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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:29:32 UTC
Update Date2022-03-07 02:52:07 UTC
HMDB IDHMDB0029302
Secondary Accession Numbers
  • HMDB29302
Metabolite Identification
Common Name1-Phenyl-6,7-dihydroxy-isochroman
Description1-Phenyl-6,7-dihydroxy-isochroman belongs to the class of organic compounds known as 2-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 2-position. Based on a literature review very few articles have been published on 1-Phenyl-6,7-dihydroxy-isochroman.
Structure
Data?1582753399
Synonyms
ValueSource
1-Phenyl-6,7-dihydroxy-3,4-dihydro-1H-2-benzopyranHMDB
Chemical FormulaC15H14O3
Average Molecular Weight242.2699
Monoisotopic Molecular Weight242.094294314
IUPAC Name8-phenyl-3,4-dihydro-1H-2-benzopyran-6,7-diol
Traditional Name8-phenyl-3,4-dihydro-1H-2-benzopyran-6,7-diol
CAS Registry NumberNot Available
SMILES
OC1=CC2=C(COCC2)C(=C1O)C1=CC=CC=C1
InChI Identifier
InChI=1S/C15H14O3/c16-13-8-11-6-7-18-9-12(11)14(15(13)17)10-4-2-1-3-5-10/h1-5,8,16-17H,6-7,9H2
InChI KeyVRLJYLQPMSKUMO-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 2-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 2-position.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzopyrans
Sub Class2-benzopyrans
Direct Parent2-benzopyrans
Alternative Parents
Substituents
  • 2-benzopyran
  • 1-hydroxy-2-unsubstituted benzenoid
  • Benzenoid
  • Monocyclic benzene moiety
  • Oxacycle
  • Ether
  • Dialkyl ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source

Route of exposure

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 Solubility0.073 g/LALOGPS
logP2.65ALOGPS
logP2.93ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)9.21ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area49.69 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity70.03 m³·mol⁻¹ChemAxon
Polarizability25.76 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]+154.26431661259
DarkChem[M-H]-153.38131661259
DeepCCS[M+H]+158.11730932474
DeepCCS[M-H]-155.72130932474
DeepCCS[M-2H]-188.96230932474
DeepCCS[M+Na]+164.13830932474
AllCCS[M+H]+155.032859911
AllCCS[M+H-H2O]+151.032859911
AllCCS[M+NH4]+158.832859911
AllCCS[M+Na]+159.932859911
AllCCS[M-H]-158.632859911
AllCCS[M+Na-2H]-158.132859911
AllCCS[M+HCOO]-157.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
1-Phenyl-6,7-dihydroxy-isochromanOC1=CC2=C(COCC2)C(=C1O)C1=CC=CC=C12591.6Standard polar33892256
1-Phenyl-6,7-dihydroxy-isochromanOC1=CC2=C(COCC2)C(=C1O)C1=CC=CC=C12199.6Standard non polar33892256
1-Phenyl-6,7-dihydroxy-isochromanOC1=CC2=C(COCC2)C(=C1O)C1=CC=CC=C12252.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
1-Phenyl-6,7-dihydroxy-isochroman,1TMS,isomer #1C[Si](C)(C)OC1=CC2=C(COCC2)C(C2=CC=CC=C2)=C1O2246.8Semi standard non polar33892256
1-Phenyl-6,7-dihydroxy-isochroman,1TMS,isomer #2C[Si](C)(C)OC1=C(O)C=C2CCOCC2=C1C1=CC=CC=C12220.1Semi standard non polar33892256
1-Phenyl-6,7-dihydroxy-isochroman,2TMS,isomer #1C[Si](C)(C)OC1=CC2=C(COCC2)C(C2=CC=CC=C2)=C1O[Si](C)(C)C2252.2Semi standard non polar33892256
1-Phenyl-6,7-dihydroxy-isochroman,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC2=C(COCC2)C(C2=CC=CC=C2)=C1O2513.6Semi standard non polar33892256
1-Phenyl-6,7-dihydroxy-isochroman,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=C(O)C=C2CCOCC2=C1C1=CC=CC=C12484.9Semi standard non polar33892256
1-Phenyl-6,7-dihydroxy-isochroman,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC2=C(COCC2)C(C2=CC=CC=C2)=C1O[Si](C)(C)C(C)(C)C2703.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 1-Phenyl-6,7-dihydroxy-isochroman GC-MS (Non-derivatized) - 70eV, Positivesplash10-03dj-0490000000-a3d76ee53fc824695d612017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-Phenyl-6,7-dihydroxy-isochroman GC-MS (2 TMS) - 70eV, Positivesplash10-00di-2139000000-8d1763183d6ef11a54372017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-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-Phenyl-6,7-dihydroxy-isochroman 10V, Positive-QTOFsplash10-0006-0090000000-88c545fa543c8307c5552016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Phenyl-6,7-dihydroxy-isochroman 20V, Positive-QTOFsplash10-0007-1390000000-a8c02b4186b6a143f8592016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Phenyl-6,7-dihydroxy-isochroman 40V, Positive-QTOFsplash10-002f-5940000000-991cb358bf78e12ae6bc2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Phenyl-6,7-dihydroxy-isochroman 10V, Negative-QTOFsplash10-0006-0090000000-e4e09d42a5fc3d243e862016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Phenyl-6,7-dihydroxy-isochroman 20V, Negative-QTOFsplash10-0006-1090000000-ccd3ace7556074bf623e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Phenyl-6,7-dihydroxy-isochroman 40V, Negative-QTOFsplash10-03fr-5970000000-0d8c1cb50be4c627931b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Phenyl-6,7-dihydroxy-isochroman 10V, Positive-QTOFsplash10-0006-0090000000-a810a7788942d2c00b912021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Phenyl-6,7-dihydroxy-isochroman 20V, Positive-QTOFsplash10-0006-0090000000-9ba27e47c5c0b0697de62021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Phenyl-6,7-dihydroxy-isochroman 40V, Positive-QTOFsplash10-01ot-2940000000-589ffb669d80d616b2b72021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Phenyl-6,7-dihydroxy-isochroman 10V, Negative-QTOFsplash10-0006-0090000000-b72122e63043a3d3aeba2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Phenyl-6,7-dihydroxy-isochroman 20V, Negative-QTOFsplash10-0006-0190000000-6cdb74af6b3d077cb79d2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Phenyl-6,7-dihydroxy-isochroman 40V, Negative-QTOFsplash10-001i-1920000000-a8e4b32f2e5d50e36dad2021-09-25Wishart 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 ID664
FooDB IDFDB000342
KNApSAcK IDNot Available
Chemspider ID30776768
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131750844
PDB IDNot Available
ChEBI ID173743
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 ]