4-Hydroxy-hippuric acid

4-Hydroxy-hippuric acid is a hydroxylated hippuric acid derivative featuring a benzoyl-linked glycine framework in which the aromatic ring bears a 4-hydroxy substituent. The molecule contains both a carboxylic acid and an amide functional group, with the phenolic hydroxyl providing additional hydrogen-bonding and acid-base behavior that can influence solubility and analytical detectability. As a defined aromatic amino-acid-related metabolite analogue, it is used in biochemical and analytical studies such as studying aromatic hydroxylation patterns, supporting method development for urine or metabolite profiling, and serving as a reference compound in chromatographic or spectrometric assays.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: CP26857

CAS No:2482-25-9

Synonyms/Alias:4-Hydroxyhippuricacid;2-[(4-hydroxyphenyl)formamido]aceticacid;p-Hydroxyhippuricacid;2482-25-9;4-Hydroxy-bz-gly-oh;4-Hydroxybenzoylglycine;2-(4-Hydroxybenzamido)aceticacid;N-(4-Hydroxybenzoyl)glycine;CHEMBL500596;CHEBI:71018;2-[(4-hydroxyphenyl)carbonylamino]aceticacid;4-hydroxyhippurate;4-OH-hippuricacid;p-hydroxy-hippuricacid;AC1L45HI;AC1Q75YN;Oprea1_175764;Oprea1_731021;SCHEMBL936016;UNII-4E2MH5995F;CTK7J5210;Glycine,N-(4-hydroxybenzoyl)-;MolPort-000-182-641;4E2MH5995F;ZINC154442

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M.F/Formula
C9H9NO4
M.W/Mr.
195.17

4-Hydroxy-hippuric acid is a hydroxy-substituted hippuric acid derivative that features a phenolic side chain together with a carboxylic acid and an amide functionality. This combination makes it a useful aromatic amino-acid-related building block for analytical chemistry and for preparing standards and reference materials where controlled structural features are required. In research workflows, its defined substitution pattern supports consistent chromatographic and mass-spectrometric behavior for method development and quantitative measurements.

1. Analytical Standards Development

4-Hydroxy-hippuric acid is widely used to prepare analytical standards for LC-MS and related chromatographic workflows that monitor hippurate-like metabolites and structurally related aromatic carboxylic acids. Analytical chemists and metabolomics teams rely on this compound as a reference for retention-time alignment, calibration, and confirmation of fragment patterns when separating and quantifying hydroxylated aromatic amide metabolites. Because it contains both a phenolic group and a carboxylic acid, it provides a chemically well-defined target for developing robust extraction and detection strategies in complex matrices.

2. Metabolomics And Metabolic Profiling

4-Hydroxy-hippuric acid supports metabolomics studies that focus on aromatic metabolite panels and urine- or biofluid-based profiling of hippurate derivatives. Researchers use it to benchmark signal identity and to validate analytical pipelines that quantify hydroxy-substituted hippuric acid species across experimental conditions. Its presence as a defined chemical entity helps ensure that observed peaks in untargeted or semi-targeted screens can be assigned with higher confidence during downstream data processing and metabolite annotation.

3. Pharmaceutical Intermediate Building Block

4-Hydroxy-hippuric acid is also leveraged as a pharmaceutical intermediate building block in specialty chemical synthesis where a hydroxy-substituted aromatic amide/carboxylic acid motif is required. Process and medicinal chemistry teams use it to access downstream derivatives that retain the key functional handles for further transformation into more complex structures. The compound's functional group pattern supports practical synthetic planning for producing analogs used in structure-property studies, impurity profiling, and development of related chemical series.

4. Method Validation Reference Material

4-Hydroxy-hippuric acid is commonly incorporated into reference sets for analytical method validation, including system suitability and confirmation experiments. Quality-focused laboratories use it to evaluate reproducibility of quantitation and to verify that sample preparation and instrument conditions yield consistent results for a known, structurally specific analyte. This makes it useful for routine analytical checks in research environments where accurate tracking of small aromatic amide metabolites is required across multiple runs and instrument configurations.

Size
1 g;5 g;
InChI
1S/C9H9NO4/c11-7-3-1-6(2-4-7)9(14)10-5-8(12)13/h1-4,11H,5H2,(H,10,14)(H,12,13)
InChI Key
ZMHLUFWWWPBTIU-UHFFFAOYSA-N
Canonical SMILES
C1=CC(=CC=C1C(=O)NCC(=O)O)O

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