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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
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