Record Information
Version1.0
Creation date2010-04-08 22:12:01 UTC
Update date2015-07-20 23:21:38 UTC
Primary IDFDB015741
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameAzorubine
DescriptionFood dye Azorubine is commonly used in the UK and in several other countries in a popular soda brand, but it is a prohibited food additive in Canada, Japan, Norway, Sweden and the United States.; Azorubine, carmoisine, Food Red 3, Azorubin S, Brillantcarmoisin O, Acid Red 14, or C.I. 14720 is a synthetic red food dye from the azo dye group. It usually comes as a disodium salt. It is a red to maroon powder. It is used for the purposes where the food is heat-treated after fermentation. It has E number E122. Some of the foods it can be present in are blancmange, marzipan, Swiss roll, jams, preserves, yoghurts, jellies, breadcrumbs, and cheesecake mixes. It is also present in Oraldene Mouthwash.; It is one of the colourants that the Hyperactive Children's Support Group recommends be eliminated from the diet of children.
CAS Number3567-69-9
Structure
Thumb
Synonyms
SynonymSource
4-Hydroxy-3-[(4-sulfO-1-naphthalenyl)azo]-1-naphthalenesulfonic acid, 9ciHMDB
Acetacid red bHMDB
Acid brilliant rubine 2gHMDB
Acid brilliant rubine 2GTHMDB
Acid brilliant rubine a2g CONC.HMDB
Acid chrome blue 2RHMDB
Acid chrome blue baHMDB
Acid chrome blue ba-CFHMDB
Acid chrome blue FBSHMDB
Acid fast red FBHMDB
Acid red 14HMDB
Acid red 26HMDB
Acid red 2CHMDB
Acid red 2SHMDB
Acid rubineHMDB
Acid rubine extraHMDB
Airedale carmoisineHMDB
Amacid carmoisine bHMDB
Amacid chrome blue RHMDB
Atul acid crystal redHMDB
Atul crystal red FHMDB
azo Rubin extraHMDB
azo Rubin SHMDB
azo Rubin XXHMDB
azo RubineHMDB
azo Rubine (biological stain)HMDB
azo Rubine afHMDB
azo Rubine extra LCHMDB
azo Rubine for FOODHMDB
azo Rubine LZHMDB
azo Rubine S specially pureHMDB
azo Rubine XXHMDB
AzorubinHMDB
Brasilan azo rubine 2NSHMDB
Brilliant acid rubine mHMDB
Brilliant carmoisineHMDB
Brilliant crimson 2R.fqHMDB
Brilliant crimson redHMDB
Bucacid azo rubineHMDB
C.I. acid red 14HMDB
C.I. acid red 14, disodium saltHMDB
C.I. acid red no. 14HMDB
C.I. chromotrope FBHMDB
C.I. FOOD red 3HMDB
C.I. mordant blue 79HMDB
Calcocid rubine XXHMDB
CarmoisineHMDB
Carmoisine aluminium lakeHMDB
Carmoisine aluminum lakeHMDB
Carmoisine baHMDB
Carmoisine ba-CFHMDB
Carmoisine BSSHMDB
Carmoisine fuHMDB
Carmoisine GRNHMDB
Carmoisine lasHMDB
Carmoisine SHMDB
Carmoisine supraHMDB
Carmoisine WHMDB
Carmoisine WSHMDB
Certicol carmoisine SHMDB
Chrome fast blue 2RHMDB
Chromotrop FBHMDB
Chromotrope FBHMDB
Cilefa rubine RHMDB
Crimson 2EMBLHMDB
Crimson emblHMDB
Diadem chrome blue gHMDB
Diadem chrome blue RHMDB
Disodium 2-(4-sulfO-1-naphthylazo)-1-naphthol-4-sulfonateHMDB
e122HMDB
Edicol supra carmoisine WHMDB
Edicol supra carmoisine WSHMDB
Eniacid brilliant rubine 3bHMDB
erio Rubine bHMDB
Eurocert azorubineHMDB
Ext D and C red no. 10HMDB
Ext. D & C red no. 10HMDB
Extract D and C red no. 10HMDB
fenazo Red cHMDB
FOOD Red 5HMDB
Fruit red a extra yellowish geigyHMDB
HD CarmoisineHMDB
HD Carmoisine supraHMDB
Hexacol carmoisineHMDB
Hexacol carmoisine CONC.HMDB
Hidacid azo rubineHMDB
Hispacid rubine FHMDB
Java rubine NHMDB
KarmesinHMDB
Kenachrome blue 2RHMDB
Kiton crimson 2RHMDB
Kiton rubine RHMDB
Lighthouse chrome blue 2RHMDB
Lissamine red WHMDB
NacaratHMDB
Nacarat a exportHMDB
Nacarat extra pure aHMDB
Neklacid azorubine WHMDB
Neklacid rubine WHMDB
Nylomine acid red P4bHMDB
Pontacyl rubine RHMDB
Solar rubineHMDB
Solochrome blue FBHMDB
Solochrome brilliant blueHMDB
Standacol carmoisineHMDB
Tertracid red caHMDB
Tertrochrome blue FBHMDB
4-Hydroxy-3-[(4-sulfo-1-naphthalenyl)azo]-1-naphthalenesulfonic acid, 9CIdb_source
Acid Brilliant Rubine 2Gbiospider
Acid brilliant rubine 2gtbiospider
Acid brilliant rubine a2g conc.biospider
Acid Chrome Blue 2Rbiospider
Acid Red 14biospider
Acid Red 26biospider
Acid Red 2Cbiospider
Acid Red 2Sbiospider
Amacid chrome blue rbiospider
Atul crystal red fbiospider
Azo rubin extrabiospider
Azo rubin sbiospider
Azo rubin XXbiospider
Azo rubinebiospider
Azo rubine (biological stain)biospider
