8-Hydroxy-5,7-dinitro-2-naphthalenesulfonic acid (CHEM017070)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 03:54:15 UTC
Update Date2016-11-09 01:15:31 UTC
Accession NumberCHEM017070
Identification
Common Name8-Hydroxy-5,7-dinitro-2-naphthalenesulfonic acid
ClassSmall Molecule
DescriptionA naphthalenesulfonic acid that is naphthalene-2-sulfonic acid substituted by nitro groups at positions 5 and 7 as well as a hydroxy group at position 8. The disodium salt is the biological stain 'flavianic acid S'.
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
2,4-Dinitro-1-naphthol-7-sulfonic acidChEBI
2,4-Dinitronaphtholsulfonic acidChEBI
Naphthol yellowChEBI
2,4-Dinitro-1-naphthol-7-sulfonateGenerator
2,4-Dinitro-1-naphthol-7-sulphonateGenerator
2,4-Dinitro-1-naphthol-7-sulphonic acidGenerator
2,4-DinitronaphtholsulfonateGenerator
2,4-DinitronaphtholsulphonateGenerator
2,4-Dinitronaphtholsulphonic acidGenerator
FlavianateGenerator
2,4-Dinitro-1-naphthol-7-sulfonic acid disodium saltMeSH
Naphthol yellow, barium salt (1:1)MeSH
Naphthol yellow, monosodium saltMeSH
Naphthol yellow, disodium saltMeSH
Naphthol yellow SMeSH
Naphthol yellow, dipotassium saltMeSH
Naphthol yellow, aluminum salt (3:2)MeSH
8-Hydroxy-5,7-dinitronaphthalene-2-sulfonateGenerator
8-Hydroxy-5,7-dinitronaphthalene-2-sulphonateGenerator
8-Hydroxy-5,7-dinitronaphthalene-2-sulphonic acidGenerator
Chemical FormulaC10H6N2O8S
Average Molecular Mass314.220 g/mol
Monoisotopic Mass313.984 g/mol
CAS Registry Number483-84-1
IUPAC Name8-hydroxy-5,7-dinitronaphthalene-2-sulfonic acid
Traditional Namenaphthol yellow S
SMILESOC1=C(C=C(C2=C1C=C(C=C2)S(O)(=O)=O)N(=O)=O)N(=O)=O
InChI IdentifierInChI=1S/C10H6N2O8S/c13-10-7-3-5(21(18,19)20)1-2-6(7)8(11(14)15)4-9(10)12(16)17/h1-4,13H,(H,18,19,20)
InChI KeyFCQJEPASRCXVCB-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as 2-naphthalene sulfonates. These are organic aromatic compounds that contain a naphthalene moiety that carries a sulfonic acid group at the 2-position. Naphthalene is a bicyclic compound that is made up of two fused benzene ring.
KingdomOrganic compounds
Super ClassBenzenoids
ClassNaphthalenes
Sub ClassNaphthalene sulfonic acids and derivatives
Direct Parent2-naphthalene sulfonates
Alternative Parents
Substituents
  • 2-naphthalene sulfonate
  • 2-naphthalene sulfonic acid or derivatives
  • 1-nitronaphthalene
  • 2-nitronaphthalene
  • 1-naphthol
  • Arylsulfonic acid or derivatives
  • 1-sulfo,2-unsubstituted aromatic compound
  • Nitroaromatic compound
  • Organic sulfonic acid or derivatives
  • Organosulfonic acid or derivatives
  • Organosulfonic acid
  • Sulfonyl
  • C-nitro compound
  • Organic nitro compound
  • Organic oxoazanium
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Allyl-type 1,3-dipolar organic compound
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organosulfur compound
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic 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 Solubility0.019 g/LALOGPS
logP-0.12ALOGPS
logP1.72ChemAxon
logS-4.2ALOGPS
pKa (Strongest Acidic)-2.9ChemAxon
pKa (Strongest Basic)-7.9ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area166.24 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity69.76 m³·mol⁻¹ChemAxon
Polarizability25.82 ųChemAxon
Number of Rings2ChemAxon
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, Positivesplash10-03di-0009000000-17f9640f6425e9ca8655Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kb-0097000000-f1c57e7d7f0e45a93257Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gb9-0190000000-586c90e1f2bcfaf8a92dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0009000000-859fcd2a80facbf3f972Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-0009000000-157c52bb83328fd477dbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01q9-9035000000-1e25f0f33bb1ecf1c0e3Spectrum
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 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 LinkNaphthol yellow S
Chemspider IDNot Available
ChEBI ID87221
PubChem Compound ID10226
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=11471045
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=11506894