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Cyclotene (YMDB01663)

Identification
YMDB IDYMDB01663
NameCyclotene
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
Description2-Hydroxy-3-methyl-2-cyclopenten-1-one belongs to the class of organic compounds known as cyclic ketones. These are organic compounds containing a ketone that is conjugated to a cyclic moiety. 2-Hydroxy-3-methyl-2-cyclopenten-1-one is an extremely weak basic (essentially neutral) compound (based on its pKa). 2-Hydroxy-3-methyl-2-cyclopenten-1-one may be a unique S. cerevisiae (yeast) metabolite.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
  • 2-Cyclopenten-1-one, 2-hydroxy-3-methyl-
  • 2-Hydroxy-1-methylcyclopenten-3-one
  • 2-Hydroxy-3-methyl-2-cyclopenten-1-one
  • 2-Hydroxy-3-methyl-2-cyclopenten-1-one (Cyclotene)
  • 2-hydroxy-3-methyl-2-cyclopenten1-one (cycloten)
  • 2-Hydroxy-3-methyl-2-cyclopentene-1-one(cyclotene)
  • 2-hydroxy-3-methyl-2-cyclopentenone
  • 2-Hydroxy-3-methylcyclopent-2-en-1-one
  • 2-hydroxy-3-methylcyclopent-2-enone
  • 2-Hydroxy-3-methylcyclopentenone
  • 3-Methyl-1,2-cyclopentanedione (cyclotene)
  • Corylon
  • Corylone
  • Cycloten
  • Maple lactone
  • Methylcyclopentenolone
CAS number80-71-7
WeightAverage: 112.1265
Monoisotopic: 112.0524295
InChI KeyCFAKWWQIUFSQFU-UHFFFAOYSA-N
InChIInChI=1S/C6H8O2/c1-4-2-3-5(7)6(4)8/h8H,2-3H2,1H3
IUPAC Name2-hydroxy-3-methylcyclopent-2-en-1-one
Traditional IUPAC Namecyclotene
Chemical FormulaC6H8O2
SMILESCC1=C(O)C(=O)CC1
Chemical Taxonomy
Description belongs to the class of organic compounds known as cyclic ketones. These are organic compounds containing a ketone that is conjugated to a cyclic moiety.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentCyclic ketones
Alternative Parents
Substituents
  • Cyclic ketone
  • Enol
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateSolid
Charge0
Melting point106.5 °C
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility198 g/LALOGPS
logP-0.19ALOGPS
logP0.77ChemAxon
logS0.25ALOGPS
pKa (Strongest Acidic)9.34ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity30.99 m³·mol⁻¹ChemAxon
Polarizability11.5 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular LocationsNot Available
Organoleptic Properties
Flavour/OdourSource
CaramelFDB008103
CoffeeFDB008103
MapleFDB008103
SugarFDB008103
SweetFDB008103
WoodyFDB008103
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-9000000000-a5794263e8fc3b77a0daJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-2900000000-443c9e416dd135f377f8JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-9600000000-ff69e503b03cae6a7800JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0zfr-9000000000-3d372ea8b42cf1712ecaJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-927a6165f31587a98747JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-3900000000-a9c6bddefe3fe4bc5396JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0f6x-9000000000-dc99abf78fed8af7f6ddJSpectraViewer
MSMass Spectrum (Electron Ionization)splash10-03di-9300000000-bb5ced3db053bc297e39JSpectraViewer | MoNA
References
References:Not Available
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI IDNot Available
HMDB IDNot Available
Pubchem Compound ID6660
Kegg IDNot Available
ChemSpider ID6408
FOODB IDFDB008103
Wikipedia IDNot Available
BioCyc IDNot Available