c51c08ec000bf90eadSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-05br-6100001900-a59ef3a56384d11adedbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00dl-9100011000-d972ac8b1a6a8a7167b0Spectrum
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 IDDB08947
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 LinkIopamidol
Chemspider IDNot Available
ChEBI ID31711
PubChem Compound ID65492
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=15206581
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=23359781
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=23518934
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=23608563
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=24060817
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=24091357
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=24570337