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Record Information
Version4.0
Creation Date2009-04-06 16:19:43 UTC
Update Date2017-09-22 00:15:06 UTC
HMDB IDHMDB0012130
Secondary Accession Numbers
  • HMDB12130
Metabolite Identification
Common Name(S)-2,3,4,5-Tetrahydropiperidine-2-carboxylate
Description(S)-2,3,4,5-Tetrahydropiperidine-2-carboxylate is a cyclic intermediate in lysine degradation. L-Lysine is an essential amino acid that is a necessary building block for all protein in the body and It plays a major role in calcium absorption; building muscle protein; recovering from surgery or sports injuries; and the body's production of hormones, enzymes, and antibodies. In lysine degradation pathway, (S)-2,3,4,5-Tetrahydropiperidine-2-carboxylate is a substrate for L-aminoadipate-semialdehyde dehydrogenase (amaA) and can be formed by spontaneous cyclization of 2-aminoadipate-6-semialdehyde.
Structure
Thumb
Synonyms
ValueSource
2,3,4,5-tetrahydro-2-Pyridinecarboxylic acidChEBI
Delta(1)-Piperidine-6-carboxylic acidChEBI
2,3,4,5-tetrahydro-2-PyridinecarboxylateGenerator
(S)-2,3,4,5-Tetrahydropiperidine-2-carboxylic acidGenerator
delta(1)-Piperidine-6-carboxylateGenerator
δ(1)-piperidine-6-carboxylateGenerator
δ(1)-piperidine-6-carboxylic acidGenerator
1,6-Didehydropiperidine-2-carboxylateHMDB
2,3,4,5- Tetrahydropyridine-2-carboxylateHMDB
Delta1-Piperideine-6-carboxylateHMDB
Delta6-Piperideine-2-carboxylateHMDB
1-Piperideine-6-carboxylic acidMeSH
delta-1-Piperideine-6-carboxylateMeSH
Chemical FormulaC6H9NO2
Average Molecular Weight127.1412
Monoisotopic Molecular Weight127.063328537
IUPAC Name2,3,4,5-tetrahydropyridine-2-carboxylic acid
Traditional Name2,3,4,5-tetrahydropyridine-2-carboxylic acid
CAS Registry NumberNot Available
SMILES
OC(=O)C1CCCC=N1
InChI Identifier
InChI=1S/C6H9NO2/c8-6(9)5-3-1-2-4-7-5/h4-5H,1-3H2,(H,8,9)
InChI KeyCSDPVAKVEWETFG-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganic acids and derivatives
Sub ClassCarboxylic acids and derivatives
Direct ParentAlpha amino acids and derivatives
Alternative Parents
Substituents
  • Alpha-amino acid or derivatives
  • Tetrahydropyridine
  • Hydropyridine
  • Azacycle
  • Organoheterocyclic compound
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Organic oxide
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Imine
  • Carbonyl group
  • Organic nitrogen compound
  • Organopnictogen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
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 Solubility8.53 mg/mLALOGPS
logP0.36ALOGPS
logP-1.8ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)2ChemAxon
pKa (Strongest Basic)6.22ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area49.66 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity32 m3·mol-1ChemAxon
Polarizability12.7 Å3ChemAxon
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-MSNot Available
GC-MSGC-MS Spectrum - GC-EI-TOFsplash10-0udi-2900000000-69a4768f7423b3734587View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOFsplash10-0udi-1920000000-ed154476ed2afc3c6fafView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-004i-0900000000-3008ef509a77fafa98b6View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-004i-2900000000-359c13aea0b555f15fddView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
Biological Properties
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationNot Available
Pathways
NameSMPDB/PathwhizKEGG
2-aminoadipic 2-oxoadipic aciduriaPw000696Pw000696 greyscalePw000696 simpleNot Available
Glutaric Aciduria Type IPw000111Pw000111 greyscalePw000111 simpleNot Available
Hyperlysinemia I, FamilialPw000503Pw000503 greyscalePw000503 simpleNot Available
Hyperlysinemia II or SaccharopinuriaPw000504Pw000504 greyscalePw000504 simpleNot Available
Lysine DegradationPw000029Pw000029 greyscalePw000029 simpleMap00310
Displaying entries 1 - 5 of 7 in total
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 IDFDB028794
KNApSAcK IDNot Available
Chemspider ID144715
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
NuGOwiki LinkHMDB0012130
METLIN IDNot Available
PubChem Compound165067
PDB IDNot Available
ChEBI ID49015
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available