≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Room temperature Ships Normal Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 4 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Pubchem Sid | 504753938 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504753938 |
| Canonical Smiles | CN1C=NC=C1CC(C(=O)O)N |
| IUPAC Name | (2S)-2-amino-3-(3-methylimidazol-4-yl)propanoic acid |
| InChIKey | JDHILDINMRGULE-LURJTMIESA-N |
| INCHI | 1S/C7H11N3O2/c1-10-4-9-3-5(10)2-6(8)7(11)12/h3-4,6H,2,8H2,1H3,(H,11,12)/t6-/m0/s1 |
| Isomeric SMILES | CN1C=NC=C1C[C@@H](C(=O)O)N |
| WGK Germany | 3 |
| Molecular Weight | 169.18 |
| Reaxy-Rn | 83652 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=83652&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic acids and derivatives |
| Class | Carboxylic acids and derivatives |
| Subclass | Amino acids, peptides, and analogues |
| Intermediate Tree Nodes | Amino acids and derivatives - Alpha amino acids and derivatives |
| Direct Parent | Histidine and derivatives |
| Alternative Parents | L-alpha-amino acids Imidazolyl carboxylic acids and derivatives Aralkylamines N-substituted imidazoles Heteroaromatic compounds Amino acids Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | Histidine or derivatives - Alpha-amino acid - L-alpha-amino acid - Imidazolyl carboxylic acid derivative - Aralkylamine - N-substituted imidazole - Azole - Imidazole - Heteroaromatic compound - Amino acid - Carboxylic acid - Azacycle - Organoheterocyclic compound - Monocarboxylic acid or derivatives - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Primary amine - Primary aliphatic amine - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Carbonyl group - Organic oxygen compound - Amine - Aromatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as histidine and derivatives. These are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. |
| External Descriptors | non-proteinogenic L-alpha-amino acid - L-histidine derivative |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 K2201597 | Certificate of Analysis | May 11, 2026 | N137204 |
| K2201649 | Certificate of Analysis | May 11, 2026 | N137204 |
| K2201652 | Certificate of Analysis | May 11, 2026 | N137204 |
| F2206217 | Certificate of Analysis | Dec 12, 2025 | N137204 |
| F2206218 | Certificate of Analysis | Dec 12, 2025 | N137204 |
| F2206222 | Certificate of Analysis | Dec 12, 2025 | N137204 |
| C2209192 | Certificate of Analysis | Sep 09, 2025 | N137204 |
| L2402419 | Certificate of Analysis | Dec 06, 2024 | N137204 |
| L2402445 | Certificate of Analysis | Dec 06, 2024 | N137204 |
| K2201593 | Certificate of Analysis | Aug 22, 2024 | N137204 |
| E1905164 | Certificate of Analysis | Jan 15, 2023 | N137204 |
| I2503040 | Certificate of Analysis | Mar 15, 2022 | N137204 |
| F2206216 | Certificate of Analysis | Mar 09, 2022 | N137204 |
| Melt Point(°C) | 254 °C |
|---|---|
| Molecular Weight | 169.180 g/mol |
| XLogP3 | -3.300 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 3 |
| Exact Mass | 169.085 Da |
| Monoisotopic Mass | 169.085 Da |
| Topological Polar Surface Area | 81.100 Ų |
| Heavy Atom Count | 12 |
| Formal Charge | 0 |
| Complexity | 174.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 1 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Mingfa Sun, Hongchao Jiao, Jingpeng Zhao, Xiaojuan Wang, Haifang Li, Yunlei Zhou, Hai Lin. (2022) Research Note: Creatine monohydrate alleviates protein breakdown induced by corticosterone via inhibiting ubiquitin proteasome pathway in chicken myotubes. POULTRY SCIENCE, [PMID:36194918] [10.1016/j.psj.2022.102177] |
| 2. Lili Zhang, Wen Duan, Yan Huang, Yuyu Zhang, Baoguo Sun, Dandan Pu, Yizhuang Tang, Chao Liu. (2020) Sensory taste properties of chicken (Hy-Line brown) soup as prepared with five different parts of the chicken. INTERNATIONAL JOURNAL OF FOOD PROPERTIES, [PMID:] [10.1080/10942912.2020.1828455] |
| 3. Lu Wang, Limei Xiao, Shoujing Zheng, Jie Pang, Jiebo Chen. (2024) Characterization and assessment of free amino acids in different varieties of sugarcane. INDUSTRIAL CROPS AND PRODUCTS, [PMID:] [10.1016/j.indcrop.2024.118306] |
| 4. Wenjun Zhang, Chuntao Dong, Zhaosheng Li, Huina Shi, Yijun Xu, Mingchen Zhu. (2024) Serum targeted metabolomics uncovering specific amino acid signature for diagnosis of intrahepatic cholangiocarcinoma. JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, [PMID:39241676] [10.1016/j.jpba.2024.116457] |
