1H-Imidazole-5-acetic acid
Basic information
- CAS
645-65-8- Standard SMILES
O=C(O)Cc1cnc[nH]1- InChIKey
PRJKNHOMHKJCEJ-UHFFFAOYSA-N- Molecular formula
- C5H6N2O2
- Average molar mass
- 126.11 g/mol
- Monoisotopic mass
- 126.04292744
Overview
Imidazol-4-ylacetic acid is a monocarboxylic acid that is acetic acid in which one of the methyl hydrogens has been replaced by an imidazol-4-yl group. It has a role as a mouse metabolite. It is a member of imidazoles and a monocarboxylic acid. It is functionally related to an acetic acid. It is a conjugate acid of an imidazol-4-ylacetate. It is a tautomer of a 2H-imidazol-4-ylacetic acid and an imidazol-5-ylacetic acid.
Names & identifiers
- Preferred name
- 1H-Imidazole-5-acetic acid
- IUPAC
- 2-(1H-imidazol-5-yl)acetic acid
- English name
- Imidazole-4-acetic acid
- Molecular formula
- C5H6N2O2
- Molecular weight
- 126.11
Names & synonyms
645-65-8Imidazole-4-acetic acidimidazoleacetic acid2-(1H-imidazol-5-yl)acetic acid1H-Imidazole-4-acetic acidImidazolyl-4-acetic acid4-Imidazoleacetic acidIMAC1h-imidazole-5-acetic acidIGZ30Z24EJNSC-60104DTXSID50214751
Show more names
2-(1H-IMidazol-5-yl)acetic acid hydrochlorideimidazol-4-ylaceticaciImidazol-4-acetic acidmidazole-4-acetic acidIimidazol-5-ylacetic acid
RefChem:790733DTXCID801372422-(1H-imidazol-3-ium-5-yl)acetate2-(1H-imidazol-4-yl)acetic acid4(5)-Imidazoleacetate4-Imidazoleacetateimidazol-4-ylacetic acid1H-Imidazol-4-ylacetic acid
Database identifiers
- CAS
645-65-8- PubChem CID
- 96215
- DTXSID
DTXSID50214751- ChEMBL
CHEMBL1789635、CHEMBL784
Properties
Computed structural properties
- XLogP
- -0.4
- Topological polar surface area
- 66 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 116
Experimental & physicochemical properties
Physical DescriptionSolid
Collision Cross Section
128.23 Ų [M+H]+ [CCS Type: DT; Method: stepped-field]
123.9 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
123.1 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
124 Ų [M+H]+
Physicochemical properties
- storage temp.
- 2 · 2-8°C
- solubility
- Soluble in DMSO
- form
- Solid
- Boiling point
- 447.3 · 447.3±20.0 °C(Predicted)
- Density
- 1.426 · 1.426±0.06 g/cm3(Predicted)
- Melting point
- 217 · 217-219 °C (decomp)
- pka
- 3.6 · 3.60±0.10(Predicted)
- color
- White to off-white
- InChI
- InChI=1S/C5H6N2O2/c8-5(9)1-4-2-6-3-7-4/h2-3H,1H2,(H,6,7)(H,8,9)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H319-H335-H315
- Precautionary statements
- P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
Chemistry & industry
Pharmacology
Tissue LocationsPlacenta
Cellular LocationsCytoplasm
Metabolite PathwaysHistidine metabolism
Applications
UsesImidazoleacetic acid is an endogenous ligand that stimulates imidazole receptors.
Upstream & downstream products
Downstream products
Additional notes
DefinitionChEBI: Imidazol-4-ylacetic acid is a monocarboxylic acid that is acetic acid in which one of the methyl hydrogens has been replaced by an imidazol-4-yl group. It has a role as a mouse metabolite. It is a monocarboxylic acid and a member of imidazoles. It is functionally related to an acetic acid. It is a conjugate acid of an imidazol-4-ylacetate. It is a tautomer of an imidazol-5-ylacetic acid and a 2H-imidazol-4-ylacetic acid.
Related reactions
39 records
Compound notes
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