hmdb.ca

Human Metabolome Database: Showing metabocard for p-Mentha-2,4(8)-dien-9,3-olide (HMDB0037174)

Record InformationVersion5.0StatusExpected but not QuantifiedCreation Date2012-09-11 22:24:55 UTCUpdate Date2023-02-21 17:25:41 UTCHMDB IDHMDB0037174Secondary Accession Numbers
  • HMDB37174
Metabolite IdentificationCommon Namep-Mentha-2,4(8)-dien-9,3-olideDescriptionp-Mentha-2,4(8)-dien-9,3-olide belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. p-Mentha-2,4(8)-dien-9,3-olide is a coconut, coumarin, and hay tasting compound. Based on a literature review very few articles have been published on p-Mentha-2,4(8)-dien-9,3-olide.Structure

Thumb

InChI=1S/C10H12O2/c1-6-3-4-8-7(2)10(11)12-9(8)5-6/h5-6H,3-4H2,1-2H3

Image

Synonyms
ValueSource
5,6-dihydro-3,6-Dimethyl-2(4H)-benzofuranone, 9ciHMDB
DehydromenthofurolactoneHMDB
FEMA 3755HMDB
Chemical FormulaC10H12O2Average Molecular Weight164.2011Monoisotopic Molecular Weight164.083729628IUPAC Name3,6-dimethyl-2,4,5,6-tetrahydro-1-benzofuran-2-oneTraditional Name3,6-dimethyl-5,6-dihydro-4H-1-benzofuran-2-oneCAS Registry Number80417-97-6SMILES

CC1CCC2=C(C)C(=O)OC2=C1

InChI Identifier

InChI=1S/C10H12O2/c1-6-3-4-8-7(2)10(11)12-9(8)5-6/h5-6H,3-4H2,1-2H3

InChI KeyZRTWVYJNKXXDDT-UHFFFAOYSA-NChemical TaxonomyDescription Belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.KingdomOrganic compounds Super ClassOrganoheterocyclic compounds ClassBenzofurans Sub ClassNot AvailableDirect ParentBenzofurans Alternative ParentsSubstituents
  • Benzofuran
  • 2-furanone
  • Dihydrofuran
  • Enol ester
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Carboxylic acid ester
  • Lactone
  • Oxacycle
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organooxygen compound
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compoundsExternal DescriptorsNot AvailableOntologyPhysiological effect

Organoleptic effect

Disposition

Biological location

Route of exposure

Source

ProcessNot AvailableRole

Industrial application

Biological role

Physical PropertiesStateNot AvailableExperimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot AvailablePredicted Molecular Properties
PropertyValueSource
Water Solubility3.02 g/LALOGPS
logP2.42ALOGPS
logP2.05ChemAxon
logS-1.7ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity47.67 m³·mol⁻¹ChemAxon
Polarizability18.14 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+139.77531661259
DarkChem[M-H]-133.36931661259
DeepCCS[M+H]+138.21730932474
DeepCCS[M-H]-134.3930932474
DeepCCS[M-2H]-171.87130932474
DeepCCS[M+Na]+147.4130932474
AllCCS[M+H]+134.132859911
AllCCS[M+H-H2O]+129.632859911
AllCCS[M+NH4]+138.432859911
AllCCS[M+Na]+139.632859911
AllCCS[M-H]-137.932859911
AllCCS[M+Na-2H]-138.732859911
AllCCS[M+HCOO]-139.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
p-Mentha-2,4(8)-dien-9,3-olideCC1CCC2=C(C)C(=O)OC2=C12397.9Standard polar33892256
p-Mentha-2,4(8)-dien-9,3-olideCC1CCC2=C(C)C(=O)OC2=C11434.9Standard non polar33892256
p-Mentha-2,4(8)-dien-9,3-olideCC1CCC2=C(C)C(=O)OC2=C11462.7Semi standard non polar33892256

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - p-Mentha-2,4(8)-dien-9,3-olide GC-MS (Non-derivatized) - 70eV, Positivesplash10-06di-4900000000-7a1b2cd8f1798aafb7b62017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - p-Mentha-2,4(8)-dien-9,3-olide 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 - p-Mentha-2,4(8)-dien-9,3-olide 10V, Positive-QTOFsplash10-014i-1900000000-8742610260dd2bb769382016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Mentha-2,4(8)-dien-9,3-olide 20V, Positive-QTOFsplash10-00kb-9300000000-5088d6447bf54ae1d1832016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Mentha-2,4(8)-dien-9,3-olide 40V, Positive-QTOFsplash10-0uxu-9100000000-159bfbab6756951a7ff72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Mentha-2,4(8)-dien-9,3-olide 10V, Negative-QTOFsplash10-03di-0900000000-567d1c93bef6783c061f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Mentha-2,4(8)-dien-9,3-olide 20V, Negative-QTOFsplash10-03xr-0900000000-135536de361a78dac0282016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Mentha-2,4(8)-dien-9,3-olide 40V, Negative-QTOFsplash10-014i-5900000000-48125e1ed11c8be723bb2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Mentha-2,4(8)-dien-9,3-olide 10V, Negative-QTOFsplash10-03di-0900000000-8db47caa9667c101bd0f2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Mentha-2,4(8)-dien-9,3-olide 20V, Negative-QTOFsplash10-03di-0900000000-8fb7db590472594ec7102021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Mentha-2,4(8)-dien-9,3-olide 40V, Negative-QTOFsplash10-03xu-4900000000-b3aa822c1a008eb10b0c2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Mentha-2,4(8)-dien-9,3-olide 10V, Positive-QTOFsplash10-014i-0900000000-6635bd52a0126eebc59c2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Mentha-2,4(8)-dien-9,3-olide 20V, Positive-QTOFsplash10-014i-0900000000-c735e61e85a1c8a72aac2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - p-Mentha-2,4(8)-dien-9,3-olide 40V, Positive-QTOFsplash10-00mo-9300000000-a7988f65822c44b5a10c2021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum