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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:36:07 UTC
Update Date2022-03-07 02:52:30 UTC
HMDB IDHMDB0030325
Secondary Accession Numbers
  • HMDB30325
Metabolite Identification
Common Name(±)-Pelletierine
Description(±)-Pelletierine, also known as isopelletierine, belongs to the class of organic compounds known as piperidines. Piperidines are compounds containing a piperidine ring, which is a saturated aliphatic six-member ring with one nitrogen atom and five carbon atoms (±)-Pelletierine has been detected, but not quantified in, pomegranates (Punica granatum). This could make (±)-pelletierine a potential biomarker for the consumption of these foods (±)-Pelletierine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on (±)-Pelletierine.
Structure
Data?1563861969
Synonyms
ValueSource
(+-)-Isomer OF isopelletierineMeSH
(-)-Isomer OF isopelletierineMeSH
2-AcetonylpiperidineMeSH
IsopelletierineMeSH
(+-)-1-(2-Piperidinyl)-2-propanoneHMDB
(+-)-PelletierineHMDB
2-Propanone, 1-(2-piperidinyl)-, (+-) (9ci)HMDB
DL-PelletierineHMDB
Chemical FormulaC8H15NO
Average Molecular Weight141.2108
Monoisotopic Molecular Weight141.115364107
IUPAC Name1-(piperidin-2-yl)propan-2-one
Traditional Namepelletierine
CAS Registry Number539-00-4
SMILES
CC(=O)CC1CCCCN1
InChI Identifier
InChI=1S/C8H15NO/c1-7(10)6-8-4-2-3-5-9-8/h8-9H,2-6H2,1H3
InChI KeyJEIZLWNUBXHADF-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as piperidines. Piperidines are compounds containing a piperidine ring, which is a saturated aliphatic six-member ring with one nitrogen atom and five carbon atoms.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPiperidines
Sub ClassNot Available
Direct ParentPiperidines
Alternative Parents
Substituents
  • Beta-aminoketone
  • Piperidine
  • Ketone
  • Secondary aliphatic amine
  • Secondary amine
  • Azacycle
  • Amine
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility19 g/LALOGPS
logP0.68ALOGPS
logP0.76ChemAxon
logS-0.87ALOGPS
pKa (Strongest Acidic)18.51ChemAxon
pKa (Strongest Basic)9.86ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area29.1 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity40.84 m³·mol⁻¹ChemAxon
Polarizability16.46 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]+131.51231661259
DarkChem[M-H]-128.37831661259
DeepCCS[M+H]+130.97130932474
DeepCCS[M-H]-127.37130932474
DeepCCS[M-2H]-164.49930932474
DeepCCS[M+Na]+139.74930932474
AllCCS[M+H]+130.532859911
AllCCS[M+H-H2O]+125.932859911
AllCCS[M+NH4]+134.832859911
AllCCS[M+Na]+136.132859911
AllCCS[M-H]-133.432859911
AllCCS[M+Na-2H]-135.232859911
AllCCS[M+HCOO]-137.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(??)-PelletierineCC(=O)CC1CCCCN11781.7Standard polar33892256
(??)-PelletierineCC(=O)CC1CCCCN11143.9Standard non polar33892256
(??)-PelletierineCC(=O)CC1CCCCN11178.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
(±)-Pelletierine,1TMS,isomer #1CC(=CC1CCCCN1)O[Si](C)(C)C1385.3Semi standard non polar33892256
(±)-Pelletierine,1TMS,isomer #1CC(=CC1CCCCN1)O[Si](C)(C)C1373.4Standard non polar33892256
(±)-Pelletierine,1TMS,isomer #2C=C(CC1CCCCN1)O[Si](C)(C)C1330.6Semi standard non polar33892256
(±)-Pelletierine,1TMS,isomer #2C=C(CC1CCCCN1)O[Si](C)(C)C1361.8Standard non polar33892256
(±)-Pelletierine,1TMS,isomer #3CC(=O)CC1CCCCN1[Si](C)(C)C1348.8Semi standard non polar33892256
(±)-Pelletierine,1TMS,isomer #3CC(=O)CC1CCCCN1[Si](C)(C)C1369.3Standard non polar33892256
(±)-Pelletierine,2TMS,isomer #1CC(=CC1CCCCN1[Si](C)(C)C)O[Si](C)(C)C1483.9Semi standard non polar33892256
