Showing Compound (S)-2-Propylpiperidine (FDB002120)

Record Information

Version

1.0

Creation date

2010-04-08 22:05:14 UTC

Update date

2020-02-24 19:10:25 UTC

Primary ID

FDB002120

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

(S)-2-Propylpiperidine

Description

(S)-2-Propylpiperidine, also known as cicutine or coniine, belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus (S)-2-Propylpiperidine is a very strong basic compound (based on its pKa) (S)-2-Propylpiperidine has been detected, but not quantified in, black elderberries and pomegranates. This could make (S)-2-propylpiperidine a potential biomarker for the consumption of these foods (S)-2-Propylpiperidine is a potentially toxic compound.

CAS Number

458-88-8

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
2-Propyl-piperidine	HMDB
(+)-Coniine	HMDB
(2S)-2-Propylpiperidine	HMDB
(S)-(+)-ConIIne	HMDB
(S)-beta-Propylpiperidine	HMDB
2-Propylpiperidine	HMDB
alpha-Conine	HMDB
Cicutin	HMDB
Cicutine	HMDB
ConIIn	HMDB
ConIIne	HMDB
Conine	HMDB
D-Conicine	HMDB
Conicine	HMDB
Coniine hydrochloride, (+-)-isomer	HMDB
Coniine hydrochloride, (S)-isomer	HMDB
Coniine, (+-)-isomer	HMDB
Koniin	HMDB
Coniine hydrobromide, (S)-isomer	HMDB
Coniine, (S)-isomer	HMDB
(2S)-2-propylpiperidine	biospider
(s)-(+)-conIIne	biospider
(S)-2-Propylpiperidine	biospider
(s)-beta-propylpiperidine	biospider
α-conine	biospider
D-conicine	biospider

Predicted Properties

Property	Value	Source
Water Solubility	3.96 g/L	ALOGPS
logP	2.5	ALOGPS
logP	2.04	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Basic)	10.58	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	12.03 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	40.38 m³·mol⁻¹	ChemAxon
Polarizability	16.57 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Chemical Formula

C8H17N

IUPAC name

2-propylpiperidine

InChI Identifier

InChI=1S/C8H17N/c1-2-5-8-6-3-4-7-9-8/h8-9H,2-7H2,1H3

InChI Key

NDNUANOUGZGEPO-UHFFFAOYSA-N

Isomeric SMILES

CCCC1CCCCN1

Average Molecular Weight

127.2273

Monoisotopic Molecular Weight

127.136099549

Classification

Description

belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Not Available

Sub Class

Not Available

Direct Parent

Alkaloids and derivatives

Alternative Parents

Substituents

Alkaloid or derivatives
Piperidine
Azacycle
Organoheterocyclic compound
Secondary amine
Secondary aliphatic amine
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Amine
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Health effect:

Observation:

Paralysis

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Liquid
Physical Description	Not Available
Mass Composition	C 75.52%; H 13.47%; N 11.01%	DFC
Melting Point	Mp -2°	DFC
Boiling Point	Bp 166-167°	DFC
Experimental Water Solubility	18 mg/mL	YALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP	Not Available
Experimental pKa	11
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	[a]D +8 (c, 4 in CHCl3)	DFC
Spectroscopic UV Data	Not Available
Density	d234 0.84	DFC
Refractive Index	n23D 1.4537	DFC

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9100000000-c26fabc7134213b4833a	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-1900000000-8446fd3207355a337a79	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-9800000000-4ec3dcb07ee2c3102a84	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-9000000000-51d3e3bf36a0d7a91cf8	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0900000000-8c4d68826ec0a10d837d	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-1900000000-ab329affc6cbd47d80bc	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00lr-9100000000-3baf1c48d9896e0ddb4c	JSpectraViewer