4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid (CHEM031262)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 02:31:28 UTC
Update Date2016-11-09 01:19:14 UTC
Accession NumberCHEM031262
Identification
Common Name4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid
ClassSmall Molecule
Description4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid is a food dye. Banned by the FDA for food use.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonateGenerator
4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulphonateGenerator
4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulphonic acidGenerator
1-(4-Sulfophenylazo)-2-naphtholHMDB
4-((2-Hydroxy-1-naphthyl)azo)benzenesulphonic acidHMDB
Acid orange 7HMDB
Acid orange aHMDB
Acid orange IIHMDB
C.I. 15510 acid orange 7HMDB
C.I. 15510 pigment orange 17HMDB
DFC Orange 4HMDB
Mandarin gHMDB
Orange IIHMDB
Tropaeolin oooHMDB
Wool orange aHMDB
4-[(Z)-2-(2-Hydroxynaphthalen-1-yl)diazen-1-yl]benzene-1-sulfonateGenerator
4-[(Z)-2-(2-Hydroxynaphthalen-1-yl)diazen-1-yl]benzene-1-sulphonateGenerator
4-[(Z)-2-(2-Hydroxynaphthalen-1-yl)diazen-1-yl]benzene-1-sulphonic acidGenerator
Chemical FormulaC16H12N2O4S
Average Molecular Mass328.342 g/mol
Monoisotopic Mass328.052 g/mol
CAS Registry Number573-89-7
IUPAC Name4-[(Z)-2-(2-hydroxynaphthalen-1-yl)diazen-1-yl]benzene-1-sulfonic acid
Traditional Name4-[(Z)-2-(2-hydroxynaphthalen-1-yl)diazen-1-yl]benzenesulfonic acid
SMILESOC1=C(\N=N/C2=CC=C(C=C2)S(O)(=O)=O)C2=CC=CC=C2C=C1
InChI IdentifierInChI=1S/C16H12N2O4S/c19-15-10-5-11-3-1-2-4-14(11)16(15)18-17-12-6-8-13(9-7-12)23(20,21)22/h1-10,19H,(H,20,21,22)/b18-17-
InChI KeyRDUJRVXKAIVTDH-ZCXUNETKSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as naphthols and derivatives. These are naphthalene derivatives carrying one or more hydroxyl (-OH) groups at any ring position.
KingdomOrganic compounds
Super ClassBenzenoids
ClassNaphthalenes
Sub ClassNaphthols and derivatives
Direct ParentNaphthols and derivatives
Alternative Parents
Substituents
  • 2-naphthol
  • Benzenesulfonate
  • Arylsulfonic acid or derivatives
  • Benzenesulfonyl group
  • 1-sulfo,2-unsubstituted aromatic compound
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • 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
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic 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 Solubility0.027 g/LALOGPS
logP1.92ALOGPS
logP2.19ChemAxon
logS-4.1ALOGPS
pKa (Strongest Acidic)-3.3ChemAxon
pKa (Strongest Basic)-0.56ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area99.32 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity89.43 m³·mol⁻¹ChemAxon
Polarizability31.92 ųChemAxon
Number of Rings3ChemAxon
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, Positivesplash10-0aba-2933000000-2037400e6790dd2f5753Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-076r-5497000000-73b559635ab68d4f744dSpectrum
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 GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS ("4-[(2-Hydroxy-1-naphthalenyl)azo]benzenesulfonic acid,1TMS,#1" TMS) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0109000000-d540b100396835bdb1c5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f92-0697000000-6b5037e9013265bd86b5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fdn-5790000000-5edd2a8b4359d3b3ac22Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0009000000-0b8f438496ba29aff871Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-2319000000-a7a2fa486b5c937025d2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4r-1900000000-a88cd87107f72621d26fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0009000000-698baf2a661bbd8b51a1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0009000000-5f68c8a05e991518b966Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-1941000000-a6e68388840827691f7dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0009000000-c4366da3eca47454b939Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a6r-0908000000-87ba2ad372ef743e8fa2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ldj-1920000000-c616cf64711dc27f997cSpectrum
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 IDHMDB0037836
FooDB IDFDB016986
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID30777206
ChEBI IDNot Available
PubChem Compound IDNot Available
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.