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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2009-04-06 16:21:42 UTC
Update Date2023-02-21 17:17:46 UTC
HMDB IDHMDB0012247
Secondary Accession Numbers
  • HMDB12247
Metabolite Identification
Common NameL-2,3-Dihydrodipicolinate
DescriptionL-2,3-Dihydrodipicolinate belongs to the class of organic compounds 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. L-2,3-Dihydrodipicolinate exists in all living organisms, ranging from bacteria to humans. L-2,3-Dihydrodipicolinate has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make L-2,3-dihydrodipicolinate a potential biomarker for the consumption of these foods. L-2,3-Dihydrodipicolinate is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on L-2,3-Dihydrodipicolinate.
Structure
Data?1676999866
Synonyms
ValueSource
L-2,3-Dihydrodipicolinic acidGenerator
2,3-Di-H-dipicolinateHMDB
2,3-DihydrodipicolinateHMDB
DihydrodipicolinateHMDB
Chemical FormulaC7H7NO4
Average Molecular Weight169.1348
Monoisotopic Molecular Weight169.037507717
IUPAC Name2,3-dihydropyridine-2,6-dicarboxylic acid
Traditional Name2,3-dihydrodipicolinic acid
CAS Registry Number16052-12-3
SMILES
OC(=O)C1CC=CC(=N1)C(O)=O
InChI Identifier
InChI=1S/C7H7NO4/c9-6(10)4-2-1-3-5(8-4)7(11)12/h1-2,5H,3H2,(H,9,10)(H,11,12)
InChI KeyUWOCFOFVIBZJGH-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds 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.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acids and derivatives
Alternative Parents
Substituents
  • Alpha-amino acid or derivatives
  • Dihydropyridinecarboxylic acid derivative
  • Dihydropyridine
  • Dicarboxylic acid or derivatives
  • Hydropyridine
  • Ketimine
  • Carboxylic acid
  • Azacycle
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Organoheterocyclic compound
  • Organic nitrogen compound
  • Imine
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Carbonyl group
  • Organic oxygen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Process
RoleNot Available
Physical Properties
StateSolid
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 Solubility6.84 g/LALOGPS
logP0.12ALOGPS
logP0.66ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)3.17ChemAxon
pKa (Strongest Basic)-1.1ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area86.96 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity39.36 m³·mol⁻¹ChemAxon
Polarizability15.08 ųChemAxon
Number of Rings1ChemAxon
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]+137.8531661259
DarkChem[M-H]-132.70831661259
DeepCCS[M+H]+131.27930932474
DeepCCS[M-H]-127.45230932474
DeepCCS[M-2H]-165.06930932474
DeepCCS[M+Na]+140.60830932474
AllCCS[M+H]+136.332859911
AllCCS[M+H-H2O]+131.932859911
AllCCS[M+NH4]+140.532859911
AllCCS[M+Na]+141.632859911
AllCCS[M-H]-130.932859911
AllCCS[M+Na-2H]-131.832859911
AllCCS[M+HCOO]-133.032859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
L-2,3-Dihydrodipicolinate,1TMS,isomer #1C[Si](C)(C)OC(=O)C1CC=CC(C(=O)O)=N11705.5Semi standard non polar33892256
L-2,3-Dihydrodipicolinate,1TMS,isomer #1C[Si](C)(C)OC(=O)C1CC=CC(C(=O)O)=N11534.4Standard non polar33892256
L-2,3-Dihydrodipicolinate,1TMS,isomer #1C[Si](C)(C)OC(=O)C1CC=CC(C(=O)O)=N12995.1Standard polar33892256
L-2,3-Dihydrodipicolinate,1TMS,isomer #2C[Si](C)(C)OC(=O)C1=NC(C(=O)O)CC=C11743.2Semi standard non polar33892256
L-2,3-Dihydrodipicolinate,1TMS,isomer #2C[Si](C)(C)OC(=O)C1=NC(C(=O)O)CC=C11515.7Standard non polar33892256
L-2,3-Dihydrodipicolinate,1TMS,isomer #2C[Si](C)(C)OC(=O)C1=NC(C(=O)O)CC=C12892.1Standard polar33892256
L-2,3-Dihydrodipicolinate,2TMS,isomer #1C[Si](C)(C)OC(=O)C1=NC(C(=O)O[Si](C)(C)C)CC=C11740.6Semi standard non polar33892256
L-2,3-Dihydrodipicolinate,2TMS,isomer #1C[Si](C)(C)OC(=O)C1=NC(C(=O)O[Si](C)(C)C)CC=C11619.7Standard non polar33892256
