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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:29:33 UTC
Update Date2022-03-07 02:52:07 UTC
HMDB IDHMDB0029303
Secondary Accession Numbers
  • HMDB29303
Metabolite Identification
Common Name1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman
Description1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Based on a literature review very few articles have been published on 1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman.
Structure
Data?1582753399
Synonyms
ValueSource
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-3,4-dihydro-1H-2-benzopyranHMDB
Chemical FormulaC16H16O5
Average Molecular Weight288.2952
Monoisotopic Molecular Weight288.099773622
IUPAC Name8-(4-hydroxy-3-methoxyphenyl)-3,4-dihydro-1H-2-benzopyran-6,7-diol
Traditional Name8-(4-hydroxy-3-methoxyphenyl)-3,4-dihydro-1H-2-benzopyran-6,7-diol
CAS Registry NumberNot Available
SMILES
COC1=C(O)C=CC(=C1)C1=C(O)C(O)=CC2=C1COCC2
InChI Identifier
InChI=1S/C16H16O5/c1-20-14-7-10(2-3-12(14)17)15-11-8-21-5-4-9(11)6-13(18)16(15)19/h2-3,6-7,17-19H,4-5,8H2,1H3
InChI KeyNTXDKLARYKJXCA-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassMethoxyphenols
Direct ParentMethoxyphenols
Alternative Parents
Substituents
  • Benzopyran
  • Isochromane
  • Methoxyphenol
  • 2-benzopyran
  • Anisole
  • Phenoxy compound
  • Phenol ether
  • Methoxybenzene
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Ether
  • Dialkyl ether
  • Organoheterocyclic compound
  • Oxacycle
  • Organooxygen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.078 g/LALOGPS
logP2.1ALOGPS
logP2.47ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)9.09ChemAxon
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area79.15 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity78.48 m³·mol⁻¹ChemAxon
Polarizability29.68 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]+167.33831661259
DarkChem[M-H]-169.76231661259
DeepCCS[M+H]+168.33530932474
DeepCCS[M-H]-165.94330932474
DeepCCS[M-2H]-198.82930932474
DeepCCS[M+Na]+174.39530932474
AllCCS[M+H]+166.032859911
AllCCS[M+H-H2O]+162.332859911
AllCCS[M+NH4]+169.432859911
AllCCS[M+Na]+170.332859911
AllCCS[M-H]-169.332859911
AllCCS[M+Na-2H]-168.832859911
AllCCS[M+HCOO]-168.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochromanCOC1=C(O)C=CC(=C1)C1=C(O)C(O)=CC2=C1COCC23420.7Standard polar33892256
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochromanCOC1=C(O)C=CC(=C1)C1=C(O)C(O)=CC2=C1COCC22692.1Standard non polar33892256
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochromanCOC1=C(O)C=CC(=C1)C1=C(O)C(O)=CC2=C1COCC22679.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman,1TMS,isomer #1COC1=CC(C2=C(O)C(O)=CC3=C2COCC3)=CC=C1O[Si](C)(C)C2671.2Semi standard non polar33892256
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman,1TMS,isomer #2COC1=CC(C2=C3COCCC3=CC(O)=C2O[Si](C)(C)C)=CC=C1O2644.7Semi standard non polar33892256
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman,1TMS,isomer #3COC1=CC(C2=C(O)C(O[Si](C)(C)C)=CC3=C2COCC3)=CC=C1O2672.0Semi standard non polar33892256
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman,2TMS,isomer #1COC1=CC(C2=C3COCCC3=CC(O)=C2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C2582.2Semi standard non polar33892256
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman,2TMS,isomer #2COC1=CC(C2=C(O)C(O[Si](C)(C)C)=CC3=C2COCC3)=CC=C1O[Si](C)(C)C2589.8Semi standard non polar33892256
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman,2TMS,isomer #3COC1=CC(C2=C3COCCC3=CC(O[Si](C)(C)C)=C2O[Si](C)(C)C)=CC=C1O2615.4Semi standard non polar33892256
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman,3TMS,isomer #1COC1=CC(C2=C3COCCC3=CC(O[Si](C)(C)C)=C2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C2612.5Semi standard non polar33892256
