≥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 1 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Pubchem Sid | 488191330 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488191330 |
| Canonical Smiles | C1=CC=C(C=C1)COC(=O)NC(CC2=CN=CN2)C(=O)O |
| IUPAC Name | (2R)-3-(1H-imidazol-5-yl)-2-(phenylmethoxycarbonylamino)propanoic acid |
| InChIKey | WCOJOHPAKJFUDF-GFCCVEGCSA-N |
| INCHI | 1S/C14H15N3O4/c18-13(19)12(6-11-7-15-9-16-11)17-14(20)21-8-10-4-2-1-3-5-10/h1-5,7,9,12H,6,8H2,(H,15,16)(H,17,20)(H,18,19)/t12-/m1/s1 |
| Isomeric SMILES | C1=CC=C(C=C1)COC(=O)N[C@H](CC2=CN=CN2)C(=O)O |
| Molecular Weight | 289.29 |
| Beilstein | 25(3/4)4365 |
| Reaxy-Rn | 14396860 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=14396860&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 | Benzyloxycarbonyls Imidazolyl carboxylic acids and derivatives Heteroaromatic compounds Carbamate esters Organic carbonic acids and derivatives Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | Histidine or derivatives - Benzyloxycarbonyl - Imidazolyl carboxylic acid derivative - Monocyclic benzene moiety - Benzenoid - Azole - Imidazole - Heteroaromatic compound - Carbamic acid ester - Carbonic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Azacycle - Organoheterocyclic compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Carbonyl group - Organic oxygen compound - Organonitrogen compound - Organooxygen compound - Organopnictogen compound - 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 | Not available |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 E1725035 | Certificate of Analysis | Jan 21, 2025 | H115950 |
| D2314532 | Certificate of Analysis | May 04, 2023 | H115950 |
| K2221109 | Certificate of Analysis | Nov 30, 2022 | H115950 |
| K2223256 | Certificate of Analysis | Nov 29, 2022 | H115950 |
| Specific Rotation[α] | 24 ° (C=6, 6mol/L HCl) |
|---|---|
| Melt Point(°C) | 163 °C |
| Molecular Weight | 289.290 g/mol |
| XLogP3 | 1.200 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 7 |
| Exact Mass | 289.106 Da |
| Monoisotopic Mass | 289.106 Da |
| Topological Polar Surface Area | 104.000 Ų |
| Heavy Atom Count | 21 |
| Formal Charge | 0 |
| Complexity | 358.000 |
| 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. Jiacheng Sun, Jingjing Guo, Ling Liu, Yu Liu, Linling Yu, Yan Sun. (2025) Self-Assembly of Benzyloxycarbonyl Histidine with Zinc Ions for the Construction of Esterase Mimics. Catalysts, 15 (2): (185). [PMID:] [10.3390/catal15020185] |
