≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C Ships Ice chest + Ice pads 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 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Cyclo(his-pro) (Cyclo(histidyl-proline)) is an orally active cyclic dipeptide structurally related to tyreotropin-releasing hormone. Cyclo(his-pro) could inhibit NF-κB nuclear accumulation. Cyclo(his-pro) can cross the brain-blood-barrier and affect diverse inflammatory and stress responses.
Application：
Cyclo(L-His-L-Pro) is a versatile molecule and it finds application in biochemical and metabolomics research.
| Canonical Smiles | C1CC2C(=O)NC(C(=O)N2C1)CC3=CN=CN3 |
|---|---|
| IUPAC Name | (3S,8aS)-3-(1H-imidazol-5-ylmethyl)-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione |
| InChIKey | NAKUGCPAQTUSBE-IUCAKERBSA-N |
| INCHI | 1S/C11H14N4O2/c16-10-9-2-1-3-15(9)11(17)8(14-10)4-7-5-12-6-13-7/h5-6,8-9H,1-4H2,(H,12,13)(H,14,16)/t8-,9-/m0/s1 |
| Isomeric SMILES | C1C[C@H]2C(=O)N[C@H](C(=O)N2C1)CC3=CN=CN3 |
| WGK Germany | 3 |
| Molecular Weight | 234.26 |
| Reaxy-Rn | 3558939 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3558939&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 |
| Direct Parent | Alpha amino acids and derivatives |
| Alternative Parents | 2,5-dioxopiperazines N-alkylpiperazines Tertiary carboxylic acid amides Pyrrolidines Imidazoles Heteroaromatic compounds Secondary carboxylic acid amides Lactams Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Alpha-amino acid or derivatives - Dioxopiperazine - 2,5-dioxopiperazine - N-alkylpiperazine - 1,4-diazinane - Piperazine - Azole - Imidazole - Pyrrolidine - Tertiary carboxylic acid amide - Heteroaromatic compound - Secondary carboxylic acid amide - Lactam - Carboxamide group - Organoheterocyclic compound - Azacycle - Organic nitrogen compound - Organic oxide - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic oxygen compound - Carbonyl group - Hydrocarbon derivative - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. |
| External Descriptors | imidazoles - pyrrolopyrazine |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 E2430172 | Certificate of Analysis | Apr 22, 2024 | C339850 |
| E2430173 | Certificate of Analysis | Apr 22, 2024 | C339850 |
| E2430174 | Certificate of Analysis | Apr 22, 2024 | C339850 |
| E2430180 | Certificate of Analysis | Apr 22, 2024 | C339850 |
| E2430184 | Certificate of Analysis | Apr 22, 2024 | C339850 |
| E2430188 | Certificate of Analysis | Apr 22, 2024 | C339850 |
| E2430189 | Certificate of Analysis | Apr 22, 2024 | C339850 |
| E2430190 | Certificate of Analysis | Apr 22, 2024 | C339850 |
| E2430195 | Certificate of Analysis | Apr 22, 2024 | C339850 |
| E2430196 | Certificate of Analysis | Apr 22, 2024 | C339850 |
| Solubility | Soluble in water (Miscible). |
|---|---|
| Refractive Index | n20D~1.63 (Predicted) |
| Specific Rotation[α] | +54.8° to +55.5°(c=10 in 0.2 ml 6N NH4OH/100 ml H2O) |
| Boil Point(°C) | 744.8° C at 760 mmHg |
| Melt Point(°C) | 165-170° C |
| Molecular Weight | 234.250 g/mol |
| XLogP3 | -0.400 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 2 |
| Exact Mass | 234.112 Da |
| Monoisotopic Mass | 234.112 Da |
| Topological Polar Surface Area | 78.100 Ų |
| Heavy Atom Count | 17 |
| Formal Charge | 0 |
| Complexity | 346.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 2 |
| 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 |
