Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:52:52 UTC
Update Date2023-02-21 17:22:51 UTC
HMDB IDHMDB0032950
Secondary Accession Numbers
  • HMDB32950
Metabolite Identification
Common Name5,7-Dihydroxy-4H-1-benzopyran-4-one
Description5,7-Dihydroxy-4H-1-benzopyran-4-one belongs to the class of organic compounds known as chromones. Chromones are compounds containing a benzopyran-4-one moiety. 5,7-Dihydroxy-4H-1-benzopyran-4-one has been detected, but not quantified in, nuts and peanuts (Arachis hypogaea). This could make 5,7-dihydroxy-4H-1-benzopyran-4-one a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 5,7-Dihydroxy-4H-1-benzopyran-4-one.
Structure
Data?1677000171
Synonyms
ValueSource
5,7-Dihydroxy-4-chromoneHMDB
Chemical FormulaC9H6O4
Average Molecular Weight178.1415
Monoisotopic Molecular Weight178.02660868
IUPAC Name5,7-dihydroxy-4H-chromen-4-one
Traditional Name5,7-dihydroxychromone
CAS Registry Number31721-94-5
SMILES
OC1=CC(O)=C2C(=O)C=COC2=C1
InChI Identifier
InChI=1S/C9H6O4/c10-5-3-7(12)9-6(11)1-2-13-8(9)4-5/h1-4,10,12H
InChI KeyNYCXYKOXLNBYID-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as chromones. Chromones are compounds containing a benzopyran-4-one moiety.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzopyrans
Sub Class1-benzopyrans
Direct ParentChromones
Alternative Parents
Substituents
  • Chromone
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Pyranone
  • Benzenoid
  • Pyran
  • Heteroaromatic compound
  • Vinylogous acid
  • Oxacycle
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point272 - 273 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility9932 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility4.67 g/LALOGPS
logP1.33ALOGPS
logP1.71ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)6.66ChemAxon
pKa (Strongest Basic)-5.2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity45.25 m³·mol⁻¹ChemAxon
Polarizability16.16 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+136.36130932474
DeepCCS[M-H]-133.94430932474
DeepCCS[M-2H]-169.3930932474
DeepCCS[M+Na]+144.08730932474
AllCCS[M+H]+136.232859911
AllCCS[M+H-H2O]+131.632859911
AllCCS[M+NH4]+140.532859911
AllCCS[M+Na]+141.732859911
AllCCS[M-H]-132.732859911
AllCCS[M+Na-2H]-133.032859911
AllCCS[M+HCOO]-133.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
5,7-Dihydroxy-4H-1-benzopyran-4-oneOC1=CC(O)=C2C(=O)C=COC2=C13090.5Standard polar33892256
5,7-Dihydroxy-4H-1-benzopyran-4-oneOC1=CC(O)=C2C(=O)C=COC2=C11874.2Standard non polar33892256
5,7-Dihydroxy-4H-1-benzopyran-4-oneOC1=CC(O)=C2C(=O)C=COC2=C11901.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
5,7-Dihydroxy-4H-1-benzopyran-4-one,1TMS,isomer #1C[Si](C)(C)OC1=CC(O)=C2C(=O)C=COC2=C12055.7Semi standard non polar33892256
5,7-Dihydroxy-4H-1-benzopyran-4-one,1TMS,isomer #2C[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C=CO22003.8Semi standard non polar33892256
5,7-Dihydroxy-4H-1-benzopyran-4-one,2TMS,isomer #1C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C(=O)C=COC2=C12115.2Semi standard non polar33892256
5,7-Dihydroxy-4H-1-benzopyran-4-one,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C=COC2=C12320.5Semi standard non polar33892256
5,7-Dihydroxy-4H-1-benzopyran-4-one,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C=CO22280.7Semi standard non polar33892256
5,7-Dihydroxy-4H-1-benzopyran-4-one,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C=COC2=C12590.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 5,7-Dihydroxy-4H-1-benzopyran-4-one GC-MS (Non-derivatized) - 70eV, Positivesplash10-0fbi-0900000000-0e015842f454aa0638c02017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5,7-Dihydroxy-4H-1-benzopyran-4-one GC-MS (2 TMS) - 70eV, Positivesplash10-05fr-5092000000-da38f37aa25e8f7acd222017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5,7-Dihydroxy-4H-1-benzopyran-4-one 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 - 5,7-Dihydroxy-4H-1-benzopyran-4-one 10V, Positive-QTOFsplash10-004i-0900000000-09c4b2c72dc5397e39452016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4H-1-benzopyran-4-one 20V, Positive-QTOFsplash10-004i-0900000000-82245dd5a7d55f4b98d52016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4H-1-benzopyran-4-one 40V, Positive-QTOFsplash10-0j4i-5900000000-1fcc1aabfa0c3c154e4e2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4H-1-benzopyran-4-one 10V, Negative-QTOFsplash10-004i-0900000000-356b9d14818ca00756822016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4H-1-benzopyran-4-one 20V, Negative-QTOFsplash10-004i-0900000000-2ad0d1c422297e701ee52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4H-1-benzopyran-4-one 40V, Negative-QTOFsplash10-0ugi-6900000000-bef39397b77521da91172016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4H-1-benzopyran-4-one 10V, Positive-QTOFsplash10-004i-0900000000-268d2373aed653cef90c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4H-1-benzopyran-4-one 20V, Positive-QTOFsplash10-004i-0900000000-268d2373aed653cef90c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4H-1-benzopyran-4-one 40V, Positive-QTOFsplash10-000l-6900000000-b24f7e4e93c22b6c5b8d2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4H-1-benzopyran-4-one 10V, Negative-QTOFsplash10-004i-0900000000-0c76ac6afb0914fb6c472021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4H-1-benzopyran-4-one 20V, Negative-QTOFsplash10-004i-0900000000-0c76ac6afb0914fb6c472021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5,7-Dihydroxy-4H-1-benzopyran-4-one 40V, Negative-QTOFsplash10-014r-9600000000-5d8503d7877669a23f8a2021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX 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 IDNot Available
FooDB IDFDB010936
KNApSAcK IDC00002422
Chemspider ID4444712
KEGG Compound IDC09001
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5281343
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1832611
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.. .