Methyl red (CHEM016068)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-20 16:13:13 UTC
Update Date2016-11-09 01:15:19 UTC
Accession NumberCHEM016068
Identification
Common NameMethyl red
ClassSmall Molecule
DescriptionAn azo dye consisting of benzoic acid substituted at position 2 by a 4-diazenyl group.
Contaminant Sources
  • IARC Carcinogens Group 3
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-((4-Dimethylamino)phenylazo)benzoic acidChEBI
2-[(p-Dimethylamino)phenyl]azobenzoic acidChEBI
2-Carboxy-4'-(dimethylamino)azobenzeneChEBI
4'-(Dimethylamino)azobenzene-2-carboxylic acidChEBI
4'-Dimethylaminoazobenzene-2-carboxylic acidChEBI
4-Dimethylamino-2'-carboxylazobenzeneChEBI
C.I. acid red 2ChEBI
O-((p-(Dimethylamino)phenyl)azo)benzoic acidChEBI
O-Methyl redChEBI
p-(Dimethylamino)azobenzene-O-carboxylic acidChEBI
2-(4-Dimethylaminophenyl)diazenylbenzoateKegg
2-((4-Dimethylamino)phenylazo)benzoateGenerator
2-[(p-Dimethylamino)phenyl]azobenzoateGenerator
4'-(Dimethylamino)azobenzene-2-carboxylateGenerator
4'-Dimethylaminoazobenzene-2-carboxylateGenerator
O-((p-(Dimethylamino)phenyl)azo)benzoateGenerator
p-(Dimethylamino)azobenzene-O-carboxylateGenerator
2-(4-Dimethylaminophenyl)diazenylbenzoic acidGenerator
Chemical FormulaC15H15N3O2
Average Molecular Mass269.299 g/mol
Monoisotopic Mass269.116 g/mol
CAS Registry Number493-52-7
IUPAC Name2-[(E)-2-[4-(dimethylamino)phenyl]diazen-1-yl]benzoic acid
Traditional Namemethyl red
SMILESCN(C)C1=CC=C(C=C1)\N=N\C1=CC=CC=C1C(O)=O
InChI IdentifierInChI=1S/C15H15N3O2/c1-18(2)12-9-7-11(8-10-12)16-17-14-6-4-3-5-13(14)15(19)20/h3-10H,1-2H3,(H,19,20)/b17-16+
InChI KeyCEQFOVLGLXCDCX-WUKNDPDISA-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
  • Benzoic acid or derivatives
  • Benzoic acid
  • Benzoyl
  • Tertiary aliphatic/aromatic amine
  • Dialkylarylamine
  • Aniline or substituted anilines
  • Benzenoid
  • Monocyclic benzene moiety
  • Amino acid
  • Azo compound
  • Tertiary amine
  • Amino acid or derivatives
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Organic oxide
  • Organonitrogen compound
  • Amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organooxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • 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 Solubility0.087 g/LALOGPS
logP3.74ALOGPS
logP3.31ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)3.15ChemAxon
pKa (Strongest Basic)3.79ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area65.26 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity82.06 m³·mol⁻¹ChemAxon
Polarizability29.14 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, Positivesplash10-00di-0090000000-a1831db855e2780529e6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0uk9-7190000000-0eda395b638db5eadf79Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pb9-5970000000-ca30b8e8806bd8ab63e3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00xr-0090000000-259d117b8ec8d3c95c94Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0090000000-0e41b130e18883bafb98Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ab9-1290000000-7774c084bed851f496bcSpectrum
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 IDDB08209
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDCPD0-1147
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkMethyl_red
Chemspider IDNot Available
ChEBI ID49770
PubChem Compound IDNot Available
Kegg Compound IDC19459
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=21929853