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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-10 21:34:04 UTC
Update Date2021-09-26 22:52:07 UTC
HMDB IDHMDB0244406
Secondary Accession NumbersNone
Metabolite Identification
Common Name8,9-Dihydro-8-(1-hydroxy-1-methylethyl)-2H-furo[2,3-h]1-benzopyran-2-one
Descriptioncolumbianetin belongs to the class of organic compounds known as angular furanocoumarins. These are furanocoumarins, with a structure characterized by a furan ring angularly fused to a coumarin. Based on a literature review a significant number of articles have been published on columbianetin. This compound has been identified in human blood as reported by (PMID: 31557052 ). 8,9-dihydro-8-(1-hydroxy-1-methylethyl)-2h-furo[2,3-h]1-benzopyran-2-one is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 8,9-Dihydro-8-(1-hydroxy-1-methylethyl)-2H-furo[2,3-h]1-benzopyran-2-one is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
Thumb
Synonyms
ValueSource
(+-)-ColumbianetinChEBI
8,9-Dihydro-8-(1-hydroxy-1-methylethyl)-2H-furo[2,3-H]1-benzopyran-2-oneChEBI
ColumbianetinMeSH
Columbianetin, (S)-isomerMeSH
Columbianetin, (+-)-isomerMeSH
Chemical FormulaC14H14O4
Average Molecular Weight246.262
Monoisotopic Molecular Weight246.089208931
IUPAC Name8-(2-hydroxypropan-2-yl)-2H,8H,9H-furo[2,3-h]chromen-2-one
Traditional Name(+-)-columbianetin
CAS Registry NumberNot Available
SMILES
CC(C)(O)C1CC2=C(O1)C=CC1=C2OC(=O)C=C1
InChI Identifier
InChI=1S/C14H14O4/c1-14(2,16)11-7-9-10(17-11)5-3-8-4-6-12(15)18-13(8)9/h3-6,11,16H,7H2,1-2H3
InChI KeyYRAQEMCYCSSHJG-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as angular furanocoumarins. These are furanocoumarins, with a structure characterized by a furan ring angularly fused to a coumarin.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCoumarins and derivatives
Sub ClassFuranocoumarins
Direct ParentAngular furanocoumarins
Alternative Parents
Substituents
  • Angular furanocoumarin
  • Benzopyran
  • 1-benzopyran
  • Coumaran
  • Alkyl aryl ether
  • Pyranone
  • Pyran
  • Benzenoid
  • Heteroaromatic compound
  • Tertiary alcohol
  • Lactone
  • Oxacycle
  • Ether
  • Organoheterocyclic compound
  • Alcohol
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
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
logP1.93ALOGPS
logP1.73ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)14.3ChemAxon
pKa (Strongest Basic)-3.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area55.76 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity66.34 m³·mol⁻¹ChemAxon
Polarizability25.42 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
DeepCCS[M+H]+161.00530932474
DeepCCS[M-H]-158.64730932474
DeepCCS[M-2H]-191.53330932474
DeepCCS[M+Na]+167.09830932474
AllCCS[M+H]+155.332859911
AllCCS[M+H-H2O]+151.632859911
AllCCS[M+NH4]+158.732859911
AllCCS[M+Na]+159.732859911
AllCCS[M-H]-158.632859911
AllCCS[M+Na-2H]-158.232859911
AllCCS[M+HCOO]-157.932859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
8,9-Dihydro-8-(1-hydroxy-1-methylethyl)-2H-furo[2,3-h]1-benzopyran-2-one,1TMS,isomer #1CC(C)(O[Si](C)(C)C)C1CC2=C(C=CC3=C2OC(=O)C=C3)O12349.0Semi standard non polar33892256
8,9-Dihydro-8-(1-hydroxy-1-methylethyl)-2H-furo[2,3-h]1-benzopyran-2-one,1TMS,isomer #1CC(C)(O[Si](C)(C)C)C1CC2=C(C=CC3=C2OC(=O)C=C3)O12244.7Standard non polar33892256
8,9-Dihydro-8-(1-hydroxy-1-methylethyl)-2H-furo[2,3-h]1-benzopyran-2-one,1TMS,isomer #1CC(C)(O[Si](C)(C)C)C1CC2=C(C=CC3=C2OC(=O)C=C3)O12760.7Standard polar33892256
