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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:15:05 UTC
Update Date2021-10-13 06:54:37 UTC
HMDB IDHMDB0036192
Secondary Accession Numbers
  • HMDB36192
Metabolite Identification
Common NameApritone
DescriptionApritone belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain. Based on a literature review a small amount of articles have been published on Apritone.
Structure
Data?1563862835
Synonyms
ValueSource
2-(3,7-Dimethyl-6-octenylidene)-(e)-cyclopentanoneHMDB
Decenyl cyclopentanoneHMDB
FEMA 3829HMDB
GeranylcyclopentanoneHMDB
2-(3,7-Dimethyl-2,6-octadienyl)cyclopentanoneMeSH
Chemical FormulaC15H24O
Average Molecular Weight220.3505
Monoisotopic Molecular Weight220.18271539
IUPAC Name2-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]cyclopentan-1-one
Traditional Name2-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]cyclopentan-1-one
CAS Registry Number74016-19-6
SMILES
CC(C)=CCC\C(C)=C\CC1CCCC1=O
InChI Identifier
InChI=1S/C15H24O/c1-12(2)6-4-7-13(3)10-11-14-8-5-9-15(14)16/h6,10,14H,4-5,7-9,11H2,1-3H3/b13-10+
InChI KeyZNSALEJHPSBXDK-JLHYYAGUSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentMonocyclic monoterpenoids
Alternative Parents
Substituents
  • Monocyclic monoterpenoid
  • Cyclic ketone
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location

Source

Route of exposure

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point312.00 to 313.00 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility1.08 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP5.108 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.036 g/LALOGPS
logP10(5.32) g/LALOGPS
logP10(4.46) g/LChemAxon
logS10(-3.8) g/LALOGPS
pKa (Strongest Basic)-7.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity71.23 m³·mol⁻¹ChemAxon
Polarizability27.43 ųChemAxon
Number of Rings1ChemAxon
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]+156.60931661259
DarkChem[M-H]-155.16331661259
DeepCCS[M+H]+154.01130932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
ApritoneCC(C)=CCC\C(C)=C\CC1CCCC1=O2169.3Standard polar33892256
ApritoneCC(C)=CCC\C(C)=C\CC1CCCC1=O1717.5Standard non polar33892256
ApritoneCC(C)=CCC\C(C)=C\CC1CCCC1=O1712.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Apritone,1TMS,isomer #1CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C)CCC11863.2Semi standard non polar33892256
Apritone,1TMS,isomer #1CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C)CCC11826.3Standard non polar33892256
Apritone,1TMS,isomer #2CC(C)=CCC/C(C)=C/CC1CCC=C1O[Si](C)(C)C1827.9Semi standard non polar33892256
Apritone,1TMS,isomer #2CC(C)=CCC/C(C)=C/CC1CCC=C1O[Si](C)(C)C1822.2Standard non polar33892256
Apritone,1TBDMS,isomer #1CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C(C)(C)C)CCC12091.3Semi standard non polar33892256
Apritone,1TBDMS,isomer #1CC(C)=CCC/C(C)=C/CC1=C(O[Si](C)(C)C(C)(C)C)CCC11990.1Standard non polar33892256
Apritone,1TBDMS,isomer #2CC(C)=CCC/C(C)=C/CC1CCC=C1O[Si](C)(C)C(C)(C)C2075.0Semi standard non polar33892256
Apritone,1TBDMS,isomer #2CC(C)=CCC/C(C)=C/CC1CCC=C1O[Si](C)(C)C(C)(C)C1943.9Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Apritone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0aor-5910000000-2d41041cb374dce864602017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Apritone 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 - Apritone 10V, Positive-QTOFsplash10-00di-1590000000-50cfbe291b229ab75d4b2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Apritone 20V, Positive-QTOFsplash10-00xs-6910000000-703bdfdaa8c42ef21bd02016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Apritone 40V, Positive-QTOFsplash10-014i-9200000000-4849d42a72f1b1b667b42016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Apritone 10V, Negative-QTOFsplash10-014i-0090000000-dbef1a881ce6e52db1602016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Apritone 20V, Negative-QTOFsplash10-014i-1290000000-86042127e48c708f30c22016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Apritone 40V, Negative-QTOFsplash10-001l-9510000000-67c303efedcfb87227b02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Apritone 10V, Negative-QTOFsplash10-014i-0090000000-4af4c4ee1c4acef7e18b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Apritone 20V, Negative-QTOFsplash10-014i-1490000000-f7cc9cca26df02cef7142021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Apritone 40V, Negative-QTOFsplash10-01ba-9500000000-6ec560110a644c9c463e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Apritone 10V, Positive-QTOFsplash10-01c0-9320000000-57c4bdb894b3d9fc4e8c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Apritone 20V, Positive-QTOFsplash10-05o3-9100000000-662171108be3e2a1f6362021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Apritone 40V, Positive-QTOFsplash10-00mo-9100000000-25784815cd31fa5ef0272021-09-22Wishart 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 IDFDB015047
KNApSAcK IDNot Available
Chemspider ID4941987
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6437428
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1429601
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.