Bovine Metabolome Database: Showing metabocard for Nicotinuric acid (BMDB0003269)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 23:03:25 UTC

Update Date

2020-06-04 20:29:22 UTC

BMDB ID

BMDB0003269

Secondary Accession Numbers

BMDB03269

Metabolite Identification

Common Name

Nicotinuric acid

Description

Nicotinuric acid, also known as nicotinylglycine or nicotinurate, belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. Nicotinuric acid is a strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
N-(Pyridin-3-ylcarbonyl)glycine	ChEBI
N-Nicotinylglycine	ChEBI
Nicotinoylglycine	ChEBI
Nicotinurate	ChEBI
Nicotinylglycine	ChEBI
Nicotinate	Generator
Nicotinic acid	Generator
N-(3-Pyridinylcarbonyl)-(9ci)-glycine	HMDB
N-(3-Pyridinylcarbonyl)-glycine	HMDB
N-Nicotinoyl-(8ci)-glycine	HMDB
N-Nicotinoyl-glycine	HMDB
N-Nicotinurate	HMDB
N-Nicotinuric acid	HMDB
Nicotinoyl-glycine	HMDB
Nicotinuric acid, monosodium salt	HMDB
Nicotinuric acid	ChEBI

Chemical Formula

C₈H₈N₂O₃

Average Molecular Weight

180.1607

Monoisotopic Molecular Weight

180.053492132

IUPAC Name

2-[(pyridin-3-yl)formamido]acetic acid

Traditional Name

nicotinuric acid

CAS Registry Number

583-08-4

SMILES

OC(=O)CNC(=O)C1=CN=CC=C1

InChI Identifier

InChI=1S/C8H8N2O3/c11-7(12)5-10-8(13)6-2-1-3-9-4-6/h1-4H,5H2,(H,10,13)(H,11,12)

InChI Key

ZBSGKPYXQINNGF-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Nicotinamide
Pyridine
Heteroaromatic compound
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organoheterocyclic compound
Azacycle
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Organic oxide
Carbonyl group
Organic nitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

N-acylglycine (CHEBI:7563 )

Ontology

Status

Detected and Quantified

Origin

Endogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Cytoplasm

Physical Properties

State

Solid

Experimental 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

Predicted Properties

Property	Value	Source
logP	-0.23	ALOGPS
logP	-1.5	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	2.94	ChemAxon
pKa (Strongest Basic)	3.73	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	79.29 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	43.96 m³·mol⁻¹	ChemAxon
Polarizability	16.93 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-0a4i-3950000000-4ea0184fb844e85c5f60	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0a4i-3950000000-4ea0184fb844e85c5f60	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0a4i-0930000000-19848b215ab8a91b37d6	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0a4i-0920000000-e5bc4a37c92cbe93c926	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-2900000000-27b6ba467f5df3c90772	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-052r-6900000000-cbc193435481d138180a	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-001r-0900000000-28e9d6d719938b6ef2a0	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0550-4900000000-4b12baba3c8ed421aab4	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-004i-9000000000-ca65b11ed6964f642d97	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-001r-0900000000-2ea65649864830c4592d	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-c350dfa18b26e812ddf6	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-92176234045453c39e18	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-004i-9400000000-2b06c9e150d173834b2b	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-055r-5900000000-cbb63a133a2eca67da76	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-001r-0900000000-a2d292d8b97e3068c1ca	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-001r-0900000000-01757174ec4bbbfe9187	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 0V, Positive	splash10-001i-0900000000-e7ce537e2a3e5805fada	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-004r-7900000000-974123ca1d682fc00322	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-004cb59bf827d018b54c	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-000i-0900000000-77b3ad5bcf7e7cd59a41	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0as0-8900000000-7572e92ecd0721514f7a	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-004i-9000000000-42435d8b862daaa250fa	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-498fb0561add994d8bac	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 0V, Positive	splash10-001i-0900000000-3ed1d19790df24452b11	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-004i-9100000000-486a1f42c2a814cf32d5	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0900000000-7691658645b49efa1218	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01q0-1900000000-90da23067cff9198189d	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0kai-9400000000-b6fb3beff4d893a45c9a	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0900000000-2e3fc586dec1a239f580	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-2900000000-2e3ff3323d46a1520f5d	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9200000000-053af4d9ef684962e67b	View in MoNA
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Not Available	View in JSpectraViewer

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Liver
Longissimus Thoracis Muscle
Semimembranosus Muscle
Testis

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	PMID: 25599412	details
Liver	Detected and Quantified	641 +/- 87 nmol/g of tissue	Not Specified	Not Specified	Normal	Aidin Foroutan, C...	details
Longissimus Thoracis Muscle	Detected and Quantified	96 +/- 38 nmol/g of tissue	Not Specified	Not Specified	Normal	Aidin Foroutan, C...	details
Semimembranosus Muscle	Detected and Quantified	170 +/- 54 nmol/g of tissue	Not Specified	Not Specified	Normal	Aidin Foroutan, C...	details
Testis	Detected and Quantified	38 +/- 11 nmol/g of tissue	Not Specified	Not Specified	Normal	Aidin Foroutan, C...	details