Bovine Metabolome Database: Showing metabocard for Methylimidazoleacetic acid (BMDB0002820)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 23:01:44 UTC

Update Date

2020-05-11 20:40:11 UTC

BMDB ID

BMDB0002820

Secondary Accession Numbers

BMDB02820

Metabolite Identification

Common Name

Methylimidazoleacetic acid

Description

Methylimidazoleacetic acid, also known as Methylimidazoleacetic acid, belongs to the class of organic compounds known as imidazolyl carboxylic acids and derivatives. These are organic compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an imidazole ring. Methylimidazoleacetic acid is possibly soluble (in water) and a very strong basic compound (based on its pKa). Methylimidazoleacetic acid exists in all living organisms, ranging from bacteria to humans. Methylimidazoleacetic acid can be biosynthesized from methylimidazole acetaldehyde through its interaction with the enzyme aldehyde dehydrogenase, dimeric nadp-preferring. In cattle, methylimidazoleacetic acid is involved in the metabolic pathway called the histidine metabolism pathway.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1,4-Methyl-imidazoleacetic acid	ChEBI
1-Methylimidazole-4-acetate	ChEBI
Methylimidazoleacetate	ChEBI
tele-Methylimidazoleacetic acid	ChEBI
1-Methyl-4-imidazoleacetic acid	Kegg
1,4-Methyl-imidazoleacetate	Generator
1-Methylimidazole-4-acetic acid	Generator
tele-Methylimidazoleacetate	Generator
1-Methyl-4-imidazoleacetate	Generator
1,4-Methylimidazoleacetate	HMDB
1-Methyl-1H-imidazole-4-acetate	HMDB
1-Methyl-1H-imidazole-4-acetic acid	HMDB
Methylimidazole acetate	HMDB
MIAA	HMDB
N Tau-methylimidazoleacetic acid	HMDB
Methylimidazoleacetic acid, hydrochloride	MeSH, HMDB

Chemical Formula

C₆H₈N₂O₂

Average Molecular Weight

140.1399

Monoisotopic Molecular Weight

140.05857751

IUPAC Name

2-(1-methyl-1H-imidazol-4-yl)acetic acid

Traditional Name

methylimidazoleacetic acid

CAS Registry Number

2625-49-2

SMILES

CN1C=NC(CC(O)=O)=C1

InChI Identifier

InChI=1S/C6H8N2O2/c1-8-3-5(7-4-8)2-6(9)10/h3-4H,2H2,1H3,(H,9,10)

InChI Key

ZHCKPJGJQOPTLB-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as imidazolyl carboxylic acids and derivatives. These are organic compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an imidazole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Imidazoles

Direct Parent

Imidazolyl carboxylic acids and derivatives

Alternative Parents

Substituents

Imidazolyl carboxylic acid derivative
N-substituted imidazole
Heteroaromatic compound
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Carbonyl group
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

imidazolyl carboxylic acid (CHEBI:1606 )

Ontology

Status

Detected but not Quantified

Origin

Endogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

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	-0.22	ALOGPS
logP	-1.2	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	3.68	ChemAxon
pKa (Strongest Basic)	6.45	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.12 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	34.85 m³·mol⁻¹	ChemAxon
Polarizability	13.69 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 (1 TMS)	splash10-00kb-3900000000-50b4d0d53d911c99c819	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-00kb-3900000000-50b4d0d53d911c99c819	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0007-9400000000-0a1d81849f89413aebc8	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0072-9200000000-be88458ee3e0fbac72bf	View in MoNA
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)	splash10-0005-9600000000-bfb5120a71bcb59d0595	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0002-9000000000-e8be837208f721108cb5	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-00l7-9000000000-30049714cfffac75afa8	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - CE-QTOF-MS system (Agilent 7100 CE + 6550 QTOF) 20V, Positive	Not Available	View in JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-dedfe29cd079d16b6ab6	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0002-9000000000-1eb1e63625c9a88ab50e	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0002-9000000000-2091aa9161bf50c2c4a3	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0002-9100000000-dda19ef742ce86eb3cdc	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0002-9000000000-1075d89ff75e92d6eb4d	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 0V, Positive	splash10-0006-2900000000-4f104488c46146ea3415	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0002-9100000000-5d462295a801a6f187f2	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 0V, Positive	splash10-0006-2900000000-9dce8cd7f849fb068b41	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0002-9200000000-c5783540dfb0c4f31a43	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9000000000-b1629f38af1ff6c0c881	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0900000000-613db7c6c34c85787526	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-3900000000-b5b0ab7d260b2c465ceb	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0zna-9000000000-4d40f26175c89f5ca8f1	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-2900000000-5f3cf75dbdd1a0ff7b4e	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0072-5900000000-91359fd775eb604a3d5d	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0592-9300000000-24bfa38c15e2d56c8fa6	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000x-6900000000-ca237928edb79864a607	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9300000000-a2a472401cffb11f576f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0uea-9000000000-9a3cd80563596785356a	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-006t-7900000000-20650405c19d75a6a299	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-007a-4900000000-c3539a1cf8d172ae1bb4	View in MoNA
1D NMR	¹H NMR Spectrum (1D, 600 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

Not Available

Biospecimen Locations

Brain
Liver
Placenta

Pathways

Name	SMPDB/Pathwhiz	KEGG
Histidine Metabolism		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Brain	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Liver	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	PMID: 31867104	details
Placenta	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details