5-aminonaphthalene-2-sulphonic acid (CED0076803)

Record Information
Version1.0
Creation Date2016-06-03 12:58:37 UTC
Update Date2026-08-18 07:07:20 UTC
Accession NumberCHEM045242
Identification
Common Name5-aminonaphthalene-2-sulphonic acid
ClassSmall Molecule
Description
5-aminonaphthalene-2-sulphonic acid (C10H9NO3S) is an organic compound with an average molecular weight of 223.25 g/mol. 5-aminonaphthalene-2-sulphonic acid belongs to the naphthalene sulfonic acids and derivatives, a subclass of naphthalenes within the organic compounds. The compound has been found in or released from 22 recorded sources. These include drinking water and water supply sources such as tap water, bottled water, desalinated water, and drinking water. It is also present in aquatic systems and sediments, including seawater, freshwater, surface water, and groundwater. Within the sector of wastewater, sanitation, and biosolids, it is found in wastewater, unspecified wastewater, industrial wastewater, mine wastewater, and wastewater treatment effluent. Additionally, the compound is associated with appliances, HVAC, and refrigerants, specifically water heaters and water coolers. It is found in marine, shipping, and aquaculture sources such as bilge water and ballast water. It is also recorded in electrical and electronic equipment, specifically thin magnetic films, electrodes, and conductors or conductive bodies characterised by the conductive materials, along with three more sectors. Exposure to 5-aminonaphthalene-2-sulphonic acid can occur through oral, inhalation, and touch routes. Regarding its biological activity, one protein target has been recorded for this compound, which acts as an inhibitor of Fibroblast growth factor 1 (FGF1).
Contaminant Type
  • PMT
Chemical Structure
Synonyms
ValueSource
1,6-Cleve's acidChEBI
1-Naphthylamine-6-sulfonic acidChEBI
5-Aminonaphthalene-2-sulphonic acidChEBI
5-Naphthylamine-2-sulfonic acidChEBI
alpha-Naphthylamine-6-sulfonic acidChEBI
Cleve's beta-acidChEBI
1-Naphthylamine-6-sulfonateGenerator
1-Naphthylamine-6-sulphonateGenerator
1-Naphthylamine-6-sulphonic acidGenerator
5-Aminonaphthalene-2-sulfonateGenerator
5-Aminonaphthalene-2-sulfonic acidGenerator
5-Aminonaphthalene-2-sulphonateGenerator
5-Naphthylamine-2-sulfonateGenerator
5-Naphthylamine-2-sulphonateGenerator
5-Naphthylamine-2-sulphonic acidGenerator
a-Naphthylamine-6-sulfonateGenerator
a-Naphthylamine-6-sulfonic acidGenerator
a-Naphthylamine-6-sulphonateGenerator
a-Naphthylamine-6-sulphonic acidGenerator
alpha-Naphthylamine-6-sulfonateGenerator
alpha-Naphthylamine-6-sulphonateGenerator
alpha-Naphthylamine-6-sulphonic acidGenerator
Α-naphthylamine-6-sulfonateGenerator
Α-naphthylamine-6-sulfonic acidGenerator
Α-naphthylamine-6-sulphonateGenerator
Α-naphthylamine-6-sulphonic acidGenerator
Cleve's b-acidGenerator
Cleve's β-acidGenerator
5-AMINO-naphtalene-2-monosulfonic acidGenerator
5-AMINO-naphtalene-2-monosulphonateGenerator
5-AMINO-naphtalene-2-monosulphonic acidGenerator
5-AMINO-naphtalene-2-monosulfonATEChEBI
Chemical FormulaC10H9NO3S
Average Molecular Mass223.248 g/mol
Monoisotopic Mass223.030 g/mol
CAS Registry Number119-79-9
IUPAC Name5-aminonaphthalene-2-sulfonic acid
Traditional Namecleve β-acid
SMILESNC1=CC=CC2=CC(=CC=C12)S(O)(=O)=O
InChI IdentifierInChI=1S/C10H9NO3S/c11-10-3-1-2-7-6-8(15(12,13)14)4-5-9(7)10/h1-6H,11H2,(H,12,13,14)
InChI KeyUWPJYQYRSWYIGZ-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
  • Arylsulfonic acid or derivatives
  • 1-sulfo,2-unsubstituted aromatic compound
  • Organic sulfonic acid or derivatives
  • Organosulfonic acid or derivatives
  • Organosulfonic acid
  • Sulfonyl
  • Amine
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Primary amine
  • Organosulfur compound
  • Organonitrogen compound
  • Organic nitrogen 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
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.64 g/LALOGPS
logP-0.81ALOGPS
logP1.09ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)-2.2ChemAxon
pKa (Strongest Basic)3.58ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area80.39 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity57.83 m³·mol⁻¹ChemAxon
Polarizability21.72 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-05fu-1970000000-580778a3f2e5fa75ca60Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-0190000000-516644fdcace34d81659Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-0090000000-82a10a4577b6e557041cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00dl-0980000000-0966957f107270925a86Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014l-1900000000-725007d08982988072d9Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-0090000000-d17a9526a63a73081544Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-2290000000-69db889752dee6545aa0Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-9400000000-6059c1031880d60562b9Not AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
