Record Information
Version1.0
Creation date2010-04-08 22:11:54 UTC
Update date2018-05-28 19:30:58 UTC
Primary IDFDB015529
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameRose bengal
DescriptionRose bengal 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. Based on a literature review very few articles have been published on Rose bengal.
CAS Number4159-77-7
Structure
Thumb
Synonyms
SynonymSource
2',4',5',7'-Tetrabromo-2,3,4,5-tetraiodofluoresceinChEBI
3,4,5,6-tetrachloro-2',4',5',7'-Tetraiodofluorescein, 8ciHMDB
4,5,6,7-tetrachloro-3',6'-Dihydroxy-2',4',5',7'-tetraiodospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 9ciHMDB
Ak-rose liq 1%HMDB
C.I. 45440HMDB
C.I. solvent red 141HMDB
Bengal, roseMeSH
Rose bengalMeSH
Rose bengal sodium I 125MeSH
Rose bengal sodium I 131MeSH
3,4,5,6-Tetrachloro-2',4',5',7'-tetraiodofluorescein, 8CIdb_source
4,5,6,7-Tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 9CIdb_source
C.I. Solvent red 141db_source
Predicted Properties
PropertyValueSource
Water Solubility0.00068 g/LALOGPS
logP6.02ALOGPS
logP9.26ChemAxon
logS-6.2ALOGPS
pKa (Strongest Acidic)2.52ChemAxon
pKa (Strongest Basic)1.81ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area83.83 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity176.05 m³·mol⁻¹ChemAxon
Polarizability63.8 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC20H4Cl4I4O5
IUPAC name2,3,4,5-tetrachloro-6-(6-hydroxy-2,4,5,7-tetraiodo-3-oxo-3H-xanthen-9-yl)benzoic acid
InChI IdentifierInChI=1S/C20H4Cl4I4O5/c21-10-8(9(20(31)32)11(22)13(24)12(10)23)7-3-1-5(25)16(29)14(27)18(3)33-19-4(7)2-6(26)17(30)15(19)28/h1-2,29H,(H,31,32)
InChI KeyVDNLFJGJEQUWRB-UHFFFAOYSA-N
Isomeric SMILESOC(=O)C1=C(C(Cl)=C(Cl)C(Cl)=C1Cl)C1=C2C=C(I)C(=O)C(I)=C2OC2=C(I)C(O)=C(I)C=C12
Average Molecular Weight973.673
Monoisotopic Molecular Weight971.499157746
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 Parents
Substituents
  • Xanthene
  • 2-halobenzoic acid or derivatives
  • 3-halobenzoic acid or derivatives
  • 4-halobenzoic acid or derivatives
  • Halobenzoic acid or derivatives
  • 2-halobenzoic acid
  • 3-halobenzoic acid
  • 4-halobenzoic acid
  • Halobenzoic acid
  • Benzoic acid
  • Benzoic acid or derivatives
  • Benzoyl
  • 2-iodophenol
  • 1-carboxy-2-haloaromatic compound
  • Chlorobenzene
  • Halobenzene
  • Monocyclic benzene moiety
  • Aryl iodide
  • Aryl halide
  • Benzenoid
  • Aryl chloride
  • Vinylogous halide
  • Heteroaromatic compound
  • Cyclic ketone
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Oxacycle
  • Organohalogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organochloride
  • Organoiodide
  • Organooxygen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Source:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 24.67%; H 0.41%; Cl 14.56%; I 52.13%; O 8.22%DFC
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
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
EI-MS/GC-MSNot Available
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0000000009-f3bf8c5a3e0f0a0853fcSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-0000000009-66093dd459c6362a7d97Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00b9-1000000009-2e8b9a120af756884330Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0000000009-db1a74d9f739e534146dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00fr-0000000009-29def3b73f15b66f7561Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00b9-0000000019-a195e1189bd1f1119c6bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0000000009-4d514593d08da0819fbaSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0000000009-cb8d88946ddbbd8b9e9bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-0000000119-bd361297dc21f404f385Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0000000009-f3e6775ccbb7efabbbe2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-0000000009-6240466616fe0b78d3a9Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0v4l-0000000019-0a9443190bf8c294261bSpectrum
NMRNot Available
ChemSpider ID23774
ChEMBL IDCHEMBL1208422
KEGG Compound IDNot Available
Pubchem Compound ID25474
Pubchem Substance IDNot Available
ChEBI ID52904
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB36613
CRC / DFC (Dictionary of Food Compounds) IDKDB43-S:KDB43-S
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDRose_bengal
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
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference