Record Information
Version1.0
Creation date2010-04-08 22:11:55 UTC
Update date2019-11-26 03:11:48 UTC
Primary IDFDB015546
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name9-Hydroxy-4-methoxypsoralen
Description9-Hydroxy-4-methoxypsoralen belongs to the class of organic compounds known as 5-methoxypsoralens. These are psoralens containing a methoxy group attached at the C5 position of the psoralen group. 9-Hydroxy-4-methoxypsoralen has been detected, but not quantified in, pomes and wild celeries (Apium graveolens). This could make 9-hydroxy-4-methoxypsoralen a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 9-Hydroxy-4-methoxypsoralen.
CAS Number1603-47-0
Structure
Thumb
Synonyms
SynonymSource
5-Methoxy-8-hydroxy-psoralenHMDB
8-Hydroxy-5-methoxypsoralenHMDB
8-HydroxybergaptenHMDB
9-Hydroxy-4-methoxy-7H-furo(3,2-g)(1)benzopyran-7-oneHMDB
9-Hydroxy-4-methoxyfuro[3,2-g][1]benzopyran-7-one, 9ciHMDB
9-Hydroxy-5-methoxypsoralenHMDB
9-HydroxybergaptenHMDB
Carbonyl selenideHMDB
9-Hydroxy-4-methoxyfuro[3,2-g][1]benzopyran-7-one, 9CIdb_source
9-Hydroxy-4-methoxypsoralendb_source
Predicted Properties
PropertyValueSource
Water Solubility0.64 g/LALOGPS
logP1.86ALOGPS
logP2.13ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)8.45ChemAxon
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area68.9 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity58.83 m³·mol⁻¹ChemAxon
Polarizability21.82 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC12H8O5
IUPAC name9-hydroxy-4-methoxy-7H-furo[3,2-g]chromen-7-one
InChI IdentifierInChI=1S/C12H8O5/c1-15-10-6-2-3-8(13)17-12(6)9(14)11-7(10)4-5-16-11/h2-5,14H,1H3
InChI KeyMVJHUMZXIJPVHV-UHFFFAOYSA-N
Isomeric SMILESCOC1=C2C=CC(=O)OC2=C(O)C2=C1C=CO2
Average Molecular Weight232.1889
Monoisotopic Molecular Weight232.037173366
Classification
Description Belongs to the class of organic compounds known as 5-methoxypsoralens. These are psoralens containing a methoxy group attached at the C5 position of the psoralen group.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCoumarins and derivatives
Sub ClassFuranocoumarins
Direct Parent5-methoxypsoralens
Alternative Parents
Substituents
  • 5-methoxypsoralen
  • 8-hydroxypsoralen
  • 1-benzopyran
  • Benzopyran
  • Benzofuran
  • Anisole
  • Alkyl aryl ether
  • Pyranone
  • Benzenoid
  • Pyran
  • Heteroaromatic compound
  • Furan
  • Lactone
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Organic oxygen compound
  • Organic oxide
  • Organooxygen compound
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect

Health effect:

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 62.07%; H 3.47%; O 34.45%DFC
Melting PointMp 222.5-223°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-MS9-Hydroxy-4-methoxypsoralen, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0udi-2590000000-7ddf529e93a327f0cd3cSpectrum
Predicted GC-MS9-Hydroxy-4-methoxypsoralen, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-022i-4090000000-8894c70c1111272fe607Spectrum
Predicted GC-MS9-Hydroxy-4-methoxypsoralen, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS9-Hydroxy-4-methoxypsoralen, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0090000000-9264f48aab4bf930e1c8Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0090000000-774c4fcafa866e283f6aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0v4i-1590000000-de4c5f9fbd77701b6078Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0290000000-05f5701fd95600ff987aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0290000000-994e1ec3cab18a3279e4Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0229-0940000000-15d2b9c5c26b06ad830aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0090000000-96836d338cf3e1278078Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0090000000-96836d338cf3e1278078Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0i01-9180000000-9c0e2f8fd37471e1bb78Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0090000000-f8867cbe344d3e6bacadSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0090000000-f8867cbe344d3e6bacadSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03di-1930000000-a3a9e96e860cc7923daeSpectrum
NMRNot Available
ChemSpider ID2340886
ChEMBL IDCHEMBL1934069
KEGG Compound IDNot Available
Pubchem Compound ID3083726
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB36628
CRC / DFC (Dictionary of Food Compounds) IDKDD33-Z:KDD34-A
EAFUS IDNot Available
Dr. Duke ID8-HYDROXY-5-METHOXY-PSORALEN
BIGG IDNot Available
KNApSAcK IDNot Available
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 / BioactivitiesNot Available
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).