5,7-Dihydroxyflavone (CHEM003849)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesTargets (13)XML
Record Information
Version1.0
Creation Date2014-09-11 05:21:10 UTC
Update Date2026-05-14 19:51:58 UTC
Accession NumberCHEM003849
Identification
Common Name5,7-Dihydroxyflavone
ClassSmall Molecule
Description5,7-Dihydroxyflavone is found in carrot. Chrysin is a naturally occurring flavone chemically extracted from the blue passion flower (Passiflora caerulea). Honeycomb also contains small amounts. It is also reported in Oroxylum indicum or Indian trumpetflower. (Wikipedia).
Contaminant Sources
  • FooDB Chemicals
  • STOFF IDENT Compounds
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Ester
  • Food Toxin
  • Metabolite
  • Natural Compound
  • Organic Compound
  • Plant Toxin
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
5,7-Dihydroxy-2-phenyl-4H-1-benzopyran-4-oneChEBI
5,7-Dihydroxy-2-phenyl-4H-benzo(b)pyran-4-oneChEBI
5,7-Dihydroxy-2-phenylchromen-4-oneChEBI
5,7-DihydroxyflavoneChEBI
5,7-Dihydroxy-2-phenyl-4H-1-benzopyran-4-one, 9ciHMDB
ChrysinHMDB
Chrysinic acidHMDB
Ois 3HMDB
ChrysineMeSH
5,7-Dihydroxy-flavoneMeSH
Chemical FormulaC15H10O4
Average Molecular Mass254.238 g/mol
Monoisotopic Mass254.058 g/mol
CAS Registry Number480-40-0
IUPAC Name5,7-dihydroxy-2-phenyl-4H-chromen-4-one
Traditional Namechrysin
SMILESOC1=CC(O)=C2C(=O)C=C(OC2=C1)C1=CC=CC=C1
InChI IdentifierInChI=1S/C15H10O4/c16-10-6-11(17)15-12(18)8-13(19-14(15)7-10)9-4-2-1-3-5-9/h1-8,16-17H
InChI KeyRTIXKCRFFJGDFG-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
  • 5-hydroxyflavonoid
  • 7-hydroxyflavonoid
  • Flavone
  • Hydroxyflavonoid
  • Chromone
  • Benzopyran
  • 1-benzopyran
  • 1-hydroxy-2-unsubstituted benzenoid
  • Pyranone
  • 1-hydroxy-4-unsubstituted benzenoid
  • Benzenoid
  • Pyran
  • Monocyclic benzene moiety
  • Vinylogous acid
  • Heteroaromatic compound
  • Organoheterocyclic compound
  • Oxacycle
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Membrane
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.1 g/LALOGPS
logP3.44ALOGPS
logP3.01ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)6.64ChemAxon
pKa (Strongest Basic)-5.2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity70.93 m³·mol⁻¹ChemAxon
Polarizability25.73 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-MS (2 TMS)splash10-001i-2839000000-d0964f24f611d1c14e95Spectrum
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-001i-2839000000-d0964f24f611d1c14e95Spectrum
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-001i-0619000000-53f48b2cf9bad74e8f65Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udi-0690000000-b07283fbd904f2901dd6Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00gi-4439000000-26a54787c8758b70201fSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF , Negativesplash10-0002-0020900000-2dbcc5b06309066d63b5Spectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 26V, Negativesplash10-0udi-0290000000-bdd70471bc805c9009b2Spectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 40V, Negativesplash10-0fr6-0900000000-eee4ea35750adc10ef1bSpectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF , Negativesplash10-0udi-0090000000-2f6b543a5679e285552aSpectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 26V, Negativesplash10-0udi-0290000000-bdd70471bc805c9009b2Spectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 40V, Negativesplash10-0fr6-0900000000-eee4ea35750adc10ef1bSpectrum
LC-MS/MSLC-MS/MS Spectrum - DI-ESI-qTof , Negativesplash10-0udi-0490000000-554518d0a352f29f8093Spectrum
LC-MS/MSLC-MS/MS Spectrum - DI-ESI-qTof , Positivesplash10-0zfr-0950000000-51b2794dec3e6f6eea6aSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0udi-0090000000-9cc0f49937b1a8fa0b34Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0udi-0090000000-66cd77f4bd910deb0103Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0udi-0290000000-10a8a1236031b97efe7aSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0fr6-0920000000-19bbcaf4a2423b2cb49dSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-014m-0900000000-200355de722ac7f96ef7Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0udi-0090000000-ac2af4316665e2509d89Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0udi-0190000000-8f5ac4706417c39a2d62Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0gbc-0900000000-d619653decf40895a511Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0a4i-0390000000-eb3159b6ffe6b7c816b2Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-006t-3930000000-3775c8b9ef4bbb0cb352Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0udi-0090000000-c8b5dd372a2667398b01Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0090000000-c8a1f1ae722a2b79308aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0090000000-191437b0a57325aec07aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udr-4950000000-f1f4abaafec11c500890Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0090000000-4c48fd26f99d65b20cd9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0090000000-acfd169c302ecc539f58Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-1940000000-98ef8f11854760675c83Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0036619
FooDB IDFDB015535
Phenol Explorer ID240
KNApSAcK IDC00003794
BiGG IDNot Available
BioCyc IDCPD-8184
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkChrysin
Chemspider ID4444926
ChEBI ID75095
PubChem Compound ID5281607
Kegg Compound IDC10028
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=1772594
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=21544919
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=22864849
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=22991264
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=23104078
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=23125118
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=23194824
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=23256457
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=23296950
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=23357962
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=23468207
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=23536316
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=23636231
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=23744338
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=23888052
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=23945741
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=23962900
18. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.