Hmdb loader
Survey
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2013-05-17 00:54:36 UTC
Update Date2019-07-23 07:14:06 UTC
HMDB IDHMDB0060336
Secondary Accession Numbers
  • HMDB60336
Metabolite Identification
Common Name1,4'-Bipiperidine-1'-carboxylic acid
Description1,4'-Bipiperidine-1'-carboxylic acid belongs to the class of organic compounds known as piperidinecarboxylic acids. Piperidinecarboxylic acids are compounds containing a piperidine ring which bears a carboxylic acid group. 1,4'-Bipiperidine-1'-carboxylic acid is a very strong basic compound (based on its pKa).
Structure
Data?1563866046
Synonyms
ValueSource
[1,4'-Bipiperidine]-1'-carboxylic acidKegg
[1,4'-Bipiperidine]-1'-carboxylateGenerator
1,4'-Bipiperidine-1'-carboxylateGenerator
Chemical FormulaC11H20N2O2
Average Molecular Weight212.2887
Monoisotopic Molecular Weight212.152477894
IUPAC Name[1,4'-bipiperidine]-1'-carboxylic acid
Traditional Name[1,4'-bipiperidine]-1'-carboxylic acid
CAS Registry NumberNot Available
SMILES
OC(=O)N1CCC(CC1)N1CCCCC1
InChI Identifier
InChI=1S/C11H20N2O2/c14-11(15)13-8-4-10(5-9-13)12-6-2-1-3-7-12/h10H,1-9H2,(H,14,15)
InChI KeyFJWVEDMJFKIJFB-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as piperidinecarboxylic acids. Piperidinecarboxylic acids are compounds containing a piperidine ring which bears a carboxylic acid group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPiperidines
Sub ClassPiperidinecarboxylic acids and derivatives
Direct ParentPiperidinecarboxylic acids
Alternative Parents
Substituents
  • Piperidinecarboxylic acid
  • 4-aminopiperidine
  • Carbamic acid
  • Carbamic acid derivative
  • Carbonic acid derivative
  • Tertiary amine
  • Tertiary aliphatic amine
  • Azacycle
  • Organic oxygen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Amine
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
DispositionNot Available
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility33.9 g/LALOGPS
logP0.36ALOGPS
logP-2ChemAxon
logS-0.8ALOGPS
pKa (Strongest Acidic)4.04ChemAxon
pKa (Strongest Basic)9.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area43.78 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity58.71 m³·mol⁻¹ChemAxon
Polarizability23.65 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+150.36831661259
DarkChem[M-H]-144.78131661259
DeepCCS[M+H]+149.00130932474
DeepCCS[M-H]-146.6430932474
DeepCCS[M-2H]-181.44930932474
DeepCCS[M+Na]+156.04930932474
AllCCS[M+H]+149.432859911
AllCCS[M+H-H2O]+145.532859911
AllCCS[M+NH4]+153.032859911
AllCCS[M+Na]+154.032859911
AllCCS[M-H]-152.832859911
AllCCS[M+Na-2H]-153.332859911
AllCCS[M+HCOO]-153.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
1,4'-Bipiperidine-1'-carboxylic acidOC(=O)N1CCC(CC1)N1CCCCC12740.7Standard polar33892256
1,4'-Bipiperidine-1'-carboxylic acidOC(=O)N1CCC(CC1)N1CCCCC11873.4Standard non polar33892256
1,4'-Bipiperidine-1'-carboxylic acidOC(=O)N1CCC(CC1)N1CCCCC11899.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
1,4'-Bipiperidine-1'-carboxylic acid,1TMS,isomer #1C[Si](C)(C)OC(=O)N1CCC(N2CCCCC2)CC11870.4Semi standard non polar33892256
1,4'-Bipiperidine-1'-carboxylic acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)N1CCC(N2CCCCC2)CC12105.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 1,4'-Bipiperidine-1'-carboxylic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-004i-4900000000-488b8998bb860ae2995b2017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1,4'-Bipiperidine-1'-carboxylic acid GC-MS (1 TMS) - 70eV, Positivesplash10-0100-7930000000-00a699b6597bcda676d82017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1,4'-Bipiperidine-1'-carboxylic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,4'-Bipiperidine-1'-carboxylic acid 10V, Positive-QTOFsplash10-02t9-0930000000-f7445bf602e9c16809262017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,4'-Bipiperidine-1'-carboxylic acid 20V, Positive-QTOFsplash10-014i-1910000000-ff42333711be6b5accb62017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,4'-Bipiperidine-1'-carboxylic acid 40V, Positive-QTOFsplash10-0g0x-7900000000-116cf3b48b17d191f5c92017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,4'-Bipiperidine-1'-carboxylic acid 10V, Negative-QTOFsplash10-03xr-0890000000-7c2693a367e52b8c58cd2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,4'-Bipiperidine-1'-carboxylic acid 20V, Negative-QTOFsplash10-02t9-2950000000-436f6fbe13f0ed42e1392017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,4'-Bipiperidine-1'-carboxylic acid 40V, Negative-QTOFsplash10-001i-9600000000-49dacad7618ed81854422017-10-06Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC16836
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11367848
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]

Enzymes

General function:
Lipid transport and metabolism
Specific function:
Involved in the detoxification of xenobiotics and in the activation of ester and amide prodrugs. Hydrolyzes aromatic and aliphatic esters, but has no catalytic activity toward amides or a fatty acyl-CoA ester. Hydrolyzes the methyl ester group of cocaine to form benzoylecgonine. Catalyzes the transesterification of cocaine to form cocaethylene. Displays fatty acid ethyl ester synthase activity, catalyzing the ethyl esterification of oleic acid to ethyloleate.
Gene Name:
CES1
Uniprot ID:
P23141
Molecular weight:
62520.62
Reactions
Irinotecan + Water → SN-38 + 1,4'-Bipiperidine-1'-carboxylic aciddetails
General function:
Lipid transport and metabolism
Specific function:
Involved in the detoxification of xenobiotics and in the activation of ester and amide prodrugs. Shows high catalytic efficiency for hydrolysis of cocaine, 4-methylumbelliferyl acetate, heroin and 6-monoacetylmorphine.
Gene Name:
CES2
Uniprot ID:
O00748
Molecular weight:
68898.39
Reactions
Irinotecan + Water → SN-38 + 1,4'-Bipiperidine-1'-carboxylic aciddetails