Azo rubine afbiospider
Azo rubine extra LCbiospider
Azo rubine for foodbiospider
Azo rubine LZbiospider
Azo rubine s specially purebiospider
Azo rubine XXbiospider
Brasilan Azo Rubine 2NSbiospider
Brilliant crimson 2r.fqbiospider
C.I. Acid red 14db_source
C.I. Acid Red 14, disodium saltbiospider
C.I. Acid Red No. 14biospider
C.I. Chromotrope FBdb_source
C.I. Food red 3db_source
C.I. Mordant blue 79db_source
Carmoisine sbiospider
Carmoisine wbiospider
Certicol carmoisine sbiospider
Chrome Fast Blue 2Rbiospider
Cilefa rubine rbiospider
Diadem chrome blue rbiospider
Disodium 2-(4-sulfo-1-naphthylazo)-1-naphthol-4-sulfonatebiospider
E122db_source
Edicol supra carmoisine wbiospider
Eniacid Brilliant Rubine 3Bbiospider
Erio rubine bbiospider
Ext D and C Red No. 10biospider
Ext. D & C Red No. 10biospider
Extract D And C Red No. 10biospider
Fenazo red cbiospider
Food Red 5biospider
HD carmoisinebiospider
HD carmoisine suprabiospider
Hexacol carmoisine conc.biospider
Hispacid rubine fbiospider
Java rubine nbiospider
Kenachrome Blue 2Rbiospider
Kiton Crimson 2Rbiospider
Kiton rubine rbiospider
Lighthouse Chrome Blue 2Rbiospider
Nacarat (van)biospider
Neklacid azorubine wbiospider
Neklacid rubine wbiospider
Nylomine Acid Red P4Bbiospider
Pontacyl rubine rbiospider
Predicted Properties
PropertyValueSource
Water Solubility0.013 g/LALOGPS
logP-0.06ALOGPS
logP0.49ChemAxon
logS-4.5ALOGPS
pKa (Strongest Acidic)-3.2ChemAxon
pKa (Strongest Basic)-1.1ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area153.69 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity116.5 m³·mol⁻¹ChemAxon
Polarizability42.52 ųChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC20H14N2O7S2
IUPAC name4-hydroxy-3-[(Z)-2-(4-sulfonaphthalen-1-yl)diazen-1-yl]naphthalene-1-sulfonic acid
InChI IdentifierInChI=1S/C20H14N2O7S2/c23-20-15-8-4-3-7-14(15)19(31(27,28)29)11-17(20)22-21-16-9-10-18(30(24,25)26)13-6-2-1-5-12(13)16/h1-11,23H,(H,24,25,26)(H,27,28,29)/b22-21-
InChI KeyTVWOWDDBXAFQDG-DQRAZIAOSA-N
Isomeric SMILESOC1=C(C=C(C2=CC=CC=C12)S(O)(=O)=O)\N=N/C1=CC=C(C2=CC=CC=C12)S(O)(=O)=O
Average Molecular Weight458.464
Monoisotopic Molecular Weight458.024242192
Classification
DescriptionThis compound belongs to the class of organic compounds known as 1-naphthalene sulfonates. These are organic aromatic compounds that contain a naphthalene moiety that carries a sulfonic acid group at the 1-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 Parent1-naphthalene sulfonates
Alternative Parents
Substituents
  • 1-naphthalene sulfonate
  • 1-naphthalene sulfonic acid or derivatives
  • 1-naphthol
  • Arylsulfonic acid or derivatives
  • 1-sulfo,2-unsubstituted aromatic compound
  • Organic sulfonic acid or derivatives
  • Organosulfonic acid or derivatives
  • Organosulfonic acid
  • Sulfonyl
  • Azo compound
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 52.40%; H 3.08%; N 6.11%; O 24.43%; S 13.99%DFC
Melting Point>300 oC
Boiling PointNot Available
Experimental Water Solubility30 mg/mLGREEN,FJ (1990)
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00fr-0193300000-e70ea6560beecd501ec8View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00di-3092410000-78801168d8e43a586b06View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0042900000-1ca6efe37beefa4ac9a5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-056r-0397300000-2be370a6ebe3f9576cc3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0aba-0691000000-767d8a2cac2ccd089219View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0ab9-1091700000-d59ac9f6004d97f50e4cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-057s-5397500000-6b01550285f08626f009View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-9170000000-63a0e6db01fb16d89f9aView in MoNA
ChemSpider ID30777170
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID44135716
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB36795
CRC / DFC (Dictionary of Food Compounds) IDKGW98-I:KGW98-I
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDAzorubine
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference