Purpurin (CHEM016403)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 03:30:31 UTC
Update Date2016-11-09 01:15:23 UTC
Accession NumberCHEM016403
Identification
Common NamePurpurin
ClassSmall Molecule
DescriptionA trihydroxyanthraquinone derived from anthracene by substitution with oxo groups at C-9 and C-10 and with hydroxy groups at C-1, C-2 and C-4.
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1,2,4-Trihydroxy-9,10-anthracenedioneChEBI
1,2,4-Trihydroxy-9,10-anthraquinoneChEBI
1,2,4-Trihydroxyanthra-9,10-quinoneChEBI
1,2,4-TrihydroxyanthrachinonChEBI
1,2,4-TrihydroxyanthraquinoneChEBI
Alizarin purpurinChEBI
C.I. 58205ChEBI
Hydroxylizaric acidChEBI
PrChEBI
PurpurineChEBI
Smoke brown gChEBI
VerantinChEBI
HydroxylizarateGenerator
Purpurin, madder rootMeSH
Chemical FormulaC14H8O5
Average Molecular Mass256.213 g/mol
Monoisotopic Mass256.037 g/mol
CAS Registry Number81-54-9
IUPAC Name1,2,4-trihydroxy-9,10-dihydroanthracene-9,10-dione
Traditional Namepurpurin
SMILESOC1=CC(O)=C2C(=O)C3=CC=CC=C3C(=O)C2=C1O
InChI IdentifierInChI=1S/C14H8O5/c15-8-5-9(16)14(19)11-10(8)12(17)6-3-1-2-4-7(6)13(11)18/h1-5,15-16,19H
InChI KeyBBNQQADTFFCFGB-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as hydroxyanthraquinones. Hydroxyanthraquinones are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassAnthracenes
Sub ClassAnthraquinones
Direct ParentHydroxyanthraquinones
Alternative Parents
Substituents
  • Hydroxyanthraquinone
  • Aryl ketone
  • 1-hydroxy-2-unsubstituted benzenoid
  • Vinylogous acid
  • Ketone
  • Polyol
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
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
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.52 g/LALOGPS
logP2.67ALOGPS
logP3.31ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)7.59ChemAxon
pKa (Strongest Basic)-5.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area94.83 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity67.09 m³·mol⁻¹ChemAxon
Polarizability24.21 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0fb9-0790000000-b61fbc92e346890c489bSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_3_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_3) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_2_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_2_2) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_2_3) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_3_1) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Negativesplash10-0a6r-0090000000-6e44a1fb2e8584e13ee4Spectrum
LC-MS/MSLC-MS/MS Spectrum - 60V, Negativesplash10-004i-0490000000-1aa3ef87345453507049Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-0a4i-0090000000-c10132c7149f134bfa13Spectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Negativesplash10-0a4i-0090000000-9acec5f22ae2dfc6330fSpectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Negativesplash10-004j-0950000000-19a239158fdb57a0ebd3Spectrum
LC-MS/MSLC-MS/MS Spectrum - 90V, Negativesplash10-0f6t-0910000000-f7648e9bef5ea033670eSpectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-0a4i-0090000000-fdf6f240d32f873d58bbSpectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Positivesplash10-004j-0950000000-b743df3e229000633534Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0090000000-9ab744c5c29fe19d4ce1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0590000000-57490261a8e0a55b7ac0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-8690000000-0a3fafba7827233bfa32Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0090000000-5b6d593164586881d411Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0090000000-659c1a214495d5a7d843Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052r-3960000000-c3a7e2708b3f2460be56Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0256928
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDC00002857
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia Link1,2,4-Trihydroxyanthraquinone
Chemspider ID6431
ChEBI ID8645
PubChem Compound IDNot Available
Kegg Compound IDC10395
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=10521685
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=14500876
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=19748496
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=20238054
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=20392152
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=20686243
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=21552598
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=22997839
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=23226409
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=23233879
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=26037779
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=26178874