Record Information
Version1.0
Creation date2010-04-08 22:04:45 UTC
Update date2018-05-28 23:03:51 UTC
Primary IDFDB000892
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameErythrosine
DescriptionDye used in food and feed additives. Prohibited in U.S.A. and Norway [DFC] Erythrosine, also known as Red No. 3, is a cherry-pink synthetic fluorone food coloring. It is the disodium salt of 2,4,5,7-tetraiodofluorescein. Erythrosine is commonly used in sweets such as some candies and popsicles, and even more widely used in cake-decorating gels. While commonly used in many countries of the world, erythrosine is less commonly used in the United States because Allura Red AC (Red #40) is generally used instead. However, Allura Red AC is banned in many European countries solely because it is an azo dye, despite scientific consensus of Red 40 having fewer known health risks. [Wikipedia].
CAS Number15905-32-5
Structure
Thumb
Synonyms
SynonymSource
e127HMDB
2',4',5',7'-TetraiodofluoresceinHMDB
2, 4,5,7-TetraiodofluoresceinHMDB
2,4,5,7-ErythrosinHMDB
2,4,5,7-TetraiodofluoresceinHMDB
3',6'-Dihydroxy-2',4',5',7'-tetraiodospiro[isobenzofuran-1(3H),9'(9H)-xanthen]-3-one, 9ciHMDB
Aizen erythrosineHMDB
C.I. 45430HMDB
C.I. acid red 51HMDB
C.I. FOOD red 14HMDB
CeplacHMDB
Cogilor orange 211.10HMDB
Cogilor orange 312.42HMDB
Dianthine bHMDB
Erythrosine acidHMDB
Erythrosine, phenolicHMDB
FD And C red no. 3HMDB
FeluminHMDB
FOOD Red no. 3HMDB
IodeosinHMDB
Iodeosine bHMDB
IodofluoresceinHMDB
Pyrosine bHMDB
Red 1427HMDB
TetraiodofluoresceinHMDB
TraceHMDB
ErythrosinMeSH
FDC Red no. 3MeSH
Erythrosin bMeSH
ErythrosineMeSH
Erythrosine bMeSH
F D And C #3MeSH
3',6'-Dihydroxy-2',4',5',7'-tetraiodospiro[isobenzofuran-1(3H),9'(9H)-xanthen]-3-one, 9CIdb_source
C.I. Acid red 51db_source
C.I. Food red 14db_source
Dianthine Bdb_source
E127db_source
FD and C Red No. 3db_source
Fd&c red no. 3manual
Food red no. 3db_source
Iodeosine Bdb_source
Pyrosine Bdb_source
Predicted Properties
PropertyValueSource
Water Solubility0.0034 g/LALOGPS
logP4.87ALOGPS
logP7.6ChemAxon
logS-5.4ALOGPS
pKa (Strongest Acidic)6.5ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area75.99 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity144.67 m³·mol⁻¹ChemAxon
Polarizability55.06 ųChemAxon
Number of Rings5ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC20H8I4O5
IUPAC name3',6'-dihydroxy-2',4',5',7'-tetraiodo-3H-spiro[2-benzofuran-1,9'-xanthene]-3-one
InChI IdentifierInChI=1S/C20H8I4O5/c21-11-5-9-17(13(23)15(11)25)28-18-10(6-12(22)16(26)14(18)24)20(9)8-4-2-1-3-7(8)19(27)29-20/h1-6,25-26H
InChI KeyOALHHIHQOFIMEF-UHFFFAOYSA-N
Isomeric SMILESOC1=C(I)C2=C(C=C1I)C1(OC(=O)C3=C1C=CC=C3)C1=CC(I)=C(O)C(I)=C1O2
Average Molecular Weight835.8924
Monoisotopic Molecular Weight835.655047046
Classification
Description belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzopyrans
Sub Class1-benzopyrans
Direct ParentXanthenes
Alternative ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 28.74%; H 0.96%; I 60.73%; O 9.57%DFC
Melting Point303 oC
Boiling PointNot Available
Experimental Water Solubility0.7 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 LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0000000090-db6c3b87548730b3c5f3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0000000190-52dee1d81ffe26858561View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-2000000910-58f48963afe8483582bbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0000000190-36e9ffe18ea6cc29f256View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000x-0000000980-bbf5a758ae7ec213d379View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-0000001900-38a92edd478b63e07a9eView in MoNA
ChemSpider ID3144
ChEMBL IDCHEMBL1332616
KEGG Compound IDNot Available
Pubchem Compound ID3259
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB29702
CRC / DFC (Dictionary of Food Compounds) IDBLR71-K:BLR71-K
EAFUS ID1349
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDErythrosine
Phenol-Explorer Metabolite IDNot Available
Duplicate IDS
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