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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:44:22 UTC
Update Date2022-03-07 02:53:03 UTC
HMDB IDHMDB0031612
Secondary Accession Numbers
  • HMDB31612
Metabolite Identification
Common Name3,5-Dimethoxy-2,7-phenanthrenediol
Description3,5-Dimethoxy-2,7-phenanthrenediol, also known as 2,7-dihydroxy-4,6-dimethoxyphenanthrene, belongs to the class of organic compounds known as phenanthrols. Phenanthrols are compounds containing a phenanthrene (or its hydrogenated derivative) to which a hydroxyl group is attached. Based on a literature review very few articles have been published on 3,5-Dimethoxy-2,7-phenanthrenediol.
Structure
Data?1563862147
Synonyms
ValueSource
2,7-Dihydroxy-3,5-dimethoxyphenanthreneHMDB
2,7-Dihydroxy-4,6-dimethoxyphenanthreneHMDB
Chemical FormulaC16H14O4
Average Molecular Weight270.28
Monoisotopic Molecular Weight270.089208936
IUPAC Name3,5-dimethoxyphenanthrene-2,7-diol
Traditional Name3,5-dimethoxyphenanthrene-2,7-diol
CAS Registry Number108352-70-1
SMILES
COC1=C(O)C=C2C=CC3=CC(O)=CC(OC)=C3C2=C1
InChI Identifier
InChI=1S/C16H14O4/c1-19-14-8-12-9(6-13(14)18)3-4-10-5-11(17)7-15(20-2)16(10)12/h3-8,17-18H,1-2H3
InChI KeyYKFWCNBTQYCJQV-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenanthrols. Phenanthrols are compounds containing a phenanthrene (or its hydrogenated derivative) to which a hydroxyl group is attached.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenanthrenes and derivatives
Sub ClassPhenanthrols
Direct ParentPhenanthrols
Alternative Parents
Substituents
  • Phenanthrol
  • 2-naphthol
  • Naphthalene
  • Anisole
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point193 - 194 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.034 g/LALOGPS
logP3.3ALOGPS
logP3.03ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)9.13ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area58.92 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity75.85 m³·mol⁻¹ChemAxon
Polarizability28.27 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+162.86431661259
DarkChem[M-H]-164.47131661259
DeepCCS[M+H]+167.74830932474
DeepCCS[M-H]-165.3930932474
DeepCCS[M-2H]-198.27630932474
DeepCCS[M+Na]+173.84230932474
AllCCS[M+H]+161.032859911
AllCCS[M+H-H2O]+157.232859911
AllCCS[M+NH4]+164.532859911
AllCCS[M+Na]+165.632859911
AllCCS[M-H]-164.932859911
AllCCS[M+Na-2H]-164.232859911
AllCCS[M+HCOO]-163.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3,5-Dimethoxy-2,7-phenanthrenediolCOC1=C(O)C=C2C=CC3=CC(O)=CC(OC)=C3C2=C14688.7Standard polar33892256
3,5-Dimethoxy-2,7-phenanthrenediolCOC1=C(O)C=C2C=CC3=CC(O)=CC(OC)=C3C2=C12627.0Standard non polar33892256
3,5-Dimethoxy-2,7-phenanthrenediolCOC1=C(O)C=C2C=CC3=CC(O)=CC(OC)=C3C2=C12897.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3,5-Dimethoxy-2,7-phenanthrenediol,1TMS,isomer #1COC1=CC2=C(C=CC3=CC(O)=CC(OC)=C32)C=C1O[Si](C)(C)C2728.4Semi standard non polar33892256
3,5-Dimethoxy-2,7-phenanthrenediol,1TMS,isomer #2COC1=CC2=C(C=CC3=CC(O[Si](C)(C)C)=CC(OC)=C32)C=C1O2834.7Semi standard non polar33892256
3,5-Dimethoxy-2,7-phenanthrenediol,2TMS,isomer #1COC1=CC2=C(C=CC3=CC(O[Si](C)(C)C)=CC(OC)=C32)C=C1O[Si](C)(C)C2750.2Semi standard non polar33892256
3,5-Dimethoxy-2,7-phenanthrenediol,1TBDMS,isomer #1COC1=CC2=C(C=CC3=CC(O)=CC(OC)=C32)C=C1O[Si](C)(C)C(C)(C)C2961.2Semi standard non polar33892256
3,5-Dimethoxy-2,7-phenanthrenediol,1TBDMS,isomer #2COC1=CC2=C(C=CC3=CC(O[Si](C)(C)C(C)(C)C)=CC(OC)=C32)C=C1O3049.9Semi standard non polar33892256
3,5-Dimethoxy-2,7-phenanthrenediol,2TBDMS,isomer #1COC1=CC2=C(C=CC3=CC(O[Si](C)(C)C(C)(C)C)=CC(OC)=C32)C=C1O[Si](C)(C)C(C)(C)C3195.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3,5-Dimethoxy-2,7-phenanthrenediol GC-MS (Non-derivatized) - 70eV, Positivesplash10-0096-0190000000-630749d9f36dcb2192a52017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3,5-Dimethoxy-2,7-phenanthrenediol GC-MS (2 TMS) - 70eV, Positivesplash10-006w-2009100000-afdfb6cf084f1746ef132017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3,5-Dimethoxy-2,7-phenanthrenediol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3,5-Dimethoxy-2,7-phenanthrenediol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,5-Dimethoxy-2,7-phenanthrenediol 10V, Positive-QTOFsplash10-00di-0090000000-b2c90776aa66c4d03a022016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,5-Dimethoxy-2,7-phenanthrenediol 20V, Positive-QTOFsplash10-00di-0090000000-3a2ceec9e2795dba1a7e2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,5-Dimethoxy-2,7-phenanthrenediol 40V, Positive-QTOFsplash10-0550-0190000000-ae8dacad63979771f1742016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,5-Dimethoxy-2,7-phenanthrenediol 10V, Negative-QTOFsplash10-014i-0090000000-bfbc158113bd228329bf2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,5-Dimethoxy-2,7-phenanthrenediol 20V, Negative-QTOFsplash10-014i-0090000000-1514fc20e13588a387942016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,5-Dimethoxy-2,7-phenanthrenediol 40V, Negative-QTOFsplash10-0fk9-0290000000-a58df782b7bd13b509e72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,5-Dimethoxy-2,7-phenanthrenediol 10V, Negative-QTOFsplash10-014i-0090000000-6871b36f9793cdefd0192021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,5-Dimethoxy-2,7-phenanthrenediol 20V, Negative-QTOFsplash10-014i-0090000000-b0e49f6aa181ba867ddd2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,5-Dimethoxy-2,7-phenanthrenediol 40V, Negative-QTOFsplash10-00ba-0490000000-b81b210e41cbf7bc62d32021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,5-Dimethoxy-2,7-phenanthrenediol 10V, Positive-QTOFsplash10-00di-0090000000-cfedaa36beb9531942222021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,5-Dimethoxy-2,7-phenanthrenediol 20V, Positive-QTOFsplash10-00di-0090000000-df6efa421a3f7dc96fd02021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,5-Dimethoxy-2,7-phenanthrenediol 40V, Positive-QTOFsplash10-000i-0970000000-1751a14849398586c78b2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB008248
KNApSAcK IDC00015260
Chemspider ID24713345
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound44572330
PDB IDNot Available
ChEBI ID174552
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .