Record Information
Version1.0
Creation date2010-04-08 22:10:00 UTC
Update date2018-05-29 00:56:11 UTC
Primary IDFDB012132
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameAngelicin
DescriptionConstituent of roots and leaves of angelica (Angelica archangelica). Found in roots and on surface of parsnips and diseased celery Angelicin is a furanocoumarin. It can be found in Bituminaria bituminosa. It is present in the list of IARC Group 3 carcinogens (Angelicin plus ultraviolet A radiation).
CAS Number523-50-2
Structure
Thumb
Synonyms
SynonymSource
IsopsoralenChEBI
2H-Furo[2,3-H]-1-benzopyran-2-oneHMDB
2H-Furo[2,3-H]chromen-2-oneHMDB
3-(4-Hydroxy-5-benzofuranyl)-2-propenoic acid gamma-lactoneHMDB
4-Hydroxy-5-benzofuranacrylic acid gamma-lactoneHMDB
AngecinHMDB
AngelecinHMDB
BakuchicinHMDB
Furo[2,3-H]coumarinHMDB
Furo[5',4':7,8]coumarinHMDB
IsopsoralinHMDB
Angelicindb_source
Furo[2,3-h]coumarinmanual
Predicted Properties
PropertyValueSource
Water Solubility0.15 g/LALOGPS
logP2.03ALOGPS
logP1.94ChemAxon
logS-3.1ALOGPS
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area39.44 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity50.39 m³·mol⁻¹ChemAxon
Polarizability17.93 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC11H6O3
IUPAC name2H-furo[2,3-h]chromen-2-one
InChI IdentifierInChI=1S/C11H6O3/c12-10-4-2-7-1-3-9-8(5-6-13-9)11(7)14-10/h1-6H
InChI KeyXDROKJSWHURZGO-UHFFFAOYSA-N
Isomeric SMILES[H]C1=C([H])C2=C(O1)C([H])=C([H])C1=C2OC(=O)C([H])=C1[H]
Average Molecular Weight186.166
Monoisotopic Molecular Weight186.031694053
Classification
Description belongs to the class of organic compounds known as angular furanocoumarins. These are furanocoumarins, with a structure characterized by a furan ring angularly fused to a coumarin.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCoumarins and derivatives
Sub ClassFuranocoumarins
Direct ParentAngular furanocoumarins
Alternative Parents
Substituents
  • Angular furanocoumarin
  • Benzopyran
  • 1-benzopyran
  • Benzofuran
  • Pyranone
  • Pyran
  • Benzenoid
  • Furan
  • Heteroaromatic compound
  • Lactone
  • Oxacycle
  • Organoheterocyclic compound
  • Organooxygen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 70.97%; H 3.25%; O 25.78%DFC
Melting PointMp 138-139.5°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logP2.08SANGSTER (1993)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-052o-1900000000-e433073a06547646bc69View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-aa1adff2459dc4ba52deView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-e3913fd1e50c49b503ccView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kb-0900000000-1a7322ca712708e85891View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-0fb3e93d63c26fc514f3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0900000000-9305ce66dc73cd6363e7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00ko-1900000000-d860e98711eaf835ef5dView in MoNA
MSMass Spectrum (Electron Ionization)splash10-000i-2900000000-b75bda2977a6c5f4a825View in MoNA
ChemSpider ID10208
ChEMBL IDCHEMBL53569
KEGG Compound IDC09060
Pubchem Compound ID10658
Pubchem Substance IDNot Available
ChEBI ID28928
Phenol-Explorer ID721
DrugBank IDNot Available
HMDB IDHMDB33930
CRC / DFC (Dictionary of Food Compounds) IDHDM77-B:HDM77-B
EAFUS IDNot Available
Dr. Duke IDANGELICIN
BIGG IDNot Available
KNApSAcK IDC00002450
HET IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDAngelicin
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
anti aflatoxin35222 A substance that diminishes the rate of a chemical reaction.DUKE
anti convulsant52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti flu22587 A substance that destroys or inhibits replication of viruses.DUKE
anti mutagenicDUKE
anti spasmodic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti viral22587 A substance that destroys or inhibits replication of viruses.DUKE
central nervous system depressant35470 A class of drugs producing both physiological and psychological effects through a variety of mechanisms involving the central nervous system.DUKE
cytotoxic52209 A role played by the molecular entity or part thereof which causes the development of a pathological process.DUKE
hepatoprotective62868 Any compound that is able to prevent damage to the liver.DUKE
hypotensiveDUKE
myorelaxantDUKE
photoactiveDUKE
phototoxicDUKE
sedative35717 A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.DUKE
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).