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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2014-04-16 17:50:54 UTC

Update Date

2023-02-21 17:30:24 UTC

HMDB ID

HMDB0061680

Secondary Accession Numbers

HMDB61680

Metabolite Identification

Common Name

2-Aminonicotinic acid

Description

2-Aminonicotinic acid, also known as 2-aminonicotinate, belongs to the class of organic compounds known as pyridinecarboxylic acids. Pyridinecarboxylic acids are compounds containing a pyridine ring bearing a carboxylic acid group. An aminonicotinic acid in which the amino group is situated at position 2 of the pyridine ring. 2-Aminonicotinic acid is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-Aminonicotinate	Generator

Chemical Formula

C₆H₆N₂O₂

Average Molecular Weight

138.124

Monoisotopic Molecular Weight

138.042927446

IUPAC Name

2-aminopyridine-3-carboxylic acid

Traditional Name

2-aminopyridine-3-carboxylic acid

CAS Registry Number

Not Available

SMILES

NC1=C(C=CC=N1)C(O)=O

InChI Identifier

InChI=1S/C6H6N2O2/c7-5-4(6(9)10)2-1-3-8-5/h1-3H,(H2,7,8)(H,9,10)

InChI Key

KPIVDNYJNOPGBE-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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Pyridinecarboxylic acids and derivatives

Direct Parent

Pyridinecarboxylic acids

Alternative Parents

Substituents

Pyridine carboxylic acid
Aminopyridine
Imidolactam
Vinylogous amide
Heteroaromatic compound
Amino acid or derivatives
Amino acid
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Primary amine
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

aminonicotinic acid (CHEBI:68572 )
aminopyridine (CHEBI:68572 )

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	44.5 g/L	ALOGPS
logP	0.2	ALOGPS
logP	-0.84	ChemAxon
logS	-0.49	ALOGPS
pKa (Strongest Acidic)	2.57	ChemAxon
pKa (Strongest Basic)	6.93	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	76.21 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	36.17 m³·mol⁻¹	ChemAxon
Polarizability	12.66 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	128.151	31661259
DarkChem	[M-H]-	122.078	31661259
DeepCCS	[M+H]+	124.219	30932474
DeepCCS	[M-H]-	120.568	30932474
DeepCCS	[M-2H]-	157.928	30932474
DeepCCS	[M+Na]+	133.044	30932474
AllCCS	[M+H]+	129.6	32859911
AllCCS	[M+H-H2O]+	124.9	32859911
AllCCS	[M+NH4]+	133.9	32859911
AllCCS	[M+Na]+	135.2	32859911
AllCCS	[M-H]-	123.8	32859911
AllCCS	[M+Na-2H]-	125.4	32859911
AllCCS	[M+HCOO]-	127.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Aminonicotinic acid	NC1=C(C=CC=N1)C(O)=O	2766.1	Standard polar	33892256
2-Aminonicotinic acid	NC1=C(C=CC=N1)C(O)=O	1485.6	Standard non polar	33892256
2-Aminonicotinic acid	NC1=C(C=CC=N1)C(O)=O	1380.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Aminonicotinic acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=CN=C1N	1493.8	Semi standard non polar	33892256
2-Aminonicotinic acid,1TMS,isomer #2	C[Si](C)(C)NC1=NC=CC=C1C(=O)O	1622.6	Semi standard non polar	33892256
2-Aminonicotinic acid,2TMS,isomer #1	C[Si](C)(C)NC1=NC=CC=C1C(=O)O[Si](C)(C)C	1582.9	Semi standard non polar	33892256
2-Aminonicotinic acid,2TMS,isomer #1	C[Si](C)(C)NC1=NC=CC=C1C(=O)O[Si](C)(C)C	1591.9	Standard non polar	33892256
2-Aminonicotinic acid,2TMS,isomer #1	C[Si](C)(C)NC1=NC=CC=C1C(=O)O[Si](C)(C)C	2075.3	Standard polar	33892256
2-Aminonicotinic acid,2TMS,isomer #2	C[Si](C)(C)N(C1=NC=CC=C1C(=O)O)[Si](C)(C)C	1627.0	Semi standard non polar	33892256
2-Aminonicotinic acid,2TMS,isomer #2	C[Si](C)(C)N(C1=NC=CC=C1C(=O)O)[Si](C)(C)C	1726.0	Standard non polar	33892256
2-Aminonicotinic acid,2TMS,isomer #2	C[Si](C)(C)N(C1=NC=CC=C1C(=O)O)[Si](C)(C)C	2000.6	Standard polar	33892256
2-Aminonicotinic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=CN=C1N([Si](C)(C)C)[Si](C)(C)C	1607.6	Semi standard non polar	33892256
2-Aminonicotinic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=CN=C1N([Si](C)(C)C)[Si](C)(C)C	1697.2	Standard non polar	33892256
2-Aminonicotinic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=CN=C1N([Si](C)(C)C)[Si](C)(C)C	1844.1	Standard polar	33892256
2-Aminonicotinic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=CN=C1N	1751.2	Semi standard non polar	33892256
2-Aminonicotinic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC=CC=C1C(=O)O	1836.8	Semi standard non polar	33892256
2-Aminonicotinic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC=CC=C1C(=O)O[Si](C)(C)C(C)(C)C	2001.1	Semi standard non polar	33892256
2-Aminonicotinic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC=CC=C1C(=O)O[Si](C)(C)C(C)(C)C	1964.6	Standard non polar	33892256
2-Aminonicotinic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC=CC=C1C(=O)O[Si](C)(C)C(C)(C)C	2295.9	Standard polar	33892256
2-Aminonicotinic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=NC=CC=C1C(=O)O)[Si](C)(C)C(C)(C)C	2041.0	Semi standard non polar	33892256
2-Aminonicotinic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=NC=CC=C1C(=O)O)[Si](C)(C)C(C)(C)C	2090.7	Standard non polar	33892256
2-Aminonicotinic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=NC=CC=C1C(=O)O)[Si](C)(C)C(C)(C)C	2169.7	Standard polar	33892256
2-Aminonicotinic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=CN=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2212.5	Semi standard non polar	33892256
2-Aminonicotinic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=CN=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2252.4	Standard non polar	33892256
2-Aminonicotinic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=CN=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2218.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Aminonicotinic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0079-6900000000-b51eb28a83d6e25cb929	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Aminonicotinic acid GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9710000000-b32230a47b9c939fb90a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Aminonicotinic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Aminonicotinic acid 10V, Positive-QTOF	splash10-0079-0900000000-ef130616ecaafa3b1cd0	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Aminonicotinic acid 20V, Positive-QTOF	splash10-00dj-5900000000-221c5c5c3150a601a02b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Aminonicotinic acid 40V, Positive-QTOF	splash10-01b9-9200000000-82cf88c202c04750e974	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Aminonicotinic acid 10V, Negative-QTOF	splash10-000f-9400000000-6ca0e02620b88cba086c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Aminonicotinic acid 20V, Negative-QTOF	splash10-0006-9000000000-88e962acbbe85bbf1e19	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Aminonicotinic acid 40V, Negative-QTOF	splash10-0006-9000000000-2b02bbd308f9546f67e8	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Aminonicotinic acid 10V, Positive-QTOF	splash10-00di-0900000000-7e1ef023cf7f727935e1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Aminonicotinic acid 20V, Positive-QTOF	splash10-00dj-8900000000-95d8af558f7599ccd15e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Aminonicotinic acid 40V, Positive-QTOF	splash10-0ufr-9000000000-a37c4fccfe77ab1871f2	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Aminonicotinic acid 10V, Negative-QTOF	splash10-0006-9000000000-0ba9c53048a888159d8d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Aminonicotinic acid 20V, Negative-QTOF	splash10-0006-9000000000-0ba9c53048a888159d8d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Aminonicotinic acid 40V, Negative-QTOF	splash10-0006-9000000000-7ee5d6ab250b7bc3607e	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

72930

PDB ID

Not Available

ChEBI ID

68572

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Roux A, Xu Y, Heilier JF, Olivier MF, Ezan E, Tabet JC, Junot C: Annotation of the human adult urinary metabolome and metabolite identification using ultra high performance liquid chromatography coupled to a linear quadrupole ion trap-Orbitrap mass spectrometer. Anal Chem. 2012 Aug 7;84(15):6429-37. doi: 10.1021/ac300829f. Epub 2012 Jul 17. [PubMed:22770225 ]

Showing metabocard for 2-Aminonicotinic acid (HMDB0061680)

MOL for HMDB0061680 (2-Aminonicotinic acid)

3D MOL for HMDB0061680 (2-Aminonicotinic acid)

3D SDF for HMDB0061680 (2-Aminonicotinic acid)

3D-SDF for HMDB0061680 (2-Aminonicotinic acid)

PDB for HMDB0061680 (2-Aminonicotinic acid)

3D PDB for HMDB0061680 (2-Aminonicotinic acid)

SMILES for HMDB0061680 (2-Aminonicotinic acid)

INCHI for HMDB0061680 (2-Aminonicotinic acid)

Structure for HMDB0061680 (2-Aminonicotinic acid)

3D Structure for HMDB0061680 (2-Aminonicotinic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra