Physcion (CHEM029865)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 01:28:31 UTC
Update Date2016-11-09 01:18:57 UTC
Accession NumberCHEM029865
Identification
Common NamePhyscion
ClassSmall Molecule
DescriptionA dihydroxyanthraquinone that is 9,10-anthraquinone bearing hydroxy substituents at positions 1 and 8, a methoxy group at position 3, and a methyl group at position 6. It has been widely isolated and characterised from both terrestrial and marine sources.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1,8-Dihydroxy-3-methoxy-6-methyl-9,10-anthracenedioneChEBI
1,8-Dihydroxy-3-methoxy-6-methylanthraquinoneChEBI
1,8-Dihydroxy-3-methyl-6-methoxyanthraquinoneChEBI
Emodin monomethyl etherChEBI
ParieninChEBI
ParietinChEBI
PhyscioneChEBI
RheochrysidinChEBI
Emodin 3-methyl etherMeSH
Chemical FormulaC16H12O5
Average Molecular Mass284.264 g/mol
Monoisotopic Mass284.068 g/mol
CAS Registry Number521-61-9
IUPAC Name1,8-dihydroxy-3-methoxy-6-methyl-9,10-dihydroanthracene-9,10-dione
Traditional Namephyscion
SMILESCOC1=CC2=C(C(O)=C1)C(=O)C1=C(C=C(C)C=C1O)C2=O
InChI IdentifierInChI=1S/C16H12O5/c1-7-3-9-13(11(17)4-7)16(20)14-10(15(9)19)5-8(21-2)6-12(14)18/h3-6,17-18H,1-2H3
InChI KeyFFWOKTFYGVYKIR-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
  • Anisole
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Vinylogous acid
  • Ketone
  • Ether
  • 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 Solubility0.087 g/LALOGPS
logP2.95ALOGPS
logP3.97ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)7.89ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area83.83 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity76.62 m³·mol⁻¹ChemAxon
Polarizability28.69 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, Positivesplash10-0pw9-0590000000-c64a0f2564e9ff326b34Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0090000000-0995ddc6dacdafad35c7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0190000000-737ec1890a5d2514f671Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-6980000000-1d616b8c67c352b44e1cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0090000000-683aee905aa31a9e5ae7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0090000000-731fad27681f96ba6d82Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0lxx-5890000000-5bc3d3a84be432b4f26aSpectrum
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 IDHMDB0180733
FooDB IDFDB014824
Phenol Explorer IDNot Available
KNApSAcK IDC00019420
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkParietin
Chemspider IDNot Available
ChEBI ID38167
PubChem Compound ID10639
Kegg Compound IDC17045
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=16272711
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=17091434
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=17125234
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=17397111
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=17917292
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=17949858
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=17978503
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=17978527
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=18556196
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=18612943
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=19402184
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=19463000
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=19505563
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=20024894
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=20205209
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=20392467
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=20532365
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=21106380
19. https://www.ncbi.nlm.nih.gov/pubmed/?term=21117944
20. https://www.ncbi.nlm.nih.gov/pubmed/?term=21253951
21. https://www.ncbi.nlm.nih.gov/pubmed/?term=21273951
22. https://www.ncbi.nlm.nih.gov/pubmed/?term=21725807
23. https://www.ncbi.nlm.nih.gov/pubmed/?term=21765390
24. https://www.ncbi.nlm.nih.gov/pubmed/?term=21840387
25. https://www.ncbi.nlm.nih.gov/pubmed/?term=22850859
26. https://www.ncbi.nlm.nih.gov/pubmed/?term=23993502
27. https://www.ncbi.nlm.nih.gov/pubmed/?term=24071573
28. https://www.ncbi.nlm.nih.gov/pubmed/?term=25574462
29. https://www.ncbi.nlm.nih.gov/pubmed/?term=25860944
30. https://www.ncbi.nlm.nih.gov/pubmed/?term=26144377
31. https://www.ncbi.nlm.nih.gov/pubmed/?term=26707141
32. https://www.ncbi.nlm.nih.gov/pubmed/?term=26836455
33. https://www.ncbi.nlm.nih.gov/pubmed/?term=27231648
34. https://www.ncbi.nlm.nih.gov/pubmed/?term=27352350
35. https://www.ncbi.nlm.nih.gov/pubmed/?term=27490539
36. https://www.ncbi.nlm.nih.gov/pubmed/?term=27548142
37. https://www.ncbi.nlm.nih.gov/pubmed/?term=27657824
38. https://www.ncbi.nlm.nih.gov/pubmed/?term=27694907
39. https://www.ncbi.nlm.nih.gov/pubmed/?term=27904770