6-Hydroxydaidzein (CHEM021946)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 18:16:31 UTC
Update Date2016-11-09 01:17:23 UTC
Accession NumberCHEM021946
Identification
Common Name6-Hydroxydaidzein
ClassSmall Molecule
DescriptionA hydroxyisoflavone that is daidzein bearing an additional hydroxy substituent at position 6.
Contaminant Sources
  • FooDB Chemicals
  • HMDB Contaminants - Urine
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
6,7,4'-TrihydroxyisoflavoneChEBI
6,7-Dihydroxy-3-(4-hydroxy-phenyl)-chromen-4-oneHMDB
6,7-Dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one, 9ciHMDB
6,7-Dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-oneHMDB
DemethyltexasinHMDB, MeSH
Soybean factor 2HMDB
6-HydroxydaidzeinChEBI
Chemical FormulaC15H10O5
Average Molecular Mass270.237 g/mol
Monoisotopic Mass270.053 g/mol
CAS Registry Number17817-31-1
IUPAC Name6,7-dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one
Traditional Name6-hydroxydaidzein
SMILESOC1=CC=C(C=C1)C1=COC2=CC(O)=C(O)C=C2C1=O
InChI IdentifierInChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)11-7-20-14-6-13(18)12(17)5-10(14)15(11)19/h1-7,16-18H
InChI KeyGYLUFQJZYAJQDI-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassIsoflavonoids
Sub ClassIsoflav-2-enes
Direct ParentIsoflavones
Alternative Parents
Substituents
  • Isoflavone
  • Hydroxyisoflavonoid
  • Chromone
  • Benzopyran
  • 1-benzopyran
  • Pyranone
  • Phenol
  • 1-hydroxy-2-unsubstituted benzenoid
  • Benzenoid
  • Monocyclic benzene moiety
  • Pyran
  • Heteroaromatic compound
  • Oxacycle
  • Organoheterocyclic compound
  • Organooxygen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
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
logP3.08ALOGPS
logP2.43ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)6.58ChemAxon
pKa (Strongest Basic)-5.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area86.99 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity71.68 m³·mol⁻¹ChemAxon
Polarizability26.72 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, Positivesplash10-0006-0490000000-a1f185fa96edbcc8953fSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-0229-3234900000-f8b9a10d0f91aae831efSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 50V, Negativesplash10-014i-0950000000-d88b6d0e6c196be0a768Spectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 10V, Negativesplash10-014i-0950000000-d88b6d0e6c196be0a768Spectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 60V, Negativesplash10-014i-0920000000-8fc67ab4e075cb1ef684Spectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 40V, Negativesplash10-006x-0890000000-e320c8ded6c2cac7e2daSpectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 50V, Negativesplash10-014i-0950000000-d88b6d0e6c196be0a768Spectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 10V, Negativesplash10-014i-0090000000-9c88a28592263b8079dfSpectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 60V, Negativesplash10-014i-0920000000-8fc67ab4e075cb1ef684Spectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 40V, Negativesplash10-006x-0890000000-e320c8ded6c2cac7e2daSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-TOF , negativesplash10-014i-0950000000-d88b6d0e6c196be0a768Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-TOF , negativesplash10-014i-0920000000-8fc67ab4e075cb1ef684Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-TOF , negativesplash10-006x-0890000000-e320c8ded6c2cac7e2daSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT 18V, positivesplash10-0uxr-0390000000-0ded6f74af3bcc5c49f9Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-IT 18V, positivesplash10-0uxs-0490000000-061faa4a87ef67ea63a9Spectrum
LC-MS/MSLC-MS/MS Spectrum - 60V, Positivesplash10-014i-0920000000-8fc67ab4e075cb1ef684Spectrum
LC-MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-014i-0950000000-d88b6d0e6c196be0a768Spectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-006x-0890000000-df763ebc8becfc7e2cb0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0090000000-4d73547081ecc1571e2cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-0090000000-ea1191b0dca31188c43aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0v00-9760000000-98680ac30908f6b30ab4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0090000000-d460abf11f0fb6445ab0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0190000000-31258eef47ef727ae699Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-002f-7940000000-14258b5d81404a258a1cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0090000000-ae6e5e86465295cd0332Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-0090000000-b3fd58cd48e538f6faa8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ar0-0890000000-3b6f481132e5c2abbf92Spectrum
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 IDHMDB0031715
FooDB IDFDB008378
Phenol Explorer ID846
KNApSAcK IDC00009385
BiGG IDNot Available
BioCyc IDCPD-6998
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID4447693
ChEBI ID74957
PubChem Compound ID5284649
Kegg Compound IDC14314
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=10540753
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=12784638
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=15215607
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=15914921
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=16372328
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=18724264
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=20142789
8. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.