ChemFOnt: Showing chemical card for Pelletierine (CFc000333064)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:12:48 UTC

Chemfont ID

CFc000333064

Molecule Identification

Common Name

Pelletierine

Definition

(±)-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.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(+-)-Isomer OF isopelletierine	MeSH
(-)-Isomer OF isopelletierine	MeSH
2-Acetonylpiperidine	MeSH
Isopelletierine	MeSH
(+-)-1-(2-Piperidinyl)-2-propanone	HMDB
(+-)-Pelletierine	HMDB
2-Propanone, 1-(2-piperidinyl)-, (+-) (9ci)	HMDB
DL-Pelletierine	HMDB

Chemical Formula

C₈H₁₅NO

Average Molecular Weight

141.2108

Monoisotopic Molecular Weight

141.115364107

IUPAC Name

1-(piperidin-2-yl)propan-2-one

Traditional Name

pelletierine

CAS Registry Number

4396-01-4

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 Key

JEIZLWNUBXHADF-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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Piperidines

Sub Class

Not Available

Direct Parent

Piperidines

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 Framework

Aliphatic heteromonocyclic compounds

External Descriptors

citraconoyl group (CHEBI:7952 )
Piperidine alkaloids (C06182 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0030325)
Extracellular (HMDB: HMDB0030325)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030325)

Source

Endogenous

Endogenous (HMDB: HMDB0030325)

Plant

Plant (HMDB: HMDB0030325)

Exogenous

Food

Food (HMDB: HMDB0030325)

Fruit

Tropical fruit

Pomegranate (FooDB: FOOD00151)

Process

Not Available

Role

Biological role

Industrial application

Central nervous system depressant (HMDB: HMDB0030325)
Mydriatic agent (HMDB: HMDB0030325)

Pharmaceutical industry

Digestive system agent

Gastrointestinal agent

Laxative (HMDB: HMDB0030325)

Vertiginous (HMDB: HMDB0030325)

Agriculture

Pesticide (HMDB: HMDB0030325)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	19 g/L	ALOGPS
logP	0.68	ALOGPS
logP	0.76	ChemAxon
logS	-0.87	ALOGPS
pKa (Strongest Acidic)	18.51	ChemAxon
pKa (Strongest Basic)	9.86	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.1 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	40.84 m³·mol⁻¹	ChemAxon
Polarizability	16.46 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon