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 21:05:38 UTC
Update Date2021-09-14 15:47:00 UTC
HMDB IDHMDB0036027
Secondary Accession Numbers
  • HMDB36027
Metabolite Identification
Common Namealpha-Damascone
Descriptionalpha-Damascone, also known as α-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'. alpha-Damascone has been detected, but not quantified in, several different foods, such as black tea, green tea, herbal tea, red tea, and teas (Camellia sinensis). This could make alpha-damascone a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on alpha-Damascone.
Structure
Data?1563862810
Synonyms
ValueSource
a-DamasconeGenerator
Α-damasconeGenerator
(S)-(e)-(-)-alpha-DamasconeHMDB
Yiyeliangwanoside IIHMDB
Chemical FormulaC13H20O
Average Molecular Weight192.2973
Monoisotopic Molecular Weight192.151415262
IUPAC Name(2Z)-1-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-en-1-one
Traditional Name(2Z)-1-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-en-1-one
CAS Registry Number116497-11-1
SMILES
C\C=C/C(=O)C1C(C)=CCCC1(C)C
InChI Identifier
InChI=1S/C13H20O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5,7-8,12H,6,9H2,1-4H3/b7-5-
InChI KeyCRIGTVCBMUKRSL-ALCCZGGFSA-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
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point22 - 23 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.095 g/LALOGPS
logP10(3.96) g/LALOGPS
logP10(3.83) g/LChemAxon
logS10(-3.3) g/LALOGPS
pKa (Strongest Acidic)18.99ChemAxon
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity62.14 m³·mol⁻¹ChemAxon
Polarizability22.87 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
DeepCCS[M+H]+151.03930932474
DeepCCS[M-H]-148.68130932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
alpha-DamasconeC\C=C/C(=O)C1C(C)=CCCC1(C)C1699.5Standard polar33892256
alpha-DamasconeC\C=C/C(=O)C1C(C)=CCCC1(C)C1377.1Standard non polar33892256
alpha-DamasconeC\C=C/C(=O)C1C(C)=CCCC1(C)C1392.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
alpha-Damascone,1TMS,isomer #1C/C=C\C(O[Si](C)(C)C)=C1C(C)=CCCC1(C)C1631.0Semi standard non polar33892256
alpha-Damascone,1TMS,isomer #1C/C=C\C(O[Si](C)(C)C)=C1C(C)=CCCC1(C)C1601.4Standard non polar33892256
alpha-Damascone,1TBDMS,isomer #1C/C=C\C(O[Si](C)(C)C(C)(C)C)=C1C(C)=CCCC1(C)C1843.8Semi standard non polar33892256
alpha-Damascone,1TBDMS,isomer #1C/C=C\C(O[Si](C)(C)C(C)(C)C)=C1C(C)=CCCC1(C)C1842.1Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - alpha-Damascone GC-MS (Non-derivatized) - 70eV, Positivesplash10-01b9-8900000000-de5102227103ea9579762017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - alpha-Damascone 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 - alpha-Damascone 10V, Positive-QTOFsplash10-0006-0900000000-04be2f60910d24cad3b52017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Damascone 20V, Positive-QTOFsplash10-0fr6-7900000000-0e7d098980abfe340bf52017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Damascone 40V, Positive-QTOFsplash10-014l-9000000000-705ec16a050bcfccc3eb2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Damascone 10V, Negative-QTOFsplash10-0006-0900000000-b065964df39107b901642017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Damascone 20V, Negative-QTOFsplash10-0006-1900000000-b902a32db3daca76ebea2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Damascone 40V, Negative-QTOFsplash10-0077-4900000000-e0af3da04ab7018af8932017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Damascone 10V, Positive-QTOFsplash10-00di-1900000000-f5147216b54fe76ec5ba2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Damascone 20V, Positive-QTOFsplash10-00di-3900000000-d95933c7ad26959cc85f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Damascone 40V, Positive-QTOFsplash10-0ac0-8900000000-8f82cd64eabe8e1b560c2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Damascone 10V, Negative-QTOFsplash10-006x-0900000000-63c828647e466d4178042021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Damascone 20V, Negative-QTOFsplash10-00di-0900000000-ee0f6fcc2e4d3bd7729e2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Damascone 40V, Negative-QTOFsplash10-0603-9600000000-a8de1a026b46e479ebd02021-09-24Wishart 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 IDFDB014845
KNApSAcK IDC00055711
Chemspider ID4941175
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6436548
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
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.. .