Hmdb loader
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:49:58 UTC
Update Date2019-07-23 06:11:07 UTC
HMDB IDHMDB0032469
Secondary Accession Numbers
  • HMDB32469
Metabolite Identification
Common NamePhthalide
DescriptionPhthalide, also known as 1-phthalanone or isobenzofuranone, belongs to the class of organic compounds known as phthalides. Phthalides are compounds containing a 3-hydrocarbylidene-2-benzofuran-1(3H)-one moiety,. Phthalide is a sweet, coconut, and coumarin tasting compound. Phthalide has been detected, but not quantified in, several different foods, such as blackberries (Rubus), celeriacs (Apium graveolens var. rapaceum), celery stalks (Apium graveolens var. dulce), and evergreen blackberries (Rubus laciniatus). This could make phthalide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Phthalide.
Structure
Data?1563862267
Synonyms
ValueSource
1(3H)-IsobenzofuranoneChEBI
1-PhthalanoneChEBI
2-Hydroxymethylbenzoic acid, gamma-lactoneChEBI
3-oxo-1,3-Dihydro-isobenzofuranChEBI
IsobenzofuranoneChEBI
PhthalolactoneChEBI
2-Hydroxymethylbenzoate, g-lactoneGenerator
2-Hydroxymethylbenzoate, gamma-lactoneGenerator
2-Hydroxymethylbenzoate, γ-lactoneGenerator
2-Hydroxymethylbenzoic acid, g-lactoneGenerator
2-Hydroxymethylbenzoic acid, γ-lactoneGenerator
1-IsobenzofuranoneHMDB
2-Benzofuran-1(3H)-oneHMDB
2-Hydroxymethylbenzoic acid, laquo gammaraquo -lactoneHMDB
3-Butylidene-7-hydroxyphthalideHMDB
3H-Isobenzofuran-1-oneHMDB
PhthalideChEBI
Chemical FormulaC8H6O2
Average Molecular Weight134.132
Monoisotopic Molecular Weight134.036779436
IUPAC Name1,3-dihydro-2-benzofuran-1-one
Traditional Namephthalide
CAS Registry Number87-41-2
SMILES
O=C1OCC2=CC=CC=C12
InChI Identifier
InChI=1S/C8H6O2/c9-8-7-4-2-1-3-6(7)5-10-8/h1-4H,5H2
InChI KeyWNZQDUSMALZDQF-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phthalides. Phthalides are compounds containing a 3-hydrocarbylidene-2-benzofuran-1(3H)-one moiety,.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIsocoumarans
Sub ClassIsobenzofuranones
Direct ParentPhthalides
Alternative Parents
Substituents
  • Phthalide
  • Benzenoid
  • Lactone
  • Carboxylic acid ester
  • Oxacycle
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point75 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP0.80Not Available
Experimental Spectral PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility6.95 g/LALOGPS
logP10(0.99) g/LALOGPS
logP10(1.53) g/LChemAxon
logS10(-1.3) g/LALOGPS
pKa (Strongest Acidic)15.36ChemAxon
pKa (Strongest Basic)-6.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity36.64 m³·mol⁻¹ChemAxon
Polarizability13.06 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+127.03631661259
DarkChem[M-H]-123.10131661259

Predicted Kovats Retention Indices

Not Available
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Phthalide EI-B (Non-derivatized)splash10-0udi-9005020400-2d50f7ae6f3cd7691b4b2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Phthalide EI-B (Non-derivatized)splash10-0udi-9005020400-2d50f7ae6f3cd7691b4b2018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Phthalide GC-MS (Non-derivatized) - 70eV, Positivesplash10-000x-8900000000-e2e10448dc354d50b16a2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Phthalide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phthalide 10V, Positive-QTOFsplash10-000i-0900000000-b82a529519513084f1812016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phthalide 20V, Positive-QTOFsplash10-000i-0900000000-d1e071a72f1a95b3a1532016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phthalide 40V, Positive-QTOFsplash10-0pbi-6900000000-bfb94809be049435fcd72016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phthalide 10V, Negative-QTOFsplash10-001i-0900000000-db8e49fee9cdba16eb192016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phthalide 20V, Negative-QTOFsplash10-001i-0900000000-79843cf42065084009732016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phthalide 40V, Negative-QTOFsplash10-0udi-1900000000-452212b0af673745db152016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phthalide 10V, Positive-QTOFsplash10-000i-0900000000-763f3be528f491ee0dd52021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phthalide 20V, Positive-QTOFsplash10-000l-4900000000-097b37d9d5e7c96523932021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phthalide 40V, Positive-QTOFsplash10-00kf-9000000000-a7e77f83a48982f6438a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phthalide 10V, Negative-QTOFsplash10-001i-0900000000-91ef080a1daaff2553582021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phthalide 20V, Negative-QTOFsplash10-053r-1900000000-51fa67a737dba49d390b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phthalide 40V, Negative-QTOFsplash10-001i-4900000000-8e75af6c7c6fee98529f2021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB010076
KNApSAcK IDC00014972
Chemspider ID6621
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkPhthalide
METLIN IDNot Available
PubChem Compound6885
PDB IDNot Available
ChEBI ID38085
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). EAFUS: Everything Added to Food in the United States.. .