CHEBI:18049 - piperidine

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ChEBI Name piperidine
ChEBI ID CHEBI:18049
Definition An azacycloalkane that is cyclohexane in which one of the carbons is replaced by a nitrogen. It is a metabolite of cadaverine, a polyamine found in the human intestine.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:45123, CHEBI:8238, CHEBI:14841, CHEBI:26146
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Formula C5H11N
Net Charge 0
Average Mass 85.150
Monoisotopic Mass 85.08915
InChI InChI=1S/C5H11N/c1-2-4-6-5-3-1/h6H,1-5H2
InChIKey NQRYJNQNLNOLGT-UHFFFAOYSA-N
SMILES C1CCNCC1
Roles Classification
Chemical Role(s): protic solvent
A polar solvent that is capable of acting as a hydron (proton) donor.
base
A molecular entity having an available pair of electrons capable of forming a covalent bond with a hydron (Bronsted base) or with the vacant orbital of some other molecular entity (Lewis base).
catalyst
A substance that increases the rate of a reaction without modifying the overall standard Gibbs energy change in the reaction.
non-polar solvent

Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Application(s): reagent
A substance used in a chemical reaction to detect, measure, examine, or produce other substances.
protic solvent
A polar solvent that is capable of acting as a hydron (proton) donor.
non-polar solvent

View more via ChEBI Ontology
ChEBI Ontology
Outgoing piperidine (CHEBI:18049) has role base (CHEBI:22695)
piperidine (CHEBI:18049) has role catalyst (CHEBI:35223)
piperidine (CHEBI:18049) has role human metabolite (CHEBI:77746)
piperidine (CHEBI:18049) has role non-polar solvent (CHEBI:48355)
piperidine (CHEBI:18049) has role plant metabolite (CHEBI:76924)
piperidine (CHEBI:18049) has role protic solvent (CHEBI:48356)
piperidine (CHEBI:18049) has role reagent (CHEBI:33893)
piperidine (CHEBI:18049) is a azacycloalkane (CHEBI:37949)
piperidine (CHEBI:18049) is a piperidines (CHEBI:26151)
piperidine (CHEBI:18049) is a saturated organic heteromonocyclic parent (CHEBI:36389)
piperidine (CHEBI:18049) is a secondary amine (CHEBI:32863)
piperidine (CHEBI:18049) is conjugate base of piperidinium (CHEBI:589779)
Incoming N-[(Z)-11-methyldodec-2-enoyl]piperidine (CHEBI:87149) has functional parent piperidine (CHEBI:18049)
N-[(Z)-dodec-2-enoyl]piperidine (CHEBI:87155) has functional parent piperidine (CHEBI:18049)
pizotifen (CHEBI:50212) has functional parent piperidine (CHEBI:18049)
phencyclidine (CHEBI:8058) has parent hydride piperidine (CHEBI:18049)
N-nitrosopiperidine (CHEBI:76324) is a piperidine (CHEBI:18049)
piperidinium (CHEBI:589779) is conjugate acid of piperidine (CHEBI:18049)
IUPAC Name
piperidine
Synonyms Sources
Azacyclohexane KEGG COMPOUND
azinane ChEBI
cyclopentimine NIST Chemistry WebBook
cypentil ChemIDplus
Hexahydropyridine KEGG COMPOUND
hexazane ChemIDplus
pentamethyleneamine NIST Chemistry WebBook
pentamethyleneimine NIST Chemistry WebBook
pentamethylenimine NIST Chemistry WebBook
perhydropyridine ChemIDplus
pip IUPAC
Piperidin ChemIDplus
Piperidine KEGG COMPOUND
Manual Xrefs Databases
7791 ChemSpider
C00051876 KNApSAcK
C01746 KEGG COMPOUND
FDB012644 FooDB
HMDB0034301 HMDB
PIP PDBeChem
Piperidine Wikipedia
PIPERIDINE MetaCyc
View more database links
Registry Numbers Types Sources
102438 Reaxys Registry Number Reaxys
110-89-4 CAS Registry Number ChemIDplus
110-89-4 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
12355363 PubMed citation Europe PMC
15017096 PubMed citation Europe PMC
15412 PubMed citation Europe PMC
25897321 PubMed citation Europe PMC
32120931 PubMed citation Europe PMC
33021609 PubMed citation Europe PMC
5300194 PubMed citation Europe PMC
5308835 PubMed citation Europe PMC
799462 PubMed citation Europe PMC
Last Modified
07 April 2021
General Comment
2018-07-24 Despite being miscible with water, piperidine is a relatively apolar solvent (similar to benzene and considerably less polar than pyridine, chloroform, or ethyl acetate.