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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:54:06 UTC
Update Date2023-02-21 17:23:10 UTC
HMDB IDHMDB0033161
Secondary Accession Numbers
  • HMDB33161
Metabolite Identification
Common Name2,6-Pyridinedicarboxylic acid
Description2,6-Pyridinedicarboxylic acid, also known as 2,6-dicarboxypyridine or 2,6-dipicolinic acid, belongs to the class of organic compounds known as pyridinecarboxylic acids. Pyridinecarboxylic acids are compounds containing a pyridine ring bearing a carboxylic acid group. 2,6-Pyridinedicarboxylic acid is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on 2,6-Pyridinedicarboxylic acid.
Structure
Data?1677000190
Synonyms
ValueSource
2,6-DicarboxypyridineChEBI
2,6-Dipicolinic acidChEBI
PYRIDINE-2,6-dicarboxylIC ACIDChEBI
2,6-DipicolinateGenerator
PYRIDINE-2,6-dicarboxylateGenerator
2,6-PyridinedicarboxylateGenerator
2,6-Pyridine dicarboxylateMeSH
3,4-PyridinedicarboxylateMeSH
Dipicolinic acidMeSH
Dipicolinic acid, calcium saltMeSH
Dipicolinic acid, dipotassium saltMeSH
Dipicolinic acid, disodium saltMeSH
Dipicolinic acid, monosodium saltMeSH
Dipicolinic acid, zinc saltMeSH
Zinc dipicolinateMeSH
DipicolinateHMDB, Generator
2,6-Pyridinedicarboxylic acidChEBI
Chemical FormulaC7H5NO4
Average Molecular Weight167.1189
Monoisotopic Molecular Weight167.021857653
IUPAC Namepyridine-2,6-dicarboxylic acid
Traditional Namedipicolinic acid
CAS Registry Number499-83-2
SMILES
OC(=O)C1=CC=CC(=N1)C(O)=O
InChI Identifier
InChI=1S/C7H5NO4/c9-6(10)4-2-1-3-5(8-4)7(11)12/h1-3H,(H,9,10)(H,11,12)
InChI KeyWJJMNDUMQPNECX-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyridinecarboxylic acids. Pyridinecarboxylic acids are compounds containing a pyridine ring bearing a carboxylic acid group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyridines and derivatives
Sub ClassPyridinecarboxylic acids and derivatives
Direct ParentPyridinecarboxylic acids
Alternative Parents
Substituents
  • Pyridine carboxylic acid
  • Dicarboxylic acid or derivatives
  • Heteroaromatic compound
  • Azacycle
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point252 °CNot Available
Boiling Point463.70 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility5 mg/mL at 25 °CNot Available
LogP-0.830 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility3.46 g/LALOGPS
logP0.54ALOGPS
logP0.84ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)3.24ChemAxon
pKa (Strongest Basic)-2.5ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area87.49 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity37.67 m³·mol⁻¹ChemAxon
Polarizability14.57 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]+137.07531661259
DarkChem[M-H]-132.21831661259
DeepCCS[M+H]+130.72530932474
DeepCCS[M-H]-126.89730932474
DeepCCS[M-2H]-164.4130932474
DeepCCS[M+Na]+139.94930932474
AllCCS[M+H]+134.532859911
AllCCS[M+H-H2O]+130.032859911
AllCCS[M+NH4]+138.732859911
AllCCS[M+Na]+139.932859911
AllCCS[M-H]-128.532859911
AllCCS[M+Na-2H]-129.332859911
AllCCS[M+HCOO]-130.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2,6-Pyridinedicarboxylic acidOC(=O)C1=CC=CC(=N1)C(O)=O2390.7Standard polar33892256
2,6-Pyridinedicarboxylic acidOC(=O)C1=CC=CC(=N1)C(O)=O1411.4Standard non polar33892256
2,6-Pyridinedicarboxylic acidOC(=O)C1=CC=CC(=N1)C(O)=O1631.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2,6-Pyridinedicarboxylic acid,1TMS,isomer #1C[Si](C)(C)OC(=O)C1=CC=CC(C(=O)O)=N11782.4Semi standard non polar33892256
2,6-Pyridinedicarboxylic acid,2TMS,isomer #1C[Si](C)(C)OC(=O)C1=CC=CC(C(=O)O[Si](C)(C)C)=N11766.2Semi standard non polar33892256
2,6-Pyridinedicarboxylic acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1=CC=CC(C(=O)O)=N12019.6Semi standard non polar33892256
2,6-Pyridinedicarboxylic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1=CC=CC(C(=O)O[Si](C)(C)C(C)(C)C)=N12196.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 2,6-Pyridinedicarboxylic acid GC-MS (2 TMS)splash10-0f92-5970000000-e5aa4bc3f23f554c51c22014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2,6-Pyridinedicarboxylic acid EI-B (Non-derivatized)splash10-0kor-9400000000-4be19de76ddc678df43f2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2,6-Pyridinedicarboxylic acid EI-B (Non-derivatized)splash10-0kor-7900000000-48c091dd3ea56a6cad7d2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2,6-Pyridinedicarboxylic acid EI-B (Non-derivatized)splash10-0g29-9200000000-bbc0b97db569b40d51b62017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2,6-Pyridinedicarboxylic acid GC-EI-TOF (Non-derivatized)splash10-0002-1950000000-1221ab338705f508fac42017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2,6-Pyridinedicarboxylic acid GC-MS (Non-derivatized)splash10-0f92-5970000000-e5aa4bc3f23f554c51c22017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2,6-Pyridinedicarboxylic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-01ba-5900000000-32b3c0674b6807262c0a2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2,6-Pyridinedicarboxylic acid GC-MS (2 TMS) - 70eV, Positivesplash10-00di-9771000000-0b7af5e7f34fbe4851022017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2,6-Pyridinedicarboxylic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 2,6-Pyridinedicarboxylic acid 75V, Negative-QTOFsplash10-00di-0900000000-d1e5227c31d10a6a14292021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2,6-Pyridinedicarboxylic acid 60V, Negative-QTOFsplash10-00di-0900000000-ed561b5a2dc4540c442f2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2,6-Pyridinedicarboxylic acid 45V, Negative-QTOFsplash10-00di-0900000000-3d7a8f67f87e05404f072021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2,6-Pyridinedicarboxylic acid 15V, Negative-QTOFsplash10-00di-0900000000-eac9ce6269818d6d10c42021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2,6-Pyridinedicarboxylic acid 30V, Negative-QTOFsplash10-00di-0900000000-7fc94eff9b377b3735722021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Pyridinedicarboxylic acid 10V, Positive-QTOFsplash10-014i-0900000000-f5cc3c9b53962d3c7bbf2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Pyridinedicarboxylic acid 20V, Positive-QTOFsplash10-014i-0900000000-6ef5148cf9455a1681b22016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Pyridinedicarboxylic acid 40V, Positive-QTOFsplash10-0udi-9200000000-a79c41271377a7dc64d12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Pyridinedicarboxylic acid 10V, Negative-QTOFsplash10-014i-0900000000-ef7d9f9d25fcfc62914a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Pyridinedicarboxylic acid 20V, Negative-QTOFsplash10-01b9-1900000000-536dbca7bed7d07b92c72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Pyridinedicarboxylic acid 40V, Negative-QTOFsplash10-0fi1-9300000000-e546b017cdf4c47c567f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Pyridinedicarboxylic acid 10V, Positive-QTOFsplash10-014i-0900000000-a863bcc891d9eaefaff02021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Pyridinedicarboxylic acid 20V, Positive-QTOFsplash10-0pvi-0900000000-e4220355d21ab9eb926b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Pyridinedicarboxylic acid 40V, Positive-QTOFsplash10-0udi-9100000000-30cbef97b6d4962a5fbc2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Pyridinedicarboxylic acid 10V, Negative-QTOFsplash10-00b9-9500000000-650b7bb4687fc9a076442021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Pyridinedicarboxylic acid 20V, Negative-QTOFsplash10-004i-9000000000-c2850ce6846335b0374d2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,6-Pyridinedicarboxylic acid 40V, Negative-QTOFsplash10-004i-9000000000-80802babbf127fa9ad472021-09-25Wishart 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]-)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Feces
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB04267
Phenol Explorer Compound IDNot Available
FooDB IDFDB011167
KNApSAcK IDC00055308
Chemspider ID9940
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkDipicolinic_acid
METLIN IDNot Available
PubChem Compound10367
PDB IDPDC
ChEBI ID46837
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1167241
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .