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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2008-09-11 00:41:42 UTC
Update Date2020-02-26 21:26:56 UTC
HMDB IDHMDB0006955
Secondary Accession Numbers
  • HMDB06955
Metabolite Identification
Common Name3-Hydroxy-2-methylpyridine-4,5-dicarboxylate
Description3-Hydroxy-2-methylpyridine-4,5-dicarboxylate belongs to the class of organic compounds known as pyridinecarboxylic acids. Pyridinecarboxylic acids are compounds containing a pyridine ring bearing a carboxylic acid group. In humans, 3-hydroxy-2-methylpyridine-4,5-dicarboxylate is involved in the vitamin B6 metabolism pathway. 3-Hydroxy-2-methylpyridine-4,5-dicarboxylate 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 3-hydroxy-2-methylpyridine-4,5-dicarboxylate a potential biomarker for the consumption of these foods. 3-Hydroxy-2-methylpyridine-4,5-dicarboxylate 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 a significant number of articles have been published on 3-Hydroxy-2-methylpyridine-4,5-dicarboxylate.
Structure
Data?1582752416
Synonyms
ValueSource
3-Hydroxy-2-methylpyridine-4,5-dicarboxylic acidGenerator
Chemical FormulaC8H7NO5
Average Molecular Weight197.1449
Monoisotopic Molecular Weight197.032422339
IUPAC Name5-hydroxy-6-methylpyridine-3,4-dicarboxylic acid
Traditional Name5-hydroxy-6-methylpyridine-3,4-dicarboxylic acid
CAS Registry NumberNot Available
SMILES
CC1=NC=C(C(O)=O)C(C(O)=O)=C1O
InChI Identifier
InChI=1S/C8H7NO5/c1-3-6(10)5(8(13)14)4(2-9-3)7(11)12/h2,10H,1H3,(H,11,12)(H,13,14)
InChI KeyLVJJEIJOKPHQOU-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
  • Methylpyridine
  • Hydroxypyridine
  • Dicarboxylic acid or derivatives
  • Vinylogous acid
  • Heteroaromatic compound
  • Carboxylic acid derivative
  • Carboxylic acid
  • Azacycle
  • Organopnictogen compound
  • Organic oxygen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effect

