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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2017-12-07 01:22:11 UTC
HMDB IDHMDB0001084
Secondary Accession Numbers
  • HMDB01084
Metabolite Identification
Common NameD-1-Piperideine-2-carboxylic acid
Descriptiondelta 1-Piperidine-2-carboxylic acid (P2C), an intermediate of the L-lysine metabolic pathway in the brain; the uptake of P2C into the synaptosome of the cerebral cortex was Na+ and temperature-dependent (PMID 7654748 ).
Structure
Thumb
Synonyms
ValueSource
1,2-Didehydropiperidine-2-carboxylateChEBI
Delta(1)-Piperidine-2-carboxylic acidChEBI
1,2-Didehydropiperidine-2-carboxylic acidGenerator
D-1-Piperideine-2-carboxylateGenerator
delta(1)-Piperidine-2-carboxylateGenerator
δ(1)-piperidine-2-carboxylateGenerator
δ(1)-piperidine-2-carboxylic acidGenerator
delta(1)-Piperideine-2-carboxylateHMDB
Delta1-Piperideine-2-carboxylateHMDB
1-P-2-CAMeSH
delta 1-Piperideine-2-carboxylateMeSH
Chemical FormulaC6H9NO2
Average Molecular Weight127.1412
Monoisotopic Molecular Weight127.063328537
IUPAC Name3,4,5,6-tetrahydropyridine-2-carboxylic acid
Traditional Name1-piperideine-2-carboxylate
CAS Registry Number2756-89-0
SMILES
OC(=O)C1=NCCCC1
InChI Identifier
InChI=1S/C6H9NO2/c8-6(9)5-3-1-2-4-7-5/h1-4H2,(H,8,9)
InChI KeyGEJXSVNGWOSZPC-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as tetrahydropyridines. These are derivatives of pyridine in which two double bonds in the pyridine moiety are reduced by adding four hydrogen atoms.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganoheterocyclic compounds
Sub ClassPyridines and derivatives
Direct ParentTetrahydropyridines
Alternative Parents
Substituents
  • Tetrahydropyridine
  • Ketimine
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Azacycle
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Imine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Biological Location:

  Subcellular:

Source:

Process

Naturally occurring process:

  Biological process:

    Biochemical pathway:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility5.18 g/LALOGPS
logP0.65ALOGPS
logP0.97ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)4.09ChemAxon
pKa (Strongest Basic)1.89ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area49.66 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity32.44 m³·mol⁻¹ChemAxon
Polarizability12.84 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-054o-9000000000-faef06ea65c53c738e07View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-001i-9200000000-e6b57b9a445998c98d4eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01t9-3900000000-7acf87e49673fc08eeaaView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-9400000000-b9fc4be5234b4880569aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0zgl-9000000000-0cfd0825acb043e7a48bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-2900000000-18bc515d926da96e5902View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-003r-7900000000-c3dfec63b6da113b8afdView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-9100000000-469c9a3eba0aab2bcedfView in MoNA
Biological Properties
Cellular Locations
  • Peroxisome
Biofluid LocationsNot Available
Tissue Location
  • Cerebral Cortex
Pathways
NameSMPDB/PathwhizKEGG
Lysine DegradationPw000029Pw000029 greyscalePw000029 simpleMap00310
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB022415
KNApSAcK IDNot Available
Chemspider ID1157
KEGG Compound IDC04092
BioCyc IDdelta(1)-piperideine-2-carboxylate
BiGG ID35015
Wikipedia LinkNot Available
METLIN ID5992
PubChem Compound1194
PDB IDNot Available
ChEBI ID30912
References
Synthesis ReferenceNoguchi, Yuichi; Kanda, Kiyoo; Hosoda, Taku; Akiyama, Katsumi. D1-Piperidine-2-carboxylic acid isolation from fermentatin broth. Jpn. Tokkyo Koho (1971), 5 pp.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Chang YF, Charles AK: Uptake and metabolism of delta 1-piperidine-2-carboxylic acid by synaptosomes from rat cerebral cortex. Biochim Biophys Acta. 1995 Aug 23;1238(1):29-33. [PubMed:7654748 ]

Enzymes

General function:
Involved in oxidoreductase activity
Specific function:
Metabolizes sarcosine, L-pipecolic acid and L-proline.
Gene Name:
PIPOX
Uniprot ID:
Q9P0Z9
Molecular weight:
44065.515