Dantron (Chrysazin; 1,8-Dihydroxyanthraquinone) (CHEM016026)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-20 16:11:41 UTC
Update Date2016-11-09 01:15:19 UTC
Accession NumberCHEM016026
Identification
Common NameDantron (Chrysazin; 1,8-Dihydroxyanthraquinone)
ClassSmall Molecule
DescriptionA dihydroxyanthraquinone that is anthracene-9,10-dione substituted by hydroxy groups at positions 1 and 8.
Contaminant Sources
  • FooDB Chemicals
  • IARC Carcinogens Group 2B
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
1,8-Dihydroxy-9,10-anthracenedioneChEBI
1,8-Dihydroxy-9,10-anthraquinoneChEBI
1,8-Dihydroxyanthra-9,10-quinoneChEBI
1,8-DihydroxyanthrachinonChEBI
1,8-DihydroxyanthraquinoneChEBI
DanthronChEBI
DantronaChEBI
DantroneChEBI
DantronumChEBI
DioxyanthrachinonumChEBI
ChrysazinKegg
Pilules vinchy n.f.Kegg
DanthaneMeSH
DorbanexMeSH
DuolaxMeSH
DanthroneMeSH
1,8-DihydroanthraquinoneHMDB
1,8-Dihydroxy-9,10-anthracenedione, 9ciHMDB
1,8-Dihydroxyanthracene-9,10-dioneHMDB
1,8-DioxyanthraquinoneHMDB
AltanHMDB
AntrapurolHMDB
ChrysazineHMDB
CriasazinHMDB
Danthron, banHMDB
Dantron, innHMDB
DiaquoneHMDB
DorbaneHMDB
IstizinHMDB
LaxanormHMDB
LaxanthreenHMDB
LaxipurHMDB
LaxipurinHMDB
ZwitsalaxHMDB
DantronChEBI
Chemical FormulaC14H8O4
Average Molecular Mass240.211 g/mol
Monoisotopic Mass240.042 g/mol
CAS Registry Number117-10-2
IUPAC Name1,8-dihydroxy-9,10-dihydroanthracene-9,10-dione
Traditional Namealtan
SMILESOC1=CC=CC2=C1C(=O)C1=C(C=CC=C1O)C2=O
InChI IdentifierInChI=1S/C14H8O4/c15-9-5-1-3-7-11(9)14(18)12-8(13(7)17)4-2-6-10(12)16/h1-6,15-16H
InChI KeyQBPFLULOKWLNNW-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone.
KingdomOrganic compounds
Super ClassBenzenoids
ClassAnthracenes
Sub ClassAnthraquinones
Direct ParentAnthraquinones
Alternative Parents
Substituents
  • Anthraquinone
  • 9,10-anthraquinone
  • Aryl ketone
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Vinylogous acid
  • Ketone
  • 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 Solubility0.3 g/LALOGPS
logP2.98ALOGPS
logP3.61ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)9.09ChemAxon
pKa (Strongest Basic)-4.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity65.11 m³·mol⁻¹ChemAxon
Polarizability23.19 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, Positivesplash10-006x-1690000000-e493908abfb426f6216dSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00dl-7629000000-370e0237e8f70fd7cfbfSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-000i-0090000000-f33bba4b2a76f616e555Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-000i-0090000000-debf61aa41c5f09488ebSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-000i-0090000000-0b90944c9e69d24702c5Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-03dr-0290000000-b75bbfaef6b643f8b203Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-03e9-0960000000-51a32afa2b48f66fdc1fSpectrum
LC-MS/MSLC-MS/MS Spectrum - 50V, Negativesplash10-03e9-0960000000-51a32afa2b48f66fdc1fSpectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-03dr-0290000000-b75bbfaef6b643f8b203Spectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-000i-0090000000-debf61aa41c5f09488ebSpectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-000i-0090000000-0b90944c9e69d24702c5Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-000i-0090000000-f33bba4b2a76f616e555Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-000i-0190000000-8bcac768df02def4e1d9Spectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-000i-0190000000-436ab816c978b7ec29f5Spectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-03di-3950000000-861f80d1a5e11116829fSpectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-001i-9300000000-0de6efe28e3887cc2204Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-03di-1900000000-2d2065086e55275ebd78Spectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-001i-9000000000-95ba36cfad8be0f8bd05Spectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-03dr-0290000000-95e6cb49e0e58976e358Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0090000000-968889b6ae63480b6a0dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0090000000-968889b6ae63480b6a0dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-3190000000-b113fe59304580347faaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0090000000-ffc6344f48ef3652df86Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0090000000-ffc6344f48ef3652df86Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03di-0690000000-30308c2ec54ad0261d01Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0090000000-62d161034c5eb4b42e8dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-0090000000-0b7c1878d26055d6badcSpectrum
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 IDDB04816
HMDB IDHMDB0029752
FooDB IDFDB000955
Phenol Explorer IDNot Available
KNApSAcK IDC00002804
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDCHZ
Wikipedia LinkDantron
Chemspider ID2845
ChEBI ID3682
PubChem Compound ID2950
Kegg Compound IDC10312
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=19784869
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=20369292
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=21576413
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=22592642
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=23770982
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=24434150
7. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.