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Showing Compound Isomintlactone (FDB014920)

Record Information
Version1.0
Creation date2010-04-08 22:11:33 UTC
Update date2025-11-19 00:50:47 UTC
Primary IDFDB014920
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameIsomintlactone
DescriptionIsomintlactone 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. Isomintlactone is found, on average, in the highest concentration within peppermints (Mentha X piperita). Isomintlactone has also been detected, but not quantified in, herbs and spices. This could make isomintlactone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Isomintlactone.
CAS Number75684-66-1
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(+)-IsomintlactoneHMDB
5,6,7,7a-tetrahydro-3,6-Dimethyl-(4H)-benzofuran-2-oneHMDB
5,6,7,7a-tetrahydro-3,6-Dimethyl-2(4H)-benzofuranoneHMDB
MenthalactoneHMDB
MintlactoneHMDB, MeSH
IsomintlactoneMeSH
2(4H)-Benzofuranone, 5,6,7,7a-tetrahydro-3,6-dimethyl-biospider
5,6,7,7a-Tetrahydro-3,6-dimethyl-(4H)-benzofuran-2-onebiospider
5,6,7,7a-Tetrahydro-3,6-dimethyl-2(4H)-benzofuranonebiospider
Predicted Properties
PropertyValueSource
Water Solubility5 g/LALOGPS
logP2.26ALOGPS
logP2.38ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)15.32ChemAxon
pKa (Strongest Basic)-6.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity46.18 m³·mol⁻¹ChemAxon
Polarizability18.45 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC10H14O2
IUPAC name3,6-dimethyl-2,4,5,6,7,7a-hexahydro-1-benzofuran-2-one
InChI IdentifierInChI=1S/C10H14O2/c1-6-3-4-8-7(2)10(11)12-9(8)5-6/h6,9H,3-5H2,1-2H3
InChI KeyVUVQBYIJRDUVHT-UHFFFAOYSA-N
Isomeric SMILESCC1CCC2=C(C)C(=O)OC2C1
Average Molecular Weight166.217
Monoisotopic Molecular Weight166.099379692
Classification
Description 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 Available
Direct ParentBenzofurans
Alternative Parents
Substituents
  • Benzofuran
  • 2-furanone
  • Dihydrofuran
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Carboxylic acid ester
  • Lactone
  • Carboxylic acid derivative
  • Oxacycle
  • Monocarboxylic acid or derivatives
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxygen compound
  • Organooxygen compound
  • Organic oxide
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 72.26%; H 8.49%; O 19.25%DFC
Melting PointMp 77-79°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]25D +76.9 (c, 5 in EtOH)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSIsomintlactone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-05i0-4900000000-032591e918bf82ddf4c6Spectrum
Predicted GC-MSIsomintlactone, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSIsomintlactone, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-5900000000-956f776e0729ea41a1322016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0005-9200000000-d7722a5f0cc17cb576242016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ldl-9100000000-20532fe312e467c237c22016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-8da45013e02f856f545f2016-08-04View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01b9-0900000000-b1030fda67b5c4b512802016-08-04View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01bc-6900000000-0502b635422f3f320e6b2016-08-04View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-ddb0b4ad317a92ec611b2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-1900000000-a7fbb5eb50805dd357672021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9100000000-a0bcf66e820d212845682021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-349584a3f625d5b5807f2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-0900000000-75010ebf4b82319ad9102021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01dm-6900000000-40582a9e2b529932f4f82021-09-23View Spectrum
NMRNot Available
ChemSpider ID85151
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID94349
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB0036084
CRC / DFC (Dictionary of Food Compounds) IDJXK33-H:JXK03-Y
EAFUS IDNot Available
Dr. Duke ID(+)-ISOMINTLACTONE
BIGG IDNot Available
KNApSAcK IDC00010950
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).