2,6-Pyridinedicarboxylic acid (CED0005327)

Record Information
Version1.0
Creation Date2016-05-19 03:56:50 UTC
Update Date2026-05-14 18:07:14 UTC
Accession NumberCHEM012494
Identification
Common Name2,6-Pyridinedicarboxylic acid
ClassSmall Molecule
Description
2,6-Pyridinedicarboxylic acid belongs to the pyridinecarboxylic acids and derivatives, a subclass of pyridines and derivatives within the organic compounds. This organoheterocyclic compound has the chemical formula C7H5NO4 and an average molecular weight of 167.12 g/mol. In industrial applications, it serves as a chelating agent. The compound is present in Polyethylene Terephthalate and is identified in 16 recorded sources. These sources include household cleaning and consumer products such as soap detergents, bleaching agents, tobacco smoke filters, cigar cigarettes, and perfumes within detergents and soaps. It is also associated with food, food processing, and cookware, specifically in food contact materials, food preservation, the processing of fish and meats, and fermentation processes for beer. Additionally, it is found in electrical and electronic equipment, including electrodes, fixed capacitors and their manufacture, hybrid capacitors, antennas, and conductors or conductive bodies characterised by the conductive materials. Recorded exposure routes for this substance include oral, inhalation, and touch. Regarding its biological activity, 2,6-Pyridinedicarboxylic acid has one recorded protein target: 4-hydroxy-tetrahydrodipicolinate reductase (dapB).
Contaminant TypeNot Available
Chemical Structure
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 Mass167.119 g/mol
Monoisotopic Mass167.022 g/mol
CAS Registry Number499-83-2
IUPAC Namepyridine-2,6-dicarboxylic acid
Traditional Namedipicolinic acid
SMILESOC(=O)C1=CC=CC(=N1)C(O)=O
InChI IdentifierInChI=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
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted 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
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
GC-MSGC-MS Spectrumsplash10-0f92-5970000000-e5aa4bc3f23f554c51c2Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0kor-9400000000-4be19de76ddc678df43fNot AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0kor-7900000000-48c091dd3ea56a6cad7dNot AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0g29-9200000000-bbc0b97db569b40d51b6Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0002-1950000000-1221ab338705f508fac4Not AvailableView Spectrum
GC-MSGC-MS Spectrumsplash10-0f92-5970000000-e5aa4bc3f23f554c51c2Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-01ba-5900000000-32b3c0674b6807262c0aNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-00di-9771000000-0b7af5e7f34fbe485102Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-0900000000-d1e5227c31d10a6a1429Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-0900000000-ed561b5a2dc4540c442fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-0900000000-3d7a8f67f87e05404f07Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-0900000000-eac9ce6269818d6d10c4Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-0900000000-7fc94eff9b377b373572Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-0900000000-f5cc3c9b53962d3c7bbfNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-0900000000-6ef5148cf9455a1681b2Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-9200000000-a79c41271377a7dc64d1Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-0900000000-ef7d9f9d25fcfc62914aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-01b9-1900000000-536dbca7bed7d07b92c7Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0fi1-9300000000-e546b017cdf4c47c567fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-0900000000-a863bcc891d9eaefaff0Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0pvi-0900000000-e4220355d21ab9eb926bNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-9100000000-30cbef97b6d4962a5fbcNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00b9-9500000000-650b7bb4687fc9a07644Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-9000000000-c2850ce6846335b0374dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-9000000000-80802babbf127fa9ad47Not AvailableView Spectrum
1D NMR13C NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
1D NMR1H NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
3095.0Log mg/kg[1700:5500]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
10InsecticidesAgriculture & land managementNot Available
233BrushesPersonal care & cosmeticsNot Available
490Personal care & cosmeticsNot Available
494Food contact materialsFood, food processing & cookwareNot Available
506AntennasElectrical & Electronic EquipmentNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
521Fixed Capacitors And Their ManufactureElectrical & Electronic EquipmentNot Available
524Hybrid CapacitorsElectrical & Electronic EquipmentNot Available
537Television SystemsElectrical & Electronic EquipmentNot Available
544Fermentation Processes For BeerFood, food processing & cookwareNot Available
545Food PreservationFood, food processing & cookwareNot Available
551Processing FishFood, food processing & cookwareNot Available
552Processing MeatsFood, food processing & cookwareNot Available
555Bleaching AgentsHousehold cleaning & consumer productsNot Available
556Cigar CigarettesHousehold cleaning & consumer productsNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