L-2,3-Dihydrodipicolinate,2TMS,isomer #1C[Si](C)(C)OC(=O)C1=NC(C(=O)O[Si](C)(C)C)CC=C12867.4Standard polar33892256
L-2,3-Dihydrodipicolinate,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1CC=CC(C(=O)O)=N11936.0Semi standard non polar33892256
L-2,3-Dihydrodipicolinate,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1CC=CC(C(=O)O)=N11757.4Standard non polar33892256
L-2,3-Dihydrodipicolinate,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1CC=CC(C(=O)O)=N13081.5Standard polar33892256
L-2,3-Dihydrodipicolinate,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C1=NC(C(=O)O)CC=C11973.8Semi standard non polar33892256
L-2,3-Dihydrodipicolinate,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C1=NC(C(=O)O)CC=C11719.3Standard non polar33892256
L-2,3-Dihydrodipicolinate,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C1=NC(C(=O)O)CC=C13015.7Standard polar33892256
L-2,3-Dihydrodipicolinate,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1=NC(C(=O)O[Si](C)(C)C(C)(C)C)CC=C12178.0Semi standard non polar33892256
L-2,3-Dihydrodipicolinate,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1=NC(C(=O)O[Si](C)(C)C(C)(C)C)CC=C11982.8Standard non polar33892256
L-2,3-Dihydrodipicolinate,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1=NC(C(=O)O[Si](C)(C)C(C)(C)C)CC=C13064.1Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - L-2,3-Dihydrodipicolinate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0077-9300000000-d72da8848d1f49469c232017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-2,3-Dihydrodipicolinate GC-MS (2 TMS) - 70eV, Positivesplash10-0002-7910000000-ae5409fbe082d48328472017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-2,3-Dihydrodipicolinate 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 - L-2,3-Dihydrodipicolinate 10V, Negative-QTOFsplash10-014i-0900000000-fa63cf428cc5d84716042015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-2,3-Dihydrodipicolinate 20V, Negative-QTOFsplash10-01b9-1900000000-a3ffb331ab96000a39e12015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-2,3-Dihydrodipicolinate 40V, Negative-QTOFsplash10-00bc-9400000000-35fdba6f9d56521e4e192015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-2,3-Dihydrodipicolinate 10V, Negative-QTOFsplash10-00b9-5900000000-c56aff84aa96cf6da8522021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-2,3-Dihydrodipicolinate 20V, Negative-QTOFsplash10-014i-5900000000-a51255d0609601301b432021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-2,3-Dihydrodipicolinate 40V, Negative-QTOFsplash10-0ue9-9000000000-65ec758152caf537e2722021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-2,3-Dihydrodipicolinate 10V, Positive-QTOFsplash10-00di-0900000000-35bd5d728d4b6335059a2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-2,3-Dihydrodipicolinate 20V, Positive-QTOFsplash10-00di-0900000000-681935e00eed4828fd0f2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-2,3-Dihydrodipicolinate 40V, Positive-QTOFsplash10-0udi-9300000000-ba4f4cccfccf71d0b0072015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-2,3-Dihydrodipicolinate 10V, Positive-QTOFsplash10-00di-1900000000-2698c9ffb8a4caa90c8f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-2,3-Dihydrodipicolinate 20V, Positive-QTOFsplash10-001i-9200000000-625e0679cd43f0dedb7f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-2,3-Dihydrodipicolinate 40V, Positive-QTOFsplash10-0f89-9000000000-7337376b7fa4e0a9a51d2021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX 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 IDFDB028889
KNApSAcK IDC00007500
Chemspider ID16
KEGG Compound IDC03340
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound17
PDB IDNot Available
ChEBI ID48052
Food Biomarker OntologyNot Available
VMH ID23DHDP
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available