7,8-Dihydroxyflavon (CHEM045740)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-06-03 13:38:25 UTC
Update Date2016-11-09 01:23:24 UTC
Accession NumberCHEM045740
Identification
Common Name7,8-Dihydroxyflavon
ClassSmall Molecule
DescriptionA dihydroxyflavone that is flavone substituted by hydroxy groups at positions 7 and 8. A dihydroxyflavone that is flavone substituted by hydroxy groups at positions 7 and 8. A naturally occurring flavonoid produced by several plants, including the weed Tridax procumbens (coalbuttons or tridax daisy) and the tree Godmania aesculifolia, In animal models, it has shown efficacy against several diseases of the nervous system, including Alzheimer's, Parkinson's, and Huntington's.
Contaminant Sources
  • STOFF IDENT Compounds
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
7,8-DHFChEBI
7,8-Dihydroxy-2-phenyl-4-benzopyroneChEBI
7,8-Dihydroxy-2-phenylchromoneChEBI
78-DihydroxyflavoneChEMBL
78-Dihydroxy-flavoneChEMBL
6,7-DihydroxyflavoneMeSH
Chemical FormulaC15H10O4
Average Molecular Mass254.241 g/mol
Monoisotopic Mass254.058 g/mol
CAS Registry Number38183-03-8
IUPAC Name7,8-dihydroxy-2-phenyl-4H-chromen-4-one
Traditional Name7,8-dihydroxy-2-phenylchromen-4-one
SMILESOC1=CC=C2C(=O)C=C(OC2=C1O)C1=CC=CC=C1
InChI IdentifierInChI=1S/C15H10O4/c16-11-7-6-10-12(17)8-13(19-15(10)14(11)18)9-4-2-1-3-5-9/h1-8,16,18H
InChI KeyCOCYGNDCWFKTMF-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one).
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassFlavones
Direct ParentFlavones
Alternative Parents
Substituents
  • 7-hydroxyflavonoid
  • 8-hydroxyflavonoid
  • Flavone
  • Hydroxyflavonoid
  • Chromone
  • Benzopyran
  • 1-benzopyran
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Pyranone
  • Monocyclic benzene moiety
  • Benzenoid
  • Pyran
  • Heteroaromatic compound
  • Organoheterocyclic compound
  • Oxacycle
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organooxygen compound
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.11 g/LALOGPS
logP3.5ALOGPS
logP2.36ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)6.73ChemAxon
pKa (Strongest Basic)-5.4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity70.93 m³·mol⁻¹ChemAxon
Polarizability25.67 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0zor-0790000000-0aac883a80974eecee16Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_2_1) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT 17V, positivesplash10-0a4i-0090000000-9b5cd9dbcb9870d592ecSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-IT 17V, positivesplash10-0a4i-0290000000-bfb9f8476ce360924821Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0090000000-5f473b218e27e0e84a47Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0090000000-a8491b21c0ac520aa598Spectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0190000000-d89519e34db2f1af53a4Spectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0kdi-0900000000-2f8e75e011f3ed099a0cSpectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0190000000-7b86cb4f926da26dd3e6Spectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-0uk9-0900000000-fa28edfa13716cdde88bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0090000000-53c0ed4bd78bfdffa6e9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0090000000-66949a6771f09d289023Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0zfs-5900000000-44da981f65ed9d85937eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0090000000-c3dc6bb7297b1c55358fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0090000000-d43c67d729c7419107e7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a6s-4900000000-a52a904434819799fcb1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0090000000-7547dcf3c2a7b5109737Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0090000000-7547dcf3c2a7b5109737Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pb9-0940000000-aae0b1dbf01a10a4952dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0090000000-f98f68af9d26085c779fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0090000000-03f3a9a78e689504e4f4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0f6x-0920000000-ba0d53a026050ea90c1cSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia Link7,8-Dihydroxyflavone
Chemspider ID1809
ChEBI ID140464
PubChem Compound IDNot Available
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=24503862
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=26220903
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=26266800
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=26943953
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=27019033
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=27220989
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=27731318
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=27773794
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=27824119
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=27965573
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=28116298
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=28138113
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=28256073
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=28295316
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=28315455
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=28417199
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=28541476
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=28677406
19. https://www.ncbi.nlm.nih.gov/pubmed/?term=28715685
20. https://www.ncbi.nlm.nih.gov/pubmed/?term=28831019
21. https://www.ncbi.nlm.nih.gov/pubmed/?term=28950658
22. https://www.ncbi.nlm.nih.gov/pubmed/?term=29029315
23. https://www.ncbi.nlm.nih.gov/pubmed/?term=29109000
24. https://www.ncbi.nlm.nih.gov/pubmed/?term=29295929
25. https://www.ncbi.nlm.nih.gov/pubmed/?term=29500536
26. https://www.ncbi.nlm.nih.gov/pubmed/?term=29510124