Peucedanin (CHEM023783)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 21:17:29 UTC
Update Date2016-11-09 01:17:46 UTC
Accession NumberCHEM023783
Identification
Common NamePeucedanin
ClassSmall Molecule
DescriptionA member of the class of furanocoumarins that is furo[3,2-g]chromen-7-one, bearing additional isopropyl and methoxy substituents at positions 2 and 3 respectively.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-Isopropyl-3-methoxy-7H-furo[3,2-g]chromen-7-oneChEBI
3-Methoxy-2-(1-methylethyl)-7H-furo(3,2-g)(1)benzopyran-7-oneChEBI
4-Methoxy-5-isopropylfuro(2,3:6,7)coumarinChEBI
6-Hydroxy-2-isopropyl-3-methoxy-5-benzofuranacrylic acid delta-lactoneChEBI
Oreoselone methyl etherChEBI
6-Hydroxy-2-isopropyl-3-methoxy-5-benzofuranacrylate delta-lactoneGenerator
6-Hydroxy-2-isopropyl-3-methoxy-5-benzofuranacrylate δ-lactoneGenerator
6-Hydroxy-2-isopropyl-3-methoxy-5-benzofuranacrylic acid δ-lactoneGenerator
Chemical FormulaC15H14O4
Average Molecular Mass258.269 g/mol
Monoisotopic Mass258.089 g/mol
CAS Registry Number133-26-6
IUPAC Name3-methoxy-2-(propan-2-yl)-7H-furo[3,2-g]chromen-7-one
Traditional Namepeucedanin
SMILESCOC1=C(OC2=CC3=C(C=CC(=O)O3)C=C12)C(C)C
InChI IdentifierInChI=1S/C15H14O4/c1-8(2)14-15(17-3)10-6-9-4-5-13(16)18-11(9)7-12(10)19-14/h4-8H,1-3H3
InChI KeyYQBNJPACAUPNLV-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCoumarins and derivatives
Sub ClassFuranocoumarins
Direct ParentPsoralens
Alternative Parents
Substituents
  • Psoralen
  • Benzopyran
  • 1-benzopyran
  • Benzofuran
  • Alkyl aryl ether
  • Pyranone
  • Benzenoid
  • Pyran
  • Heteroaromatic compound
  • Furan
  • Lactone
  • Ether
  • Oxacycle
  • Organoheterocyclic compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • 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 Solubility0.032 g/LALOGPS
logP3.41ALOGPS
logP2.87ChemAxon
logS-3.9ALOGPS
pKa (Strongest Basic)-2.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area48.67 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity71 m³·mol⁻¹ChemAxon
Polarizability27.55 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0090000000-840f9375378175876525Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-1090000000-1610572ae983994cfd56Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kg-2590000000-76a33abba9da863c58b3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0090000000-1425ce6d2826de62fe94Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0090000000-04e86ab6aade04b343b6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01ow-1980000000-1b80f19aa04ee24e5cb2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0090000000-5899da0eda98839d58adSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0090000000-2fc269f07cae4269b7baSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-02ta-1930000000-9823a6bf623df44eebacSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0090000000-c2a50a42dfada53572a9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a6r-0090000000-137f72438991a2f4a37aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0670-2930000000-ecf1d6028eb043a1dbf5Spectrum
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 IDHMDB0301849
FooDB IDFDB001509
Phenol Explorer IDNot Available
KNApSAcK IDC00002491
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID8297
ChEBI ID8034
PubChem Compound IDNot Available
Kegg Compound IDC09283
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=13841833
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=16229971
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=17582700
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=24459770
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=24660466
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=25179742
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=5869450
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=6000884