563Soap DetergentsHousehold cleaning & consumer productsNot Available
569Tobacco Smoke FiltersHousehold cleaning & consumer productsNot Available
580Manufacture Preparation Of Tobacco ProductsIndustrial manufacturing & chemical processingNot Available
596AcaricidesAgriculture & land managementNot Available
597ChemosterilantsAgriculture & land managementNot Available
600Herbicides And AlgicidesAgriculture & land managementNot Available
602MolluscicidesAgriculture & land managementNot Available
603NematocidesAgriculture & land managementNot Available
605Pest RepellantsAgriculture & land managementNot Available
606Plant Growth RegulatorsAgriculture & land managementNot Available
609AftershavePersonal care & cosmeticsNot Available
610Aftersun ProductsPersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
612Body Washing Or Cleaning ImplementsPersonal care & cosmeticsNot Available
613DepilatoriesPersonal care & cosmeticsNot Available
614Essential Oils Or PerfumesPersonal care & cosmeticsNot Available
615Eye Makeup ProductsPersonal care & cosmeticsNot Available
617Lip Care ProductsPersonal care & cosmeticsNot Available
618Lip Makeup ProductsPersonal care & cosmeticsNot Available
620Card GamesRecreation & sports surfacesNot Available
632ApparelTextiles, leather & furnishingsNot Available
633Azo DyesTextiles, leather & furnishingsNot Available
642FootwearTextiles, leather & furnishingsNot Available
650Purses Luggage Hand BagsTextiles, leather & furnishingsNot Available
651Purses Money Bags WalletsTextiles, leather & furnishingsNot Available
655Slide FastenersTextiles, leather & furnishingsNot Available
659Transfer PrintingTextiles, leather & furnishingsNot Available
662Yarns Or ThreadsTextiles, leather & furnishingsNot Available
Pathways
0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Metallo-beta-lactamase IMP-1 structureClick to view 3D structureMetallo-beta-lactamase IMP-1P52699Serratia marcescensPredicted (SEA)0.0778492
Metallo-beta-lactamase type 2 structureClick to view 3D structureMetallo-beta-lactamase type 2C7C422Klebsiella pneumoniaePredicted (SEA)0.0778492
Click to view 3D structureBeta-lactamaseQ44079Aeromonas hydrophilaPredicted (SEA)0.0778492
Beta-lactamase structureClick to view 3D structureBeta-lactamaseQ9K2N0Pseudomonas aeruginosaPredicted (SEA)0.0778492
Nicotinate phosphoribosyltransferase structureClick to view 3D structureNicotinate phosphoribosyltransferaseQ6XQN6HumansPredicted (SEA)0.233548
Click to view 3D structureAdvanced glycosylation end product-specific receptorQ63495Rattus norvegicusPredicted (SEA)0.622794
Metallo-beta-lactamase L1 type 3 structureClick to view 3D structureMetallo-beta-lactamase L1 type 3P52700Pseudomonas maltophiliaPredicted (SEA)0.0778492
Carbonic anhydrase 12 structureClick to view 3D structureCarbonic anhydrase 12O43570HumansPredicted (SEA)143.632
Carbonic anhydrase 2 structureClick to view 3D structureCarbonic anhydrase 2P00918HumansPredicted (SEA)211.594
Carbonic anhydrase 1 structureClick to view 3D structureCarbonic anhydrase 1P00915HumansPredicted (SEA)180.377
Click to view 3D structureTrans-cinnamate 4-monooxygenaseQ04468Helianthus tuberosusPredicted (SEA)2.17978
Lysine-specific demethylase 4E structureClick to view 3D structureLysine-specific demethylase 4EB2RXH2HumansPredicted (SEA)8.79696
D-amino-acid oxidase structureClick to view 3D structureD-amino-acid oxidaseP14920HumansPredicted (SEA)4.04816
Lysine-specific demethylase 4A structureClick to view 3D structureLysine-specific demethylase 4AO75164HumansPredicted (SEA)9.10836
Carbonic anhydrase 9 structureClick to view 3D structureCarbonic anhydrase 9Q16790HumansPredicted (SEA)204.043
Insulin-like growth factor-binding protein 6 structureClick to view 3D structureInsulin-like growth factor-binding protein 6P24592HumansPredicted (SEA)1.01204
Insulin-like growth factor-binding protein 1 structureClick to view 3D structureInsulin-like growth factor-binding protein 1P08833HumansPredicted (SEA)1.01204
Insulin-like growth factor-binding protein 4 structureClick to view 3D structureInsulin-like growth factor-binding protein 4P22692HumansPredicted (SEA)1.01204
Insulin-like growth factor-binding protein 2 structureClick to view 3D structureInsulin-like growth factor-binding protein 2P18065HumansPredicted (SEA)1.01204
RNA demethylase ALKBH5 structureClick to view 3D structureRNA demethylase ALKBH5Q6P6C2HumansPredicted (SEA)0.778492
Click to view 3D structureCarbonic anhydrase 15Q99N23Mus musculusPredicted (SEA)54.728
Lysine-specific demethylase 4C structureClick to view 3D structureLysine-specific demethylase 4CQ9H3R0HumansPredicted (SEA)18.9952
Lysine-specific demethylase 5A structureClick to view 3D structureLysine-specific demethylase 5AP29375HumansPredicted (SEA)15.4141
Carbonic anhydrase 6 structureClick to view 3D structureCarbonic anhydrase 6P23280HumansPredicted (SEA)88.826
Click to view 3D structureProstaglandin E2 receptor EP1 subtypeP34995HumansPredicted (SEA)34.6429
Concentrations
Not Available
External Links
DrugBank IDDB04267
HMDB IDHMDB0033161
FooDB IDFDB011167
Phenol Explorer IDNot Available
KNApSAcK IDC00055308
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDPDC
Wikipedia LinkDipicolinic_acid
Chemspider ID9940
ChEBI ID46837
PubChem Compound ID10367
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=23396907
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=24123749
3. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.