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, 9CIdb_source
Acetacid red bbiospider
Acid Brilliant Rubine 2Gbiospider
Acid brilliant rubine 2gtbiospider
Acid brilliant rubine a2g conc.biospider
Acid Chrome Blue 2Rbiospider
Acid chrome blue babiospider
Acid chrome blue ba-CFbiospider
Acid chrome blue FBSbiospider
Acid fast red FBbiospider
Acid Red 14biospider
Acid Red 26biospider
Acid Red 2Cbiospider
Acid Red 2Sbiospider
Acid rubinebiospider
Acid rubine extrabiospider
Airedale carmoisinebiospider
Amacid carmoisine bbiospider
Amacid chrome blue rbiospider
Atul acid crystal redbiospider
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
Azorubinbiospider
Brasilan Azo Rubine 2NSbiospider
Brilliant acid rubine mbiospider
Brilliant carmoisinedb_source
Brilliant crimson 2r.fqbiospider
Brilliant crimson redbiospider
Bucacid azo rubinebiospider
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
Calcocid rubine XXbiospider
Carmoisinedb_source
Carmoisine aluminium lakebiospider
Carmoisine aluminum lakebiospider
Carmoisine babiospider
Carmoisine ba-CFbiospider
Carmoisine BSSbiospider
Carmoisine fubiospider
Carmoisine GRNbiospider
Carmoisine lasbiospider
Carmoisine sbiospider
Carmoisine suprabiospider
Carmoisine wbiospider
Carmoisine WSbiospider
Certicol carmoisine sbiospider
Chrome Fast Blue 2Rbiospider
Chromotrop FBbiospider
Chromotrope FBdb_source
Cilefa rubine rbiospider
Crimson 2EMBLbiospider
Crimson emblbiospider
Diadem chrome blue gbiospider
Diadem chrome blue rbiospider
Disodium 2-(4-sulfo-1-naphthylazo)-1-naphthol-4-sulfonatebiospider
E122db_source
Edicol supra carmoisine wbiospider
Edicol supra carmoisine WSbiospider
Eniacid Brilliant Rubine 3Bbiospider
Erio rubine bbiospider
Eurocert azorubinebiospider
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
Fruit red a extra yellowish geigybiospider
HD carmoisinebiospider
HD carmoisine suprabiospider
Hexacol carmoisinebiospider
Hexacol carmoisine conc.biospider
Hidacid azo rubinebiospider
Hispacid rubine fbiospider
Java rubine nbiospider
Karmesinbiospider
Kenachrome Blue 2Rbiospider
Kiton Crimson 2Rbiospider
Kiton rubine rbiospider
Lighthouse Chrome Blue 2Rbiospider
Lissamine red Wdb_source
Nacaratdb_source
Nacarat (van)biospider
Nacarat a exportbiospider
Nacarat extra pure abiospider
Neklacid azorubine wbiospider
Neklacid rubine wbiospider
Nylomine Acid Red P4Bbiospider
Pontacyl rubine rbiospider
Solar rubinebiospider
Solochrome blue FBbiospider
Solochrome brilliant bluebiospider
Standacol carmoisinebiospider
Tertracid red cabiospider
Tertrochrome blue FBbiospider
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 KeyInChIKey=TVWOWDDBXAFQDG-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
Monoisotopic Molecular Weight458
Classification
DescriptionThis compound belongs to the class of chemical entities 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.
KingdomChemical entities
Super ClassOrganic compounds
ClassBenzenoids
Sub ClassNaphthalenes
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