Record Information
Version1.0
Creation date2010-04-08 22:09:22 UTC
Update date2019-11-26 03:04:20 UTC
Primary IDFDB010936
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name5,7-Dihydroxy-4H-1-benzopyran-4-one
Description5,7-Dihydroxy-4H-1-benzopyran-4-one, also known as 5,7-dihydroxy-4-chromone, 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 is an extremely weak basic (essentially neutral) compound (based on its pKa). 5,7-Dihydroxy-4H-1-benzopyran-4-one has been detected, but not quantified in, nuts and peanuts. This could make 5,7-dihydroxy-4H-1-benzopyran-4-one a potential biomarker for the consumption of these foods.
CAS Number31721-94-5
Structure
Thumb
Synonyms
SynonymSource
5,7-Dihydroxy-4-chromoneHMDB
4H-1-Benzopyran-4-one, 5,7-dihydroxy-biospider
5,7-Dihydroxychromonedb_source
Predicted 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
Chemical FormulaC9H6O4
IUPAC name5,7-dihydroxy-4H-chromen-4-one
InChI IdentifierInChI=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
Isomeric SMILESOC1=CC(O)=C2C(=O)C=COC2=C1
Average Molecular Weight178.1415
Monoisotopic Molecular Weight178.02660868
Classification
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
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 60.68%; H 3.39%; O 35.92%DFC
Melting PointMp 272-273°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS5,7-Dihydroxy-4H-1-benzopyran-4-one, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0fbi-0900000000-0e015842f454aa0638c0Spectrum
Predicted GC-MS5,7-Dihydroxy-4H-1-benzopyran-4-one, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-05fr-5092000000-da38f37aa25e8f7acd22Spectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0900000000-09c4b2c72dc5397e3945Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-0900000000-82245dd5a7d55f4b98d5Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0j4i-5900000000-1fcc1aabfa0c3c154e4eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0900000000-356b9d14818ca0075682Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0900000000-2ad0d1c422297e701ee5Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ugi-6900000000-bef39397b77521da9117Spectrum
NMRNot Available
ChemSpider ID4444712
ChEMBL IDNot Available
KEGG Compound IDC09001
Pubchem Compound ID5281343
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB32950
CRC / DFC (Dictionary of Food Compounds) IDFWM90-H:FWM90-H
EAFUS IDNot Available
Dr. Duke ID5,7-DIHYDROXYCHROMONE
BIGG IDNot Available
KNApSAcK IDC00002422
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
anti bacterial33282 A substance that kills or slows the growth of bacteria.DUKE
anti feedantDUKE
herbicide24527 A substance used to destroy plant pests.DUKE
pesticide25944 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.