5057.0Log mg/kg[2800:9000]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
3Irrigation waterAgriculture & land managementNot Available
27Water CoolersAppliances, HVAC & refrigerantsNot Available
43Water heatersAppliances, HVAC & refrigerantsNot Available
50GroundwaterAquatic systems & sedimentsNot Available
51Surface waterAquatic systems & sedimentsNot Available
52SeawaterAquatic systems & sedimentsNot Available
53FreshwaterAquatic systems & sedimentsNot Available
70Stormwater runoffAutomotive & urban infrastructureNot Available
88Waterproofing spraysBuilding & ConstructionNot Available
115Drinking waterDrinking water & water supplyNot Available
116Tap waterDrinking water & water supplyNot Available
117Bottled waterDrinking water & water supplyNot Available
118Desalinated waterDrinking water & water supplyNot Available
181Ballast waterMarine, shipping & aquacultureNot Available
182Bilge waterMarine, shipping & aquacultureNot Available
468Industrial wastewaterWastewater, sanitation & biosolidsNot Available
470Wastewater treatment effluentWastewater, sanitation & biosolidsNot Available
475Mine wastewaterWastewater, sanitation & biosolidsNot Available
477Wastewater, unspecifiedWastewater, sanitation & biosolidsNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
538Thin Magnetic FilmsElectrical & Electronic EquipmentNot Available
581Paper Making MachinesIndustrial manufacturing & chemical processingNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
631Anthraquinone DyesTextiles, leather & furnishingsNot Available
633Azo DyesTextiles, leather & furnishingsNot Available
642FootwearTextiles, leather & furnishingsNot Available
648Nitro DyesTextiles, leather & furnishingsNot Available
Pathways
0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Sentrin-specific protease 2 structureClick to view 3D structureSentrin-specific protease 2Q9HC62HumansPredicted (SEA)0.467095
Click to view 3D structureSentrin-specific protease 3Q9H4L4HumansPredicted (SEA)0.311397
Sentrin-specific protease 7 structureClick to view 3D structureSentrin-specific protease 7Q9BQF6HumansPredicted (SEA)7.31783
Sentrin-specific protease 1 structureClick to view 3D structureSentrin-specific protease 1Q9P0U3HumansPredicted (SEA)0.856341
Carbonic anhydrase 2 structureClick to view 3D structureCarbonic anhydrase 2P00918HumansPredicted (SEA)252.932
Click to view 3D structureDelta carbonic anhydraseQ5U9J1Conticribra weissflogiiPredicted (SEA)24.9896
Click to view 3D structureCarbonic anhydrase 4Q95323Bos taurusPredicted (SEA)57.6084
Carbonic anhydrase 9 structureClick to view 3D structureCarbonic anhydrase 9Q16790HumansPredicted (SEA)209.103
Carbonic anhydrase 12 structureClick to view 3D structureCarbonic anhydrase 12O43570HumansPredicted (SEA)186.76
Carbonic anhydrase 14 structureClick to view 3D structureCarbonic anhydrase 14Q9ULX7HumansPredicted (SEA)94.509
Carbonic anhydrase 4 structureClick to view 3D structureCarbonic anhydrase 4P22748HumansPredicted (SEA)85.6341
Click to view 3D structureCarbonic anhydraseP40881Methanosarcina thermophilaPredicted (SEA)14.9471
Carbonic anhydrase 1 structureClick to view 3D structureCarbonic anhydrase 1P00915HumansPredicted (SEA)228.487
Click to view 3D structureAGAP002992-PAQ5TU56Anopheles gambiaePredicted (SEA)21.7199
Carbonic anhydrase 7 structureClick to view 3D structureCarbonic anhydrase 7P43166HumansPredicted (SEA)133.044
Click to view 3D structureCarbonate dehydrataseB2V8E3Sulfurihydrogenibium sp. (strain YO3AOP1)Predicted (SEA)29.8163
Click to view 3D structureCarbonic anhydraseO24855Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori)Predicted (SEA)30.9061
Click to view 3D structureCarbonic anhydraseQ6FTL6Candida glabrata CBS 138Predicted (SEA)47.9551
Click to view 3D structureAlpha carbonic anhydraseB5SU02Stylophora pistillataPredicted (SEA)29.5049
Click to view 3D structureCarbonic anhydrase 2Q3I4V7Cryptococcus neoformansPredicted (SEA)40.248
Carbonic anhydrase 6 structureClick to view 3D structureCarbonic anhydrase 6P23280HumansPredicted (SEA)77.1486
Click to view 3D structureCarbonic anhydraseP53615Saccharomyces cerevisiae S288cPredicted (SEA)25.0674
Click to view 3D structureCarbonic anhydrase, alpha familyQ31FD6Thiomicrospira crunogenaPredicted (SEA)29.8163
Click to view 3D structureCarbonic anhydraseQ5AJ71Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast)Predicted (SEA)46.5538
Click to view 3D structureCarbonic anhydraseC0IX24Stylophora pistillataPredicted (SEA)29.5049
Concentrations
Not Available
External Links
DrugBank IDDB08238
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 LinkNot Available
Chemspider IDNot Available
ChEBI ID44188
PubChem Compound ID8408
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References