Showing Compound Card for 4,5-Dihydroxy-2,3,6-trimethoxy-9,10-dihydrophenanthrene (CDB000749)

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Record Information
Version1.0
Created at2020-03-19 00:54:43 UTC
Updated at2020-11-18 16:35:29 UTC
CannabisDB IDCDB000749
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Name4,5-Dihydroxy-2,3,6-trimethoxy-9,10-dihydrophenanthrene
Description4,5-Dihydroxy-2,3,6-trimethoxy-9,10-dihydrophenanthrene belongs to the class of organic compounds known as hydrophenanthrenes. These are phenanthrene derivatives where at least one ring carbon-carbon double bond has been reduced via hydrogenation. Phenanthrenes are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzenes. 4,5-Dihydroxy-2,3,6-trimethoxy-9,10-dihydrophenanthrene is also classified as a phenanthrenoid. Phenanthrenoids are chemical compounds formed with a phenanthrene backbone.  4,5-Dihydroxy-2,3,6-trimethoxy-9,10-dihydrophenanthrene is a hydrophobic, neutral molecule that is insoluble in water. Phenanthrenes and phenanthrenols have been reported to be found in a number of higher plants, mainly in the family Orchidaceae. 4,5-Dihydroxy-2,3,6-trimethoxy-9,10-dihydrophenanthrene is a derivative of 9,10-dihydrophenanthrene. A variety of 9,10-dihydrophenanthrenes have been isolated from Cannabis sativa ( Ref:DOI ).  Hydrophenanthrenes in Cannabis are structurally derived from stilbenoids, which have undergone an additional cyclization reaction to yield the phenanthrene skeleton.  
Structure
Thumb
MOLSDFPDBSMILESInChI
SynonymsNot Available
Chemical FormulaC17H18O5
Average Molecular Weight302.33
Monoisotopic Molecular Weight302.1154
IUPAC Name2,3,6-trimethoxy-9,10-dihydrophenanthrene-4,5-diol
Traditional Name2,3,6-trimethoxy-9,10-dihydrophenanthrene-4,5-diol
CAS Registry NumberNot Available
SMILES
COC1=CC=C2CCC3=C(C(O)=C(OC)C(OC)=C3)C2=C1O
InChI Identifier
InChI=1S/C17H18O5/c1-20-11-7-6-9-4-5-10-8-12(21-2)17(22-3)16(19)14(10)13(9)15(11)18/h6-8,18-19H,4-5H2,1-3H3
InChI KeyWCKORXAXYAXPAK-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as hydrophenanthrenes. These are a phenanthrene derivative where at least one ring CC bond is substituted by hydrogenation.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenanthrenes and derivatives
Sub ClassHydrophenanthrenes
Direct ParentHydrophenanthrenes
Alternative Parents
Substituents
  • Hydrophenanthrene
  • 1-naphthol
  • Naphthalene
  • Phenol ether
  • Anisole
  • 1-hydroxy-4-unsubstituted benzenoid
  • Phenol
  • Alkyl aryl ether
  • Ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Not Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.8ALOGPS
logP3.1ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)9.3ChemAxon
pKa (Strongest Basic)-4.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area68.15 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity82.83 m³·mol⁻¹ChemAxon
Polarizability31.88 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS4,5-Dihydroxy-2,3,6-trimethoxy-9,10-dihydrophenanthrene, 1 TMS, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS4,5-Dihydroxy-2,3,6-trimethoxy-9,10-dihydrophenanthrene, 1 TMS, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS4,5-Dihydroxy-2,3,6-trimethoxy-9,10-dihydrophenanthrene, 2 TMS, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available2020-06-30View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available2020-06-30View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound25141334
PDB IDNot Available
ChEBI IDNot Available
References
General ReferencesNot Available