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman,1TBDMS,isomer #1COC1=CC(C2=C(O)C(O)=CC3=C2COCC3)=CC=C1O[Si](C)(C)C(C)(C)C2976.6Semi standard non polar33892256
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman,1TBDMS,isomer #2COC1=CC(C2=C3COCCC3=CC(O)=C2O[Si](C)(C)C(C)(C)C)=CC=C1O2928.3Semi standard non polar33892256
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman,1TBDMS,isomer #3COC1=CC(C2=C(O)C(O[Si](C)(C)C(C)(C)C)=CC3=C2COCC3)=CC=C1O2968.9Semi standard non polar33892256
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman,2TBDMS,isomer #1COC1=CC(C2=C3COCCC3=CC(O)=C2O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C3092.7Semi standard non polar33892256
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman,2TBDMS,isomer #2COC1=CC(C2=C(O)C(O[Si](C)(C)C(C)(C)C)=CC3=C2COCC3)=CC=C1O[Si](C)(C)C(C)(C)C3105.4Semi standard non polar33892256
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman,2TBDMS,isomer #3COC1=CC(C2=C3COCCC3=CC(O[Si](C)(C)C(C)(C)C)=C2O[Si](C)(C)C(C)(C)C)=CC=C1O3110.0Semi standard non polar33892256
1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman,3TBDMS,isomer #1COC1=CC(C2=C3COCCC3=CC(O[Si](C)(C)C(C)(C)C)=C2O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C3282.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-0090000000-25a5682caa4755f0f8a72017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman GC-MS (3 TMS) - 70eV, Positivesplash10-059l-0000900000-513a3f9b16174a215ac92017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman 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 - 1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman 10V, Positive-QTOFsplash10-000i-0090000000-6eae817128fc8ff452162016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman 20V, Positive-QTOFsplash10-052s-1090000000-e97f859d6b89f9d7dd782016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman 40V, Positive-QTOFsplash10-0f79-1590000000-4aa9de8f96427ec7a8f42016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman 10V, Negative-QTOFsplash10-000i-0090000000-ac0078822a3fcb5d89c02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman 20V, Negative-QTOFsplash10-000i-0090000000-4f07bf314b0669b067b62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman 40V, Negative-QTOFsplash10-0btc-0490000000-654e87ed883bb2ad56cc2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman 10V, Positive-QTOFsplash10-000i-0090000000-b6b4c83f827cbeb9f89f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman 20V, Positive-QTOFsplash10-000i-0090000000-13a46b6467035f88335c2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman 40V, Positive-QTOFsplash10-0a5j-0190000000-0d46c4ef212d58fd06de2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman 10V, Negative-QTOFsplash10-000i-0090000000-1b01e1b5bd30ed06ec252021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman 20V, Negative-QTOFsplash10-000i-0090000000-19a3e50dc6a9f90d356f2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(3-Methoxy-4-hydroxy)-phenyl-6,7-dihydroxy-isochroman 40V, Negative-QTOFsplash10-000i-0190000000-8332efa9e191f5ecedec2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
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 ID665
FooDB IDFDB000343
KNApSAcK IDNot Available
Chemspider ID30776769
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131750845
PDB IDNot Available
ChEBI ID174747
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. Neveu V, Perez-Jimenez J, Vos F, Crespy V, du Chaffaut L, Mennen L, Knox C, Eisner R, Cruz J, Wishart D, Scalbert A: Phenol-Explorer: an online comprehensive database on polyphenol contents in foods. Database (Oxford). 2010;2010:bap024. doi: 10.1093/database/bap024. Epub 2010 Jan 8. [PubMed:20428313 ]