(±)-Pelletierine,2TMS,isomer #1CC(=CC1CCCCN1[Si](C)(C)C)O[Si](C)(C)C1506.8Standard non polar33892256
(±)-Pelletierine,2TMS,isomer #2C=C(CC1CCCCN1[Si](C)(C)C)O[Si](C)(C)C1440.1Semi standard non polar33892256
(±)-Pelletierine,2TMS,isomer #2C=C(CC1CCCCN1[Si](C)(C)C)O[Si](C)(C)C1543.8Standard non polar33892256
(±)-Pelletierine,1TBDMS,isomer #1CC(=CC1CCCCN1)O[Si](C)(C)C(C)(C)C1619.0Semi standard non polar33892256
(±)-Pelletierine,1TBDMS,isomer #1CC(=CC1CCCCN1)O[Si](C)(C)C(C)(C)C1568.3Standard non polar33892256
(±)-Pelletierine,1TBDMS,isomer #2C=C(CC1CCCCN1)O[Si](C)(C)C(C)(C)C1563.2Semi standard non polar33892256
(±)-Pelletierine,1TBDMS,isomer #2C=C(CC1CCCCN1)O[Si](C)(C)C(C)(C)C1578.1Standard non polar33892256
(±)-Pelletierine,1TBDMS,isomer #3CC(=O)CC1CCCCN1[Si](C)(C)C(C)(C)C1572.1Semi standard non polar33892256
(±)-Pelletierine,1TBDMS,isomer #3CC(=O)CC1CCCCN1[Si](C)(C)C(C)(C)C1596.0Standard non polar33892256
(±)-Pelletierine,2TBDMS,isomer #1CC(=CC1CCCCN1[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C1941.8Semi standard non polar33892256
(±)-Pelletierine,2TBDMS,isomer #1CC(=CC1CCCCN1[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C1933.5Standard non polar33892256
(±)-Pelletierine,2TBDMS,isomer #2C=C(CC1CCCCN1[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C1903.3Semi standard non polar33892256
(±)-Pelletierine,2TBDMS,isomer #2C=C(CC1CCCCN1[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C1953.9Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (±)-Pelletierine GC-MS (Non-derivatized) - 70eV, Positivesplash10-001l-9100000000-3f4c0d0a9c55c8729d5b2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (±)-Pelletierine 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 - (±)-Pelletierine 10V, Positive-QTOFsplash10-006x-0900000000-4f2bbef7539b3808fbd62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Pelletierine 20V, Positive-QTOFsplash10-00ec-9800000000-b1da8444d30a3b4f2fc72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Pelletierine 40V, Positive-QTOFsplash10-0kai-9000000000-67a770bc38bc4ee983b92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Pelletierine 10V, Negative-QTOFsplash10-0006-0900000000-f21c69abea97be9caad92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Pelletierine 20V, Negative-QTOFsplash10-0006-7900000000-45983cc6a86e841f6c7b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Pelletierine 40V, Negative-QTOFsplash10-0ac3-9200000000-2197c65b3c4b1ba2ef8e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Pelletierine 10V, Negative-QTOFsplash10-0006-3900000000-f7ce90a5e2edb7e8df682021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Pelletierine 20V, Negative-QTOFsplash10-052f-9500000000-6909e7965d715411d0c42021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Pelletierine 40V, Negative-QTOFsplash10-052f-9000000000-ad369aefaba23792157d2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Pelletierine 10V, Positive-QTOFsplash10-001l-9800000000-0f53e9ce6fa75c5e673d2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Pelletierine 20V, Positive-QTOFsplash10-001i-9100000000-5f2f71a7468d19b7afb42021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (±)-Pelletierine 40V, Positive-QTOFsplash10-053r-9000000000-3db79e3dd61ee09e3c342021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
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 IDFDB002166
KNApSAcK IDC00002062
Chemspider ID21172044
KEGG Compound IDC06182
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound92987
PDB IDNot Available
ChEBI ID7952
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.. .