Adverse health effect

Disposition

Source

Route of exposure

Process

Naturally occurring process

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 Solubility3.58 g/LALOGPS
logP10(0.37) g/LALOGPS
logP10(0.32) g/LChemAxon
logS10(-1.7) g/LALOGPS
pKa (Strongest Acidic)3.61ChemAxon
pKa (Strongest Basic)2.12ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area107.72 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity44.99 m³·mol⁻¹ChemAxon
Polarizability17.34 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+144.26531661259
DarkChem[M-H]-139.15631661259
DeepCCS[M+H]+140.25630932474
DeepCCS[M-H]-137.89830932474
DeepCCS[M-2H]-172.79530932474
DeepCCS[M+Na]+148.1430932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-Hydroxy-2-methylpyridine-4,5-dicarboxylateCC1=NC=C(C(O)=O)C(C(O)=O)=C1O2783.5Standard polar33892256
3-Hydroxy-2-methylpyridine-4,5-dicarboxylateCC1=NC=C(C(O)=O)C(C(O)=O)=C1O1703.4Standard non polar33892256
3-Hydroxy-2-methylpyridine-4,5-dicarboxylateCC1=NC=C(C(O)=O)C(C(O)=O)=C1O1799.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3-Hydroxy-2-methylpyridine-4,5-dicarboxylate,1TMS,isomer #1CC1=NC=C(C(=O)O[Si](C)(C)C)C(C(=O)O)=C1O1886.9Semi standard non polar33892256
3-Hydroxy-2-methylpyridine-4,5-dicarboxylate,1TMS,isomer #2CC1=NC=C(C(=O)O)C(C(=O)O[Si](C)(C)C)=C1O1910.7Semi standard non polar33892256
3-Hydroxy-2-methylpyridine-4,5-dicarboxylate,1TMS,isomer #3CC1=NC=C(C(=O)O)C(C(=O)O)=C1O[Si](C)(C)C1828.4Semi standard non polar33892256
3-Hydroxy-2-methylpyridine-4,5-dicarboxylate,2TMS,isomer #1CC1=NC=C(C(=O)O[Si](C)(C)C)C(C(=O)O[Si](C)(C)C)=C1O1950.6Semi standard non polar33892256
3-Hydroxy-2-methylpyridine-4,5-dicarboxylate,2TMS,isomer #2CC1=NC=C(C(=O)O[Si](C)(C)C)C(C(=O)O)=C1O[Si](C)(C)C1895.5Semi standard non polar33892256
3-Hydroxy-2-methylpyridine-4,5-dicarboxylate,2TMS,isomer #3CC1=NC=C(C(=O)O)C(C(=O)O[Si](C)(C)C)=C1O[Si](C)(C)C1910.5Semi standard non polar33892256
3-Hydroxy-2-methylpyridine-4,5-dicarboxylate,3TMS,isomer #1CC1=NC=C(C(=O)O[Si](C)(C)C)C(C(=O)O[Si](C)(C)C)=C1O[Si](C)(C)C2050.2Semi standard non polar33892256
3-Hydroxy-2-methylpyridine-4,5-dicarboxylate,1TBDMS,isomer #1CC1=NC=C(C(=O)O[Si](C)(C)C(C)(C)C)C(C(=O)O)=C1O2185.5Semi standard non polar33892256
3-Hydroxy-2-methylpyridine-4,5-dicarboxylate,1TBDMS,isomer #2CC1=NC=C(C(=O)O)C(C(=O)O[Si](C)(C)C(C)(C)C)=C1O2202.9Semi standard non polar33892256
3-Hydroxy-2-methylpyridine-4,5-dicarboxylate,1TBDMS,isomer #3CC1=NC=C(C(=O)O)C(C(=O)O)=C1O[Si](C)(C)C(C)(C)C2141.7Semi standard non polar33892256
3-Hydroxy-2-methylpyridine-4,5-dicarboxylate,2TBDMS,isomer #1CC1=NC=C(C(=O)O[Si](C)(C)C(C)(C)C)C(C(=O)O[Si](C)(C)C(C)(C)C)=C1O2412.4Semi standard non polar33892256
3-Hydroxy-2-methylpyridine-4,5-dicarboxylate,2TBDMS,isomer #2CC1=NC=C(C(=O)O[Si](C)(C)C(C)(C)C)C(C(=O)O)=C1O[Si](C)(C)C(C)(C)C2416.4Semi standard non polar33892256
3-Hydroxy-2-methylpyridine-4,5-dicarboxylate,2TBDMS,isomer #3CC1=NC=C(C(=O)O)C(C(=O)O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C2444.3Semi standard non polar33892256
3-Hydroxy-2-methylpyridine-4,5-dicarboxylate,3TBDMS,isomer #1CC1=NC=C(C(=O)O[Si](C)(C)C(C)(C)C)C(C(=O)O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C2666.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3-Hydroxy-2-methylpyridine-4,5-dicarboxylate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udj-0900000000-66463cd479f5e9b12b9c2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Hydroxy-2-methylpyridine-4,5-dicarboxylate GC-MS (3 TMS) - 70eV, Positivesplash10-00dj-7049000000-ce8925ff57b411d9144a2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Hydroxy-2-methylpyridine-4,5-dicarboxylate 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 - 3-Hydroxy-2-methylpyridine-4,5-dicarboxylate 10V, Positive-QTOFsplash10-001i-0900000000-c7a08458e98c695ca30d2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Hydroxy-2-methylpyridine-4,5-dicarboxylate 20V, Positive-QTOFsplash10-001i-0900000000-97509e603fc1a73916ea2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Hydroxy-2-methylpyridine-4,5-dicarboxylate 40V, Positive-QTOFsplash10-053r-2900000000-43869618f6957aff01ed2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Hydroxy-2-methylpyridine-4,5-dicarboxylate 10V, Negative-QTOFsplash10-0udj-0900000000-602ed5ba9bfb434121652017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Hydroxy-2-methylpyridine-4,5-dicarboxylate 20V, Negative-QTOFsplash10-0pb9-0900000000-0d8f9e64b06b67e8ea142017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Hydroxy-2-methylpyridine-4,5-dicarboxylate 40V, Negative-QTOFsplash10-0a4i-2900000000-a093e4c38e9cb309f1072017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Hydroxy-2-methylpyridine-4,5-dicarboxylate 10V, Negative-QTOFsplash10-0pb9-0900000000-3b91b262b19aba97ea0f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Hydroxy-2-methylpyridine-4,5-dicarboxylate 20V, Negative-QTOFsplash10-0a4i-0900000000-410dcfcb7b158b3ab0d12021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Hydroxy-2-methylpyridine-4,5-dicarboxylate 40V, Negative-QTOFsplash10-0a4i-7900000000-233d7470c0f5e4f96b0f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Hydroxy-2-methylpyridine-4,5-dicarboxylate 10V, Positive-QTOFsplash10-001i-0900000000-663a81bd0f18abd34f0e2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Hydroxy-2-methylpyridine-4,5-dicarboxylate 20V, Positive-QTOFsplash10-001i-0900000000-858fdf33a319c827ae082021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Hydroxy-2-methylpyridine-4,5-dicarboxylate 40V, Positive-QTOFsplash10-014i-9400000000-59bea1c65e1eca6e434b2021-09-24Wishart 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
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 IDFDB024161
KNApSAcK IDNot Available
Chemspider ID389354
KEGG Compound IDC04604
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound440403
PDB IDNot Available
ChEBI ID17978
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 ReferencesNot Available