Pseudobaptigenin (CHEM021949)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 18:16:36 UTC
Update Date2016-11-09 01:17:23 UTC
Accession NumberCHEM021949
Identification
Common NamePseudobaptigenin
ClassSmall Molecule
DescriptionA member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone and in which the phenyl group at position 3 is replaced by a 1,3-benzodioxol-5-yl group.
Contaminant Sources
  • FooDB Chemicals
  • HMDB Contaminants - Urine
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
3-(1,3-Benzodioxol-5-yl)-7-hydroxy-4H-1-benzopyran-4-oneChEBI
7-Hydroxy-3',4'-(methylenedioxy)isoflavoneChEBI
Pseudobaptisin aglyconeChEBI
Psi-baptigeninChEBI
.psi.-baptigeninHMDB
3-(1,3-Benzodioxol-5-yl)-7-hydroxy-4H-1-benzopyran-4-one, 9ciHMDB
3-(1,3-Benzodioxol-5-yl)-7-hydroxy-4H-chromen-4-oneHMDB
7-Hydroxy-3', 4'-methylenedioxyisoflavoneHMDB
7-Hydroxy-3',4'-(methylenedioxy)-isoflavoneHMDB
Y-baptigeninHMDB
Chemical FormulaC16H10O5
Average Molecular Mass282.248 g/mol
Monoisotopic Mass282.053 g/mol
CAS Registry Number90-29-9
IUPAC Name3-(2H-1,3-benzodioxol-5-yl)-7-hydroxy-4H-chromen-4-one
Traditional Namepseudobaptigenin
SMILESOC1=CC2=C(C=C1)C(=O)C(=CO2)C1=CC2=C(OCO2)C=C1
InChI IdentifierInChI=1S/C16H10O5/c17-10-2-3-11-14(6-10)19-7-12(16(11)18)9-1-4-13-15(5-9)21-8-20-13/h1-7,17H,8H2
InChI KeyKNJNBKINYHZUGC-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
  • Benzodioxole
  • Pyranone
  • 1-hydroxy-2-unsubstituted benzenoid
  • Benzenoid
  • Pyran
  • Heteroaromatic compound
  • Oxacycle
  • Organoheterocyclic compound
  • Acetal
  • 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 Solubility0.095 g/LALOGPS
logP2.76ALOGPS
logP2.66ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)6.48ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area64.99 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity73.49 m³·mol⁻¹ChemAxon
Polarizability28.21 ųChemAxon
Number of Rings4ChemAxon
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, Positivesplash10-0ue9-1590000000-42a3628b5a46d9c3b599Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00di-4529000000-3c03837b4d0783c13970Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF , Negativesplash10-001i-0090000000-0fc99cafec6819d2ed99Spectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 25V, Negativesplash10-0ue9-0090000000-047f42a0080b13e6e808Spectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 35V, Negativesplash10-0udi-0190000000-b6ecb3ccb54bdeacbe00Spectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF , Negativesplash10-001i-0090000000-0fc99cafec6819d2ed99Spectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 25V, Negativesplash10-0ue9-0090000000-047f42a0080b13e6e808Spectrum
LC-MS/MSLC-MS/MS Spectrum - ESI-TOF 35V, Negativesplash10-0udi-0190000000-b6ecb3ccb54bdeacbe00Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-TOF , negativesplash10-0ue9-0090000000-047f42a0080b13e6e808Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-TOF , negativesplash10-0udi-0190000000-b6ecb3ccb54bdeacbe00Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-0udi-0190000000-b6ecb3ccb54bdeacbe00Spectrum
LC-MS/MSLC-MS/MS Spectrum - 25V, Positivesplash10-0ue9-0090000000-047f42a0080b13e6e808Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0090000000-1f1ea0dd05dbee28d4e4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0090000000-97092385a9757235e8bdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-2940000000-b27839d1bd3c597280c5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0090000000-cff39ff10183d20a6a63Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0090000000-6df1d387993a2f57859aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001a-3960000000-202faa874c0605f99913Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0090000000-60166d79143e3c19fb0fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0090000000-6d945b8076de57405e10Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0gwr-0190000000-e24e72826420b1263f19Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0090000000-03c912f44b4d54fe7f1bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0090000000-03c912f44b4d54fe7f1bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a6r-0090000000-677df410d4f3e43951eaSpectrum
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 IDHMDB0036616
FooDB IDFDB015532
Phenol Explorer IDNot Available
KNApSAcK IDC00002565
BiGG IDNot Available
BioCyc IDCPD-3628
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkPseudobaptigenin
Chemspider ID4445117
ChEBI ID8602
PubChem Compound ID5281805
Kegg Compound IDC10522
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=15283457
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=16413562
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=23265844
4.
5. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.