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9-(2-Carboxyphenyl)-3,6-bis(diethylamino)xanthylium(1+) (CHEM003942)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2014-10-14 21:20:17 UTC
Update Date2016-11-09 01:09:15 UTC
Accession NumberCHEM003942
Identification
Common Name9-(2-Carboxyphenyl)-3,6-bis(diethylamino)xanthylium(1+)
ClassSmall Molecule
Description9-(2-Carboxyphenyl)-3,6-bis(diethylamino)xanthylium(1+) is a food dye 9-(2-Carboxyphenyl)-3,6-bis(diethylamino)xanthylium(1+) belongs to the family of Xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene ring joined to each other by a pyran ring.
Contaminant Sources
  • FooDB Chemicals
  • IARC Carcinogens Group 3
  • T3DB toxins
Contaminant Type
  • Dye
  • Food Additive
  • Food Toxin
  • Metabolite
  • Synthetic Compound
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Rhodamine b cationChEBI
81-88-9 (CHLORIDE)HMDB
9-(2-Carboxyphenyl)-3,6-bis(diethylamino)-xanthyliumHMDB
9-(2-Carboxyphenyl)-3,6-bis(diethylamino)xanthyliumHMDB
9-(2-Carboxyphenyl)-3,6-bis(diethylamino)xanthylium(1+), 9ciHMDB
Basazol red 71PHMDB
Basic rose redHMDB
Basic violet 10HMDB
C.I. 45170HMDB
C.I. basic violet 10HMDB
C.I. FOOD red 15HMDB
C.I. solvent red 49HMDB
Calcozine red BXHMDB
Calcozine rhodamine BXPHMDB
Cerise toner X 1127HMDB
D And C red 19HMDB
Eriosin rhodamine bHMDB
FOOD Red 15HMDB
N-[9-(2-Carboxyphenyl)-6-(diethylamino)-3H-xanthen-3-ylidene]-N-ethylethanaminium(1+), 9ciHMDB
Pilot 578HMDB
RhodamineHMDB
Rhodamine 610HMDB
Rhodamine b monocationHMDB
Rhodamine b(1+)HMDB
Rhodamine lake red bHMDB
TetraethylrhodamineHMDB
Rhodamine bHMDB
RhodaminesMeSH
Chemical FormulaC28H31N2O3
Average Molecular Mass443.557 g/mol
Monoisotopic Mass443.233 g/mol
CAS Registry Number14899-08-2
IUPAC Name9-(2-carboxyphenyl)-6-(diethylamino)-N,N-diethyl-3H-xanthen-3-iminium
Traditional Namerhodamine B(1+)
SMILESCCN(CC)C1=CC2=C(C=C1)C(C1=CC=CC=C1C(O)=O)=C1C=CC(C=C1O2)=[N+](CC)CC
InChI IdentifierInChI=1S/C28H30N2O3/c1-5-29(6-2)19-13-15-23-25(17-19)33-26-18-20(30(7-3)8-4)14-16-24(26)27(23)21-11-9-10-12-22(21)28(31)32/h9-18H,5-8H2,1-4H3/p+1
InChI KeyCVAVMIODJQHEEH-UHFFFAOYSA-O
Chemical Taxonomy
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 Parents
Substituents
  • Xanthene
  • Benzoic acid or derivatives
  • Benzoic acid
  • Benzoyl
  • Tertiary aliphatic/aromatic amine
  • Dialkylarylamine
  • Monocyclic benzene moiety
  • Benzenoid
  • Heteroaromatic compound
  • Amino acid or derivatives
  • Amino acid
  • Tertiary amine
  • Oxacycle
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic nitrogen compound
  • Amine
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic cation
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginEndogenous
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
SolubilityThe solubility of Rhodamine B in water is ~15 g/L.[8] However, the solubility in acetic acid solution (30 vol.%) is ~400 g/L. (Wikipedia)
Predicted Properties
PropertyValueSource
Water Solubility0.0035 g/LALOGPS
logP5.95ALOGPS
logP1.78ChemAxon
logS-5.1ALOGPS
pKa (Strongest Acidic)3.5ChemAxon
pKa (Strongest Basic)4.34ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area52.78 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity157.92 m³·mol⁻¹ChemAxon
Polarizability51.46 ųChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSsplash10-03fr-0201900000-6ddae7ec527f63d82258View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS)splash10-004s-2000910000-f514b6402bfea591b5c4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0000900000-2fdde36060a9fe440262View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kg-0000900000-9c87be1c845dc583a654View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00ba-6113900000-d8bc00aae3733b299974View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0000900000-410660bd6e9676b52deaView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-1000900000-eb15465a3f6f966326f3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-006x-9002400000-16b1da2c93179f10c79bView in MoNA
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)3, not classifiable as to its carcinogenicity to humans. (2)
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0031786
FooDB IDFDB008459
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkRhodamine B
Chemspider ID6440
ChEBI ID52896
PubChem Compound ID6695
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.