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Showing Compound Xanthopurpurin (FDB014820)

Record Information
Version1.0
Creation date2010-04-08 22:11:29 UTC
Update date2019-11-26 03:10:48 UTC
Primary IDFDB014820
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameXanthopurpurin
DescriptionXanthopurpurin, also known as purpuroxanthin, 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. Xanthopurpurin has been detected, but not quantified in, several different foods, such as herbal tea, green tea, red tea, teas (Camellia sinensis), and beverages. This could make xanthopurpurin a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Xanthopurpurin.
CAS Number518-83-2
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
1,3-Dihydroxy-9,10-anthracenedioneChEBI
1,3-Dihydroxy-9,10-anthraquinoneChEBI
1,3-DihydroxyanthraquinoneChEBI
PurpuroxanthinChEBI
PurpuroxanthineChEBI
1,3-Dihydroxy-9,10-anthracenedione, 9ciHMDB
1,3-Dihydroxy-anthraquinoneHMDB
1,3-Dihydroxyanthracene-9,10-dioneHMDB
2-(Methoxymethyl)-1,3-dihydroxyanthraquinoneHMDB
9,10-Anthracenedione, 1,3-dihydroxy- (9ci)HMDB
Lucidin omega-methyl etherHMDB
PurpuroHMDB
PurpuroxathinHMDB
PurpuroxathineHMDB
XanthopurpinHMDB
1,3-dihydroxy-9,10-anthracenedionebiospider
1,3-Dihydroxy-9,10-anthracenedione, 9CIdb_source
1,3-dihydroxy-9,10-anthraquinonebiospider
1,3-dihydroxyanthracene-9,10-dionebiospider
9,10-Anthracenedione, 1,3-dihydroxy-biospider
9,10-Anthracenedione, 1,3-dihydroxy- (9CI)biospider
Anthraquinone, 1,3-dihydroxy-biospider
Xanthopurpurindb_source
Predicted Properties
PropertyValueSource
Water Solubility0.24 g/LALOGPS
logP3.01ALOGPS
logP2.96ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)7.43ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity65.11 m³·mol⁻¹ChemAxon
Polarizability23.38 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC14H8O4
IUPAC name1,3-dihydroxy-9,10-dihydroanthracene-9,10-dione
InChI IdentifierInChI=1S/C14H8O4/c15-7-5-10-12(11(16)6-7)14(18)9-4-2-1-3-8(9)13(10)17/h1-6,15-16H
InChI KeyWPWWKBNOXTZDQJ-UHFFFAOYSA-N
Isomeric SMILESOC1=CC2=C(C(O)=C1)C(=O)C1=CC=CC=C1C2=O
Average Molecular Weight240.2109
Monoisotopic Molecular Weight240.042258744
Classification
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-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
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 70.00%; H 3.36%; O 26.64%DFC
Melting PointMp 268-270°DFC
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-MS
TypeDescriptionSplash KeyView
Predicted GC-MSXanthopurpurin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-01p6-1980000000-5567e2b30036f66ce1e8Spectrum
Predicted GC-MSXanthopurpurin, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-02mi-5279000000-233f483632f78e0bb972Spectrum
Predicted GC-MSXanthopurpurin, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-000i-0190000000-f0cb95627113225597cc2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-000i-0090000000-ead5dabaebc2e7aa8e8d2021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0090000000-371f0b8b1a8f6c68dc7f2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-0190000000-88ab080fba1d74a0a9f52016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pb9-6930000000-5608b6b548ed514bb0042016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0090000000-a48f5c40958d95d8ebee2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0090000000-7b0562276000db1fd5222016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4s-1940000000-55b7c66a281357c909022016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0090000000-8c788adea9f79f33ff402021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-0090000000-8c788adea9f79f33ff402021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-4900000000-78e1972c7412716d13ab2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0090000000-ffc6344f48ef3652df862021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0090000000-ffc6344f48ef3652df862021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-1920000000-2e73192d36c9f3aec40b2021-09-25View Spectrum
NMRNot Available
ChemSpider ID170598
ChEMBL IDCHEMBL372711
KEGG Compound IDC10370
Pubchem Compound ID196978
Pubchem Substance IDNot Available
ChEBI ID37502
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB36006
CRC / DFC (Dictionary of Food Compounds) IDJWK71-K:JWK71-K
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00032518
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
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
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference