Record Information
Version1.0
Creation date2010-04-08 22:05:14 UTC
Update date2020-02-24 19:10:25 UTC
Primary IDFDB002120
Secondary Accession NumbersNot 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 Number458-88-8
Structure
Thumb
Synonyms
SynonymSource
2-Propyl-piperidineHMDB
(+)-ConiineHMDB
(2S)-2-PropylpiperidineHMDB
(S)-(+)-ConIIneHMDB
(S)-beta-PropylpiperidineHMDB
2-PropylpiperidineHMDB
alpha-ConineHMDB
CicutinHMDB
CicutineHMDB
ConIInHMDB
ConIIneHMDB
ConineHMDB
D-ConicineHMDB
ConicineHMDB
Coniine hydrochloride, (+-)-isomerHMDB
Coniine hydrochloride, (S)-isomerHMDB
Coniine, (+-)-isomerHMDB
KoniinHMDB
Coniine hydrobromide, (S)-isomerHMDB
Coniine, (S)-isomerHMDB
(2S)-2-propylpiperidinebiospider
(s)-(+)-conIInebiospider
(S)-2-Propylpiperidinebiospider
(s)-beta-propylpiperidinebiospider
α-coninebiospider
D-conicinebiospider
Predicted Properties
PropertyValueSource
Water Solubility3.96 g/LALOGPS
logP2.5ALOGPS
logP2.04ChemAxon
logS-1.5ALOGPS
pKa (Strongest Basic)10.58ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area12.03 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity40.38 m³·mol⁻¹ChemAxon
Polarizability16.57 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC8H17N
IUPAC name2-propylpiperidine
InChI IdentifierInChI=1S/C8H17N/c1-2-5-8-6-3-4-7-9-8/h8-9H,2-7H2,1H3
InChI KeyNDNUANOUGZGEPO-UHFFFAOYSA-N
Isomeric SMILESCCCC1CCCCN1
Average Molecular Weight127.2273
Monoisotopic Molecular Weight127.136099549
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.
KingdomOrganic compounds
Super ClassAlkaloids and derivatives
ClassNot Available
Sub ClassNot Available
Direct ParentAlkaloids 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 FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 75.52%; H 13.47%; N 11.01%DFC
Melting PointMp -2°DFC
Boiling PointBp 166-167°DFC
Experimental Water Solubility18 mg/mLYALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logPNot Available
Experimental pKa11
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]D +8 (c, 4 in CHCl3)DFC
Spectroscopic UV DataNot Available
Densityd234 0.84DFC
Refractive Indexn23D 1.4537DFC
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-9100000000-c26fabc7134213b4833aJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-1900000000-8446fd3207355a337a79JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-9800000000-4ec3dcb07ee2c3102a84JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9000000000-51d3e3bf36a0d7a91cf8JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0900000000-8c4d68826ec0a10d837dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-1900000000-ab329affc6cbd47d80bcJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00lr-9100000000-3baf1c48d9896e0ddb4cJSpectraViewer
ChemSpider ID9591
ChEMBL IDNot Available
KEGG Compound IDC06523
Pubchem Compound ID9985
Pubchem Substance IDNot Available
ChEBI ID28322
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB30285
CRC / DFC (Dictionary of Food Compounds) IDCFR65-G:CFR71-F
EAFUS IDNot Available
Dr. Duke IDCONIINE
BIGG IDNot Available
KNApSAcK IDC00002031
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
emeticDUKE
paralyticDUKE
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).