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 17:50:22 UTC
Update Date2021-10-13 06:24:21 UTC
HMDB IDHMDB0032541
Secondary Accession Numbers
  • HMDB32541
Metabolite Identification
Common Name4-(2,6,6-Trimethylcyclohex-1-enyl)but-2-en-4-one
Description4-(2,6,6-Trimethylcyclohex-1-enyl)but-2-en-4-one, also known as damascone, belongs to the class of organic compounds known as enones. Enones are compounds containing the enone functional group, with the structure RC(=O)CR'. 4-(2,6,6-Trimethylcyclohex-1-enyl)but-2-en-4-one is a blackcurrant, floral, and fruity tasting compound. Based on a literature review a significant number of articles have been published on 4-(2,6,6-Trimethylcyclohex-1-enyl)but-2-en-4-one.
Structure
Data?1563862273
Synonyms
ValueSource
DamasconeHMDB
alpha-DamasconeHMDB
Chemical FormulaC13H20O
Average Molecular Weight192.2973
Monoisotopic Molecular Weight192.151415262
IUPAC Name(2E)-1-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-en-1-one
Traditional Namedamascone
CAS Registry Number35044-68-9
SMILES
C\C=C\C(=O)C1=C(C)CCCC1(C)C
InChI Identifier
InChI=1S/C13H20O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5,7H,6,8-9H2,1-4H3/b7-5+
InChI KeyBGTBFNDXYDYBEY-FNORWQNLSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as enones. Enones are compounds containing the enone functional group, with the structure RC(=O)CR'.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentEnones
Alternative Parents
Substituents
  • Enone
  • Acryloyl-group
  • Ketone
  • Organic oxide
  • Hydrocarbon derivative
  • 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 Point200.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility7.99 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP3.312 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.12 g/LALOGPS
logP10(4.2) g/LALOGPS
logP10(4.04) g/LChemAxon
logS10(-3.2) g/LALOGPS
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity61.9 m³·mol⁻¹ChemAxon
Polarizability23.32 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4-(2,6,6-Trimethylcyclohex-1-enyl)but-2-en-4-oneC\C=C\C(=O)C1=C(C)CCCC1(C)C1833.0Standard polar33892256
4-(2,6,6-Trimethylcyclohex-1-enyl)but-2-en-4-oneC\C=C\C(=O)C1=C(C)CCCC1(C)C1402.6Standard non polar33892256
4-(2,6,6-Trimethylcyclohex-1-enyl)but-2-en-4-oneC\C=C\C(=O)C1=C(C)CCCC1(C)C1389.8Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 4-(2,6,6-Trimethylcyclohex-1-enyl)but-2-en-4-one GC-MS (Non-derivatized) - 70eV, Positivesplash10-0gkc-4900000000-f43a30febb042e2a67c22016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-(2,6,6-Trimethylcyclohex-1-enyl)but-2-en-4-one 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 - 4-(2,6,6-Trimethylcyclohex-1-enyl)but-2-en-4-one 10V, Positive-QTOFsplash10-0006-1900000000-f4246e1a7a0324097f172016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(2,6,6-Trimethylcyclohex-1-enyl)but-2-en-4-one 20V, Positive-QTOFsplash10-0fr6-7900000000-64f2890bef8111d8879e2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(2,6,6-Trimethylcyclohex-1-enyl)but-2-en-4-one 40V, Positive-QTOFsplash10-014l-9200000000-cd02edb59297970b06672016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(2,6,6-Trimethylcyclohex-1-enyl)but-2-en-4-one 10V, Negative-QTOFsplash10-0006-0900000000-7aa0b052ddabf7a4ce022016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(2,6,6-Trimethylcyclohex-1-enyl)but-2-en-4-one 20V, Negative-QTOFsplash10-0006-2900000000-3fcb681c59ac29a57e7b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(2,6,6-Trimethylcyclohex-1-enyl)but-2-en-4-one 40V, Negative-QTOFsplash10-0kg7-4900000000-4dd3757fd6b10276e71a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(2,6,6-Trimethylcyclohex-1-enyl)but-2-en-4-one 10V, Negative-QTOFsplash10-0006-0900000000-3fd2c06baba7e6049d2f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(2,6,6-Trimethylcyclohex-1-enyl)but-2-en-4-one 20V, Negative-QTOFsplash10-00di-0900000000-1d8e8b890d12d71837952021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(2,6,6-Trimethylcyclohex-1-enyl)but-2-en-4-one 40V, Negative-QTOFsplash10-00di-8900000000-5ce7f14d11529753693a2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(2,6,6-Trimethylcyclohex-1-enyl)but-2-en-4-one 10V, Positive-QTOFsplash10-01bc-0900000000-bc6e2f8dcbaa2f10a5e92021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(2,6,6-Trimethylcyclohex-1-enyl)but-2-en-4-one 20V, Positive-QTOFsplash10-00fr-2900000000-8d3a7447fec3cb6670102021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-(2,6,6-Trimethylcyclohex-1-enyl)but-2-en-4-one 40V, Positive-QTOFsplash10-05gl-8900000000-caab6f92a3aee373a59b2021-09-24Wishart 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 IDFDB010416
KNApSAcK IDNot Available
Chemspider ID4524302
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5374527
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1445672
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.. .