Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 01:10:55 UTC
Update Date2023-02-21 17:27:03 UTC
HMDB IDHMDB0039651
Secondary Accession Numbers
  • HMDB39651
Metabolite Identification
Common Name3-Propyl-1,2-cyclopentanedione
Description3-Propyl-1,2-cyclopentanedione 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. 3-Propyl-1,2-cyclopentanedione has been detected, but not quantified in, a few different foods, such as arabica coffees (Coffea arabica), coffee and coffee products, and robusta coffees (Coffea canephora). This could make 3-propyl-1,2-cyclopentanedione a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3-Propyl-1,2-cyclopentanedione.
Structure
Data?1677000423
Synonyms
ValueSource
2-Cyclopenten-1-one, 2-hydroxy-3-propylHMDB
2-Hydroxy-3-propyl-2-cyclopenten-1-one, 9ciHMDB
Chemical FormulaC8H12O2
Average Molecular Weight140.1797
Monoisotopic Molecular Weight140.083729628
IUPAC Name3-propylcyclopentane-1,2-dione
Traditional Name3-propylcyclopentane-1,2-dione
CAS Registry Number25684-04-2
SMILES
CCCC1CCC(=O)C1=O
InChI Identifier
InChI=1S/C8H12O2/c1-2-3-6-4-5-7(9)8(6)10/h6H,2-5H2,1H3
InChI KeyQBJXYRWUKSOXQY-UHFFFAOYSA-N
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
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point56 - 57 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility962.5 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility7.07 g/LALOGPS
logP1.57ALOGPS
logP2.32ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)16.16ChemAxon
pKa (Strongest Basic)-8.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity38.17 m³·mol⁻¹ChemAxon
Polarizability15.28 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+130.41431661259
DarkChem[M-H]-126.33831661259
DeepCCS[M+H]+133.52930932474
DeepCCS[M-H]-130.50530932474
DeepCCS[M-2H]-167.40130932474
DeepCCS[M+Na]+142.33730932474
AllCCS[M+H]+131.032859911
AllCCS[M+H-H2O]+126.632859911
AllCCS[M+NH4]+135.232859911
AllCCS[M+Na]+136.432859911
AllCCS[M-H]-132.332859911
AllCCS[M+Na-2H]-134.032859911
AllCCS[M+HCOO]-136.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-Propyl-1,2-cyclopentanedioneCCCC1CCC(=O)C1=O1843.8Standard polar33892256
3-Propyl-1,2-cyclopentanedioneCCCC1CCC(=O)C1=O1163.2Standard non polar33892256
3-Propyl-1,2-cyclopentanedioneCCCC1CCC(=O)C1=O1197.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3-Propyl-1,2-cyclopentanedione,1TMS,isomer #1CCCC1=C(O[Si](C)(C)C)C(=O)CC11361.0Semi standard non polar33892256
3-Propyl-1,2-cyclopentanedione,1TMS,isomer #1CCCC1=C(O[Si](C)(C)C)C(=O)CC11297.6Standard non polar33892256
3-Propyl-1,2-cyclopentanedione,1TMS,isomer #2CCCC1CC=C(O[Si](C)(C)C)C1=O1371.1Semi standard non polar33892256
3-Propyl-1,2-cyclopentanedione,1TMS,isomer #2CCCC1CC=C(O[Si](C)(C)C)C1=O1296.7Standard non polar33892256
3-Propyl-1,2-cyclopentanedione,2TMS,isomer #1CCCC1=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=CC11513.3Semi standard non polar33892256
3-Propyl-1,2-cyclopentanedione,2TMS,isomer #1CCCC1=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=CC11582.9Standard non polar33892256
3-Propyl-1,2-cyclopentanedione,1TBDMS,isomer #1CCCC1=C(O[Si](C)(C)C(C)(C)C)C(=O)CC11589.3Semi standard non polar33892256
3-Propyl-1,2-cyclopentanedione,1TBDMS,isomer #1CCCC1=C(O[Si](C)(C)C(C)(C)C)C(=O)CC11503.4Standard non polar33892256
3-Propyl-1,2-cyclopentanedione,1TBDMS,isomer #2CCCC1CC=C(O[Si](C)(C)C(C)(C)C)C1=O1584.9Semi standard non polar33892256
3-Propyl-1,2-cyclopentanedione,1TBDMS,isomer #2CCCC1CC=C(O[Si](C)(C)C(C)(C)C)C1=O1506.9Standard non polar33892256
3-Propyl-1,2-cyclopentanedione,2TBDMS,isomer #1CCCC1=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC11967.8Semi standard non polar33892256
3-Propyl-1,2-cyclopentanedione,2TBDMS,isomer #1CCCC1=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC11850.0Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3-Propyl-1,2-cyclopentanedione GC-MS (Non-derivatized) - 70eV, Positivesplash10-004l-9200000000-66a3096f77c9f86b2bd22017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Propyl-1,2-cyclopentanedione 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 - 3-Propyl-1,2-cyclopentanedione 10V, Positive-QTOFsplash10-0006-2900000000-809e5adf772a631aced42016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Propyl-1,2-cyclopentanedione 20V, Positive-QTOFsplash10-05mo-9300000000-96d9f8dc6af4700b23ae2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Propyl-1,2-cyclopentanedione 40V, Positive-QTOFsplash10-0pbc-9000000000-4519e0fef8be182665562016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Propyl-1,2-cyclopentanedione 10V, Negative-QTOFsplash10-000i-0900000000-456f3b8c4fbdc15c22d72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Propyl-1,2-cyclopentanedione 20V, Negative-QTOFsplash10-000i-2900000000-fdd61dbd8999f58938362016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Propyl-1,2-cyclopentanedione 40V, Negative-QTOFsplash10-052g-9100000000-4b2b3f5705f70b3333522016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Propyl-1,2-cyclopentanedione 10V, Positive-QTOFsplash10-00dj-6900000000-8245107a78f69df5e09d2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Propyl-1,2-cyclopentanedione 20V, Positive-QTOFsplash10-01ox-9200000000-b202657390bd867cbd6d2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Propyl-1,2-cyclopentanedione 40V, Positive-QTOFsplash10-052f-9000000000-dd0ca8edaf4cfd4e71f02021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Propyl-1,2-cyclopentanedione 10V, Negative-QTOFsplash10-000i-0900000000-a5734f49b62679635a5a2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Propyl-1,2-cyclopentanedione 20V, Negative-QTOFsplash10-000i-2900000000-3077a4c9c3adec460b572021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Propyl-1,2-cyclopentanedione 40V, Negative-QTOFsplash10-0006-9200000000-ee3ee576ea397330f28a2021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
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 IDFDB019280
KNApSAcK IDNot Available
Chemspider ID35014847
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound54219268
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1619071
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.. .