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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 01:51:45 UTC
Update Date2021-10-13 08:26:12 UTC
HMDB IDHMDB0040330
Secondary Accession Numbers
  • HMDB40330
Metabolite Identification
Common NameMenthone lactone
DescriptionMenthone lactone belongs to the class of organic compounds known as lactones. These are cyclic esters of hydroxy carboxylic acids, containing a 1-oxacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. Menthone lactone is a brown, maple syrup, and sugar tasting compound. Based on a literature review very few articles have been published on Menthone lactone.
Structure
Data?1563863539
Synonyms
ValueSource
4-Methyl-7-(1-methylethyl)-2-oxepanoneChEBI
4-Methyl-7-(1-methylethyl)oxepan-2-oneChEBI
4-Methyl-7-isopropyl-2-oxepanoneChEBI
6-Hydroxy-3,7-dimethylcaprylic acid epsilon-lactoneChEBI
6-Hydroxy-3,7-dimethyloctanoic acid lactoneChEBI
6-Hydroxy-3,7-dimethylcaprylate epsilon-lactoneGenerator
6-Hydroxy-3,7-dimethyloctanoate lactoneGenerator
(4R-trans)-4-Methyl-7-(1-methylethyl)-2-oxepanoneHMDB
(4R-trans)-7-Isopropyl-4-methyloxepan-2-oneHMDB
3,7-Dimethyl-6-octanolideHMDB
3-Methyl-6-isopropyl-6-hexanolideHMDB
4-Methyl-7-(1-methylethyl)-(4R,7S)-2-oxepanoneHMDB
4-Methyl-7-(propan-2-yl)oxepan-2-oneHMDB
7-Isopropyl-4-methyloxepan-2-oneHMDB
FEMA 3355HMDB
Chemical FormulaC10H18O2
Average Molecular Weight170.2487
Monoisotopic Molecular Weight170.13067982
IUPAC Name4-methyl-7-(propan-2-yl)oxepan-2-one
Traditional Namementhone lactone
CAS Registry Number499-54-7
SMILES
CC(C)C1CCC(C)CC(=O)O1
InChI Identifier
InChI=1S/C10H18O2/c1-7(2)9-5-4-8(3)6-10(11)12-9/h7-9H,4-6H2,1-3H3
InChI KeyGGAXPLCKKANQED-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as lactones. These are cyclic esters of hydroxy carboxylic acids, containing a 1-oxacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassLactones
Sub ClassNot Available
Direct ParentLactones
Alternative Parents
Substituents
  • Caprolactone
  • Oxepane
  • Lactone
  • Carboxylic acid ester
  • Oxacycle
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Source

Route of exposure

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point247.00 to 248.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility525.8 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.357 (est)The Good Scents Company Information System
Experimental Spectral PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.96 g/LALOGPS
logP10(2.75) g/LALOGPS
logP10(2.63) g/LChemAxon
logS10(-2.2) g/LALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity47.47 m³·mol⁻¹ChemAxon
Polarizability19.86 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+140.57531661259
DarkChem[M-H]-136.7331661259

Predicted Kovats Retention Indices

Not Available
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Menthone lactone GC-MS (Non-derivatized) - 70eV, Positivesplash10-054o-9200000000-dfe7802936a6f82387882017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Menthone lactone 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 - Menthone lactone 10V, Positive-QTOFsplash10-00di-0900000000-c5086d0d85ae91a9c9242016-06-20Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Menthone lactone 20V, Positive-QTOFsplash10-00di-5900000000-4182edaca42756c1efa92016-06-20Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Menthone lactone 40V, Positive-QTOFsplash10-0aor-9200000000-080327d8f6181722e63d2016-06-20Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Menthone lactone 10V, Negative-QTOFsplash10-014i-0900000000-74440884db83bf695d4e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Menthone lactone 20V, Negative-QTOFsplash10-016r-2900000000-d9d8351d71d217fa44562016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Menthone lactone 40V, Negative-QTOFsplash10-060c-9100000000-d36b0f2508bc15153dc92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Menthone lactone 10V, Negative-QTOFsplash10-014i-0900000000-efbd93a1a83feefc94df2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Menthone lactone 20V, Negative-QTOFsplash10-014l-2900000000-f82b92aef80f1b448acd2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Menthone lactone 40V, Negative-QTOFsplash10-000x-9200000000-30bc55a6f5652ca5fe492021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Menthone lactone 10V, Positive-QTOFsplash10-00di-2900000000-dd6b1b28a7e670a9daea2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Menthone lactone 20V, Positive-QTOFsplash10-000x-9300000000-4452a04fd695c4ca45782021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Menthone lactone 40V, Positive-QTOFsplash10-00kf-9100000000-cb525712066fd306e0132021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
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 IDFDB020055
KNApSAcK IDC00000838
Chemspider ID56140
KEGG Compound IDC18066
BioCyc ID7-isopropyl-4-methyloxepan-2-ones
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound62349
PDB IDNot Available
ChEBI ID50243
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1027581
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .