4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid (CHEM031261)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 02:31:25 UTC
Update Date2016-11-09 01:19:14 UTC
Accession NumberCHEM031261
Identification
Common Name4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid
ClassSmall Molecule
Description4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonic acid is a food dye; no longer permitted in the EU.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
4-[(2,4-Dihydroxyphenyl)azo]benzenesulfonateGenerator
4-[(2,4-Dihydroxyphenyl)azo]benzenesulphonateGenerator
4-[(2,4-Dihydroxyphenyl)azo]benzenesulphonic acidGenerator
2',4'-Dihydroxyazobenzene-4-sulfonic acidHMDB
4-((2,4-Dihydroxyphenyl)azo)benzenesulphonic acidHMDB
4-((2,4-Dihydroxyphenyl)diazenyl)benzenesulfonic acidHMDB
C.I. 14270HMDB
C.I. acid orange 6HMDB
C.I. FOOD yellow 8HMDB
Chrysoine SHMDB
e 103HMDB
Resorcinol yellowHMDB
Tropaeolin OHMDB
4-[2-(2,4-Dihydroxyphenyl)diazen-1-yl]benzene-1-sulfonateGenerator
4-[2-(2,4-Dihydroxyphenyl)diazen-1-yl]benzene-1-sulphonateGenerator
4-[2-(2,4-Dihydroxyphenyl)diazen-1-yl]benzene-1-sulphonic acidGenerator
Chemical FormulaC12H10N2O5S
Average Molecular Mass294.283 g/mol
Monoisotopic Mass294.031 g/mol
CAS Registry Number2050-34-2
IUPAC Name4-[2-(2,4-dihydroxyphenyl)diazen-1-yl]benzene-1-sulfonic acid
Traditional Name4-[2-(2,4-dihydroxyphenyl)diazen-1-yl]benzenesulfonic acid
SMILESOC1=CC(O)=C(C=C1)N=NC1=CC=C(C=C1)S(O)(=O)=O
InChI IdentifierInChI=1S/C12H10N2O5S/c15-9-3-6-11(12(16)7-9)14-13-8-1-4-10(5-2-8)20(17,18)19/h1-7,15-16H,(H,17,18,19)
InChI KeyMHKGJUOEEHNBLE-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as azobenzenes. These are organonitrogen aromatic compounds that contain a central azo group, where each nitrogen atom is conjugated to a benzene ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassAzobenzenes
Sub ClassNot Available
Direct ParentAzobenzenes
Alternative Parents
Substituents
  • Azobenzene
  • Benzenesulfonate
  • Arylsulfonic acid or derivatives
  • 1-sulfo,2-unsubstituted aromatic compound
  • Benzenesulfonyl group
  • Resorcinol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Monocyclic benzene moiety
  • Benzenoid
  • Organic sulfonic acid or derivatives
  • Sulfonyl
  • Organosulfonic acid
  • Organosulfonic acid or derivatives
  • Azo compound
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
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 Solubility0.25 g/LALOGPS
logP0.78ALOGPS
logP0.89ChemAxon
logS-3.1ALOGPS
pKa (Strongest Acidic)-4.6ChemAxon
pKa (Strongest Basic)-0.37ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area119.55 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity74.96 m³·mol⁻¹ChemAxon
Polarizability28.11 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-3950000000-90dd12b2063a92c2b11cSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00g3-5493200000-6b63a13748e23fb9476bSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0090000000-f7539bd0b67b04f9dbf0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-1190000000-67612e2437a7696b64f4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kb-3910000000-b0f57b81f7d534b6ba51Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0090000000-84af867e5b24667beea5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0090000000-671406431c99ec37467eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-02t9-9340000000-569debfa1a19f0a2acdbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0090000000-5185bd96bfd21404090cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0190000000-944a24170ecfcdd926bdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00di-2910000000-29dc9be7e1cd63602632Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0090000000-38222e096aee34a963b2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0190000000-6f02f26791b189b5d959Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-3920000000-4896db80341938cf3a3fSpectrum
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 IDHMDB0037835
FooDB IDFDB016985
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID21147470
ChEBI IDNot Available
PubChem Compound ID11035
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.