8,9-Dihydro-8-(1-hydroxy-1-methylethyl)-2H-furo[2,3-h]1-benzopyran-2-one,1TBDMS,isomer #1CC(C)(O[Si](C)(C)C(C)(C)C)C1CC2=C(C=CC3=C2OC(=O)C=C3)O12577.3Semi standard non polar33892256
8,9-Dihydro-8-(1-hydroxy-1-methylethyl)-2H-furo[2,3-h]1-benzopyran-2-one,1TBDMS,isomer #1CC(C)(O[Si](C)(C)C(C)(C)C)C1CC2=C(C=CC3=C2OC(=O)C=C3)O12472.0Standard non polar33892256
8,9-Dihydro-8-(1-hydroxy-1-methylethyl)-2H-furo[2,3-h]1-benzopyran-2-one,1TBDMS,isomer #1CC(C)(O[Si](C)(C)C(C)(C)C)C1CC2=C(C=CC3=C2OC(=O)C=C3)O12824.6Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 8,9-Dihydro-8-(1-hydroxy-1-methylethyl)-2H-furo[2,3-h]1-benzopyran-2-one GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-9670000000-6e729f9d0a0d0858740f2021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 8,9-Dihydro-8-(1-hydroxy-1-methylethyl)-2H-furo[2,3-h]1-benzopyran-2-one GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 8,9-Dihydro-8-(1-hydroxy-1-methylethyl)-2H-furo[2,3-h]1-benzopyran-2-one GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 8,9-Dihydro-8-(1-hydroxy-1-methylethyl)-2H-furo[2,3-h]1-benzopyran-2-one 20V, Negative-QTOFsplash10-004i-3960000000-ed68f426dfe9e8b926652021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 8,9-Dihydro-8-(1-hydroxy-1-methylethyl)-2H-furo[2,3-h]1-benzopyran-2-one 40V, Positive-QTOFsplash10-0f6y-5900000000-76a11dea8bd823a9ba492021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 8,9-Dihydro-8-(1-hydroxy-1-methylethyl)-2H-furo[2,3-h]1-benzopyran-2-one 10V, Positive-QTOFsplash10-00kb-0790000000-4e37695c17fbe0c713492021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 8,9-Dihydro-8-(1-hydroxy-1-methylethyl)-2H-furo[2,3-h]1-benzopyran-2-one 20V, Positive-QTOFsplash10-00or-0920000000-f906b3d0640cac1620ce2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 8,9-Dihydro-8-(1-hydroxy-1-methylethyl)-2H-furo[2,3-h]1-benzopyran-2-one 10V, Negative-QTOFsplash10-0002-0490000000-e16af364f7a5167057f32021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 8,9-Dihydro-8-(1-hydroxy-1-methylethyl)-2H-furo[2,3-h]1-benzopyran-2-one 40V, Negative-QTOFsplash10-03kc-5930000000-aa6ce177fce87e9aef062021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8,9-Dihydro-8-(1-hydroxy-1-methylethyl)-2H-furo[2,3-h]1-benzopyran-2-one 10V, Positive-QTOFsplash10-0002-0090000000-e0c7625ab84225b2cbab2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8,9-Dihydro-8-(1-hydroxy-1-methylethyl)-2H-furo[2,3-h]1-benzopyran-2-one 20V, Positive-QTOFsplash10-00kb-0190000000-cc99d0793f5e157d59c72021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8,9-Dihydro-8-(1-hydroxy-1-methylethyl)-2H-furo[2,3-h]1-benzopyran-2-one 40V, Positive-QTOFsplash10-0pbc-3930000000-6e63b31ef50f39619bb02021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8,9-Dihydro-8-(1-hydroxy-1-methylethyl)-2H-furo[2,3-h]1-benzopyran-2-one 10V, Negative-QTOFsplash10-0002-0090000000-4a890656b917e493d11c2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8,9-Dihydro-8-(1-hydroxy-1-methylethyl)-2H-furo[2,3-h]1-benzopyran-2-one 20V, Negative-QTOFsplash10-000b-0690000000-d96c057886c419f8387f2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 8,9-Dihydro-8-(1-hydroxy-1-methylethyl)-2H-furo[2,3-h]1-benzopyran-2-one 40V, Negative-QTOFsplash10-0a4i-0900000000-a6d8fcf7cd10e5e9cc6d2021-10-12Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDC00002459
Chemspider ID132991
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID59948
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. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]