Ioxaglic acid (CHEM016739)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 03:42:02 UTC
Update Date2016-11-09 01:15:27 UTC
Accession NumberCHEM016739
Identification
Common NameIoxaglic acid
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 an acetyl(methyl)amino group at the 5-position.
Contaminant Sources
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Acide ioxagliqueChEBI
Acido ioxaglicoChEBI
Acidum ioxaglicumChEBI
IoxaglateChEBI
N-(2-Hydroxyethyl)-2,4,6-triiodo-5-(2-(2,4,6-triiodo-3-(N-methylacetamido)-5-(methylcarbamoyl)benzamido)acetamido)isophthalamic acidChEBI
Hexabrix 320Kegg
N-(2-Hydroxyethyl)-2,4,6-triiodo-5-(2-(2,4,6-triiodo-3-(N-methylacetamido)-5-(methylcarbamoyl)benzamido)acetamido)isophthalamateGenerator
HexabrixMeSH
Ioxaglate meglumineMeSH
Ioxaglate sodiumMeSH
Ioxaglate, methylglucamineMeSH
Ioxaglic acid monosodium saltMeSH
Ioxaglic acid, calcium salt (2:1)MeSH
Meglumine, ioxaglateMeSH
Methylglucamine ioxaglateMeSH
p-286 (Contrast media)MeSH
P286 (Contrast media)MeSH
Ioxaglic acidMeSH
Chemical FormulaC24H21I6N5O8
Average Molecular Mass1268.886 g/mol
Monoisotopic Mass1268.566 g/mol
CAS Registry Number59017-64-0
IUPAC Name3-[(2-hydroxyethyl)carbamoyl]-2,4,6-triiodo-5-(2-{[2,4,6-triiodo-3-(methylcarbamoyl)-5-(N-methylacetamido)phenyl]formamido}acetamido)benzoic acid
Traditional Nameioxaglate
SMILESCNC(=O)C1=C(I)C(C(=O)NCC(=O)NC2=C(I)C(C(O)=O)=C(I)C(C(=O)NCCO)=C2I)=C(I)C(N(C)C(C)=O)=C1I
InChI IdentifierInChI=1S/C24H21I6N5O8/c1-7(37)35(3)20-17(29)10(21(39)31-2)13(25)11(18(20)30)23(41)33-6-8(38)34-19-15(27)9(22(40)32-4-5-36)14(26)12(16(19)28)24(42)43/h36H,4-6H2,1-3H3,(H,31,39)(H,32,40)(H,33,41)(H,34,38)(H,42,43)
InChI KeyTYYBFXNZMFNZJT-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentAcylaminobenzoic acid and derivatives
Alternative Parents
Substituents
  • Hippuric acid or derivatives
  • N-acyl-alpha amino acid or derivatives
  • Acylaminobenzoic acid or derivatives
  • Alpha-amino acid amide
  • O-haloacetanilide
  • P-haloacetanilide
  • Haloacetanilide
  • N-substituted-alpha-amino acid
  • 2-halobenzoic acid or derivatives
  • 4-halobenzoic acid or derivatives
  • Halobenzoic acid or derivatives
  • 2-halobenzoic acid
  • 4-halobenzoic acid
  • Halobenzoic acid
  • Acetanilide
  • Alpha-amino acid or derivatives
  • Anilide
  • Benzoic acid
  • Benzamide
  • N-acylethanolamine
  • N-arylamide
  • Benzoyl
  • 1-carboxy-2-haloaromatic compound
  • Halobenzene
  • Iodobenzene
  • Aryl iodide
  • Aryl halide
  • Vinylogous halide
  • Tertiary carboxylic acid amide
  • Acetamide
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Carboxylic acid derivative
  • Carboxylic acid
  • Alkanolamine
  • Monocarboxylic acid or derivatives
  • Alcohol
  • Carbonyl group
  • Organohalogen compound
  • Organoiodide
  • Organonitrogen compound
  • Organooxygen compound
  • Primary alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen 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 Solubility0.015 g/LALOGPS
logP0.58ALOGPS
logP3.75ChemAxon
logS-4.9ALOGPS
pKa (Strongest Acidic)2.13ChemAxon
pKa (Strongest Basic)-1.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area194.24 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity214.05 m³·mol⁻¹ChemAxon
Polarizability82.94 ųChemAxon
Number of Rings2ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-014i-2960000000-3f14b9f983cc6e713b6aSpectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-01t9-2449844111-e90290a3b22dc25a5137Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0wmr-2090008000-f5bb9fb25f28462e0f1fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0w29-3030039000-56447aeb18e7372e8f79Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01q1-3200094000-c7581ed2e5b4c5d11722Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01ba-1190002000-93e912290c5aa896de48Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0abm-9140003000-6c548525ca3ece24c3d6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0596-9000012000-4a1725a31168f144ef7cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0090000000-7f6dea4df1b08916e81aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ldi-0090002000-60710640eda2065ee8c0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03di-2520049000-3278df6ee9d0656c66a0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01b9-0090001000-804daea98e75716affa6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-017i-1690000000-cd43b626614eaf0d734cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00or-4730095000-f5ec366f7bc25c3bae98Spectrum
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 IDDB09313
HMDB IDHMDB0253554
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkIoxaglic_acid
Chemspider ID3611
ChEBI ID31718
PubChem Compound ID3742
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=11275812
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=15206581
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=6511272
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=6869056