Record Information
Version1.0
Creation date2010-04-08 22:05:16 UTC
Update date2020-02-24 19:10:26 UTC
Primary IDFDB002166
Secondary Accession Numbers
  • FDB002168
Chemical Information
FooDB NamePelletierine
Description(±)-pelletierine, also known as (-)-isomer of isopelletierine or (+-)-1-(2-piperidinyl)-2-propanone, is a member of the class of 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 is soluble (in water) and an extremely weak acidic compound (based on its pKa). (±)-pelletierine can be found in pomegranate, which makes (±)-pelletierine a potential biomarker for the consumption of this food product.
CAS Number4396-01-4
Structure
Thumb
Synonyms
SynonymSource
(+-)-Isomer OF isopelletierineMeSH
(-)-Isomer OF isopelletierineMeSH
2-AcetonylpiperidineMeSH
IsopelletierineMeSH
(+-)-1-(2-Piperidinyl)-2-propanoneHMDB
(+-)-PelletierineHMDB
2-Propanone, 1-(2-piperidinyl)-, (+-) (9ci)HMDB
DL-PelletierineHMDB
1-(2-Piperidinyl)-2-propanone, 9CIdb_source
8-Methylnorlobelonedb_source
Predicted 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
Chemical FormulaC8H15NO
IUPAC name1-(piperidin-2-yl)propan-2-one
InChI IdentifierInChI=1S/C8H15NO/c1-7(10)6-8-4-2-3-5-9-8/h8-9H,2-6H2,1H3
InChI KeyJEIZLWNUBXHADF-UHFFFAOYSA-N
Isomeric SMILESCC(=O)CC1CCCCN1
Average Molecular Weight141.2108
Monoisotopic Molecular Weight141.115364107
Classification
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
Disposition

Route of exposure:

Source:

Biological location:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 68.04%; H 10.71%; N 9.92%; O 11.33%DFC
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSPelletierine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-001l-9100000000-3f4c0d0a9c55c8729d5bSpectrum
Predicted GC-MSPelletierine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-006x-0900000000-4f2bbef7539b3808fbd62016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00ec-9800000000-b1da8444d30a3b4f2fc72016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0kai-9000000000-67a770bc38bc4ee983b92016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-f21c69abea97be9caad92016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-7900000000-45983cc6a86e841f6c7b2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ac3-9200000000-2197c65b3c4b1ba2ef8e2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-3900000000-f7ce90a5e2edb7e8df682021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-052f-9500000000-6909e7965d715411d0c42021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9000000000-ad369aefaba23792157d2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001l-9800000000-0f53e9ce6fa75c5e673d2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-9100000000-5f2f71a7468d19b7afb42021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-053r-9000000000-3db79e3dd61ee09e3c342021-09-24View Spectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDCGN53-O:CGN53-O
EAFUS IDNot Available
Dr. Duke IDPELLETIERINE|ISOPELLETIERINE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
AmblyopicA toxic substance causing vision impairment by damaging the optic nerve, commonly associated with exposure to lead, methanol, or certain drugs, leading to amblyopia, a condition characterized by blurred or reduced vision.DUKE
Anti-helmintic33281 An agent that kills or expels parasitic worms, treating helminthic infections. Therapeutically, it targets intestinal parasites, reducing infection symptoms. Key medical uses include treating roundworm, hookworm, and tapeworm infections.DUKE
CestodicideAn agent that kills cestoda, parasitic flatworms, used to treat tapeworm infections, reducing symptoms and preventing complications in conditions such as taeniasis and echinococcosis.DUKE
Central nervous system depressant35470 An agent that slows brain activity, reducing anxiety, stress, and excitability. Therapeutically, it's used to manage insomnia, seizures, and anxiety disorders, promoting relaxation and sedation. Key medical uses include treating insomnia, epilepsy, and panic disorders, as well as inducing anesthesia.DUKE
EmeticAn agent that induces vomiting, playing a biological role in expelling toxins from the body. Therapeutically, it is used to treat poisoning, overdose, or gastrointestinal obstruction. Key medical uses include managing drug toxicity and aiding in stomach pumping procedures.DUKE
HypertensiveAn agent that increases blood pressure, used therapeutically to treat hypotension (low blood pressure) and shock, and medically to manage conditions such as orthostatic hypotension and postural hypotension.DUKE
Laxative50503 An agent that stimulates bowel movements, relieving constipation by softening stool or increasing intestinal motility. Therapeutically, laxatives are used to treat constipation, prepare the bowel for medical procedures, and manage certain medical conditions, such as irritable bowel syndrome.DUKE
Mydriatic50513 An agent that dilates the pupils, blocking the parasympathetic control of the iris sphincter muscle. Its biological role is to reduce light sensitivity and improve examination of the retina and optic nerve. Therapeutically, mydriatics are used in ophthalmology for diagnostic purposes, such as eye exams, and to treat conditions like uveitis. Key medical uses include cycloplegic refraction and fundus examination.DUKE
OxyuricideAn agent that destroys pinworms, used to treat oxyuriasis (pinworm infestations), commonly applied in pediatric and gastrointestinal medicine to eliminate parasitic infections.DUKE
ParalyticAn agent that induces temporary paralysis or muscle relaxation, used therapeutically to facilitate surgical procedures, manage muscle spasms, and treat conditions like tetanus and seizures, by blocking nerve transmission to muscles.DUKE
Pesticide25944 An agent that kills or repels pests, playing a biological role in controlling insect, weed, and fungal populations. Therapeutically, pesticides have limited applications, but some are used to treat ectoparasitic infestations, such as lice and scabies. Key medical uses include topical treatments for head lice and scabies, highlighting their role in managing parasitic infections.DUKE
TaenicideAn agent that destroys tapeworms, playing a key role in treating parasitic infections. Its therapeutic applications include eliminating intestinal tapeworms, with primary medical uses in managing tapeworm infestations and preventing related complications.DUKE
VertiginousA sensation-causing agent that induces dizziness or vertigo, often triggered by extreme heights. It has no direct biological role, but is therapeutically used to diagnose and treat balance disorders. Key medical uses include assessing vestibular function and testing treatments for vertigo and balance rehabilitation.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).