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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:52:30 UTC
Update Date2022-03-07 02:53:30 UTC
HMDB IDHMDB0032890
Secondary Accession Numbers
  • HMDB32890
Metabolite Identification
Common Name2,6-Dimethoxy-4-phenanthrenol
Description2,6-Dimethoxy-4-phenanthrenol 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. 2,6-Dimethoxy-4-phenanthrenol has been detected, but not quantified in, opium poppies (Papaver somniferum). This could make 2,6-dimethoxy-4-phenanthrenol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2,6-Dimethoxy-4-phenanthrenol.
Structure
Data?1563862322
Synonyms
ValueSource
3,7-Dimethoxy-5-hydroxyphenanthreneHMDB
4-Hydroxy-2,6-dimethoxyphenanthreneHMDB
Chemical FormulaC16H14O3
Average Molecular Weight254.2806
Monoisotopic Molecular Weight254.094294314
IUPAC Name2,6-dimethoxyphenanthren-4-ol
Traditional Name2,6-dimethoxyphenanthren-4-ol
CAS Registry Number55806-42-3
SMILES
COC1=CC2=C(C=C1)C=CC1=CC(OC)=CC(O)=C21
InChI Identifier
InChI=1S/C16H14O3/c1-18-12-6-5-10-3-4-11-7-13(19-2)9-15(17)16(11)14(10)8-12/h3-9,17H,1-2H3
InChI KeyNTVJURNVFOEVHP-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
  • 1-naphthol
  • Naphthalene
  • Anisole
  • 1-hydroxy-4-unsubstituted benzenoid
  • 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
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility2.41 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.01 g/LALOGPS
logP3.64ALOGPS
logP3.33ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)8.9ChemAxon
pKa (Strongest Basic)-4.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area38.69 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity73.87 m³·mol⁻¹ChemAxon
Polarizability27.55 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+159.46231661259
DarkChem[M-H]-162.69131661259
DeepCCS[M-2H]-193.70130932474
DeepCCS[M+Na]+169.26630932474
AllCCS[M+H]+157.832859911
AllCCS[M+H-H2O]+153.932859911
AllCCS[M+NH4]+161.432859911
AllCCS[M+Na]+162.532859911
AllCCS[M-H]-162.832859911
AllCCS[M+Na-2H]-162.132859911
AllCCS[M+HCOO]-161.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2,6-Dimethoxy-4-phenanthrenolCOC1=CC2=C(C=C1)C=CC1=CC(OC)=CC(O)=C214100.6Standard polar33892256
2,6-Dimethoxy-4-phenanthrenolCOC1=CC2=C(C=C1)C=CC1=CC(OC)=CC(O)=C212400.9Standard non polar33892256
2,6-Dimethoxy-4-phenanthrenolCOC1=CC2=C(C=C1)C=CC1=CC(OC)=CC(O)=C212690.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2,6-Dimethoxy-4-phenanthrenol,1TMS,isomer #1COC1=CC(O[Si](C)(C)C)=C2C(=C1)C=CC1=CC=C(OC)C=C122544.3Semi standard non polar33892256
2,6-Dimethoxy-4-phenanthrenol,1TBDMS,isomer #1COC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=C1)C=CC1=CC=C(OC)C=C122758.5Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2,6-Dimethoxy-4-phenanthrenol GC-MS (Non-derivatized) - 70eV, Positivesplash10-0h2r-0290000000-3631ee866dbdcd03cf882017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2,6-Dimethoxy-4-phenanthrenol GC-MS (1 TMS) - 70eV, Positivesplash10-0229-4094000000-de09c50bdb43fb2b5f942017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2,6-Dimethoxy-4-phenanthrenol 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 - 2,6-Dimethoxy-4-phenanthrenol 10V, Positive-QTOFsplash10-0a4i-0090000000-b75d3610792d72d629532016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethoxy-4-phenanthrenol 20V, Positive-QTOFsplash10-0a4i-0090000000-162f346646e6c8248b502016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethoxy-4-phenanthrenol 40V, Positive-QTOFsplash10-05vp-0970000000-94f9a1d893ce5bd13f892016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethoxy-4-phenanthrenol 10V, Negative-QTOFsplash10-0udi-0090000000-efa4667e90f3be0dbd172016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethoxy-4-phenanthrenol 20V, Negative-QTOFsplash10-0udi-0090000000-dd10f79cef1f8be8d6bc2016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethoxy-4-phenanthrenol 40V, Negative-QTOFsplash10-05fv-1790000000-827d35a382feec2666f52016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethoxy-4-phenanthrenol 10V, Positive-QTOFsplash10-0a4i-0090000000-ca5f007522e2c5e41a4a2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethoxy-4-phenanthrenol 20V, Positive-QTOFsplash10-0a4i-0090000000-8052c1159dfbbfdb28f22021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethoxy-4-phenanthrenol 40V, Positive-QTOFsplash10-0bta-0890000000-cdb1476ff7f50f208cd62021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethoxy-4-phenanthrenol 10V, Negative-QTOFsplash10-0udi-0090000000-7b53379ea32e3fd23bc32021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethoxy-4-phenanthrenol 20V, Negative-QTOFsplash10-0udi-0090000000-7b53379ea32e3fd23bc32021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Dimethoxy-4-phenanthrenol 40V, Negative-QTOFsplash10-000t-0920000000-eca7012399df3acd115c2021-09-24Wishart 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 IDFDB010872
KNApSAcK IDC00015423
Chemspider ID30776959
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound71438453
PDB IDNot Available
ChEBI ID174354
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1832351
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.. .