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Record Information
Version2.0
Created at2022-03-17 20:56:08 UTC
Updated at2022-03-17 20:56:08 UTC
NP-MRD IDNP0048416
Secondary Accession NumbersNone
Natural Product Identification
Common NamePhyscion
Description
Structure
Thumb
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 Mass284.2635 Da
Monoisotopic Mass284.06847 Da
IUPAC Name1,8-dihydroxy-3-methoxy-6-methyl-9,10-dihydroanthracene-9,10-dione
Traditional Namephyscion
CAS Registry Number521-61-9
SMILES
COC1=CC2=C(C(O)=C1)C(=O)C1=C(C=C(C)C=C1O)C2=O
InChI Identifier
InChI=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
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
Chemical Shift Submissions
Not Available
Species
Species of Origin
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
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0180733
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB014824
KNApSAcK IDC00019420
Chemspider IDNot Available
KEGG Compound IDC17045
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkParietin
METLIN IDNot Available
PubChem Compound10639
PDB IDNot Available
ChEBI ID38167
Good Scents IDNot Available
References
General References
  1. Wang S, Li XM, Teuscher F, Li DL, Diesel A, Ebel R, Proksch P, Wang BG: Chaetopyranin, a benzaldehyde derivative, and other related metabolites from Chaetomium globosum, an endophytic fungus derived from the marine red alga Polysiphonia urceolata. J Nat Prod. 2006 Nov;69(11):1622-5. doi: 10.1021/np060248n. [PubMed:17125234 ]
  2. Yang X, Yang L, Wang S, Yu D, Ni H: Synergistic interaction of physcion and chrysophanol on plant powdery mildew. Pest Manag Sci. 2007 May;63(5):511-5. doi: 10.1002/ps.1362. [PubMed:17397111 ]