≥96% 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 1 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Chelidonic acid (CA) is a γ-pyrone. It is reported as constituent of the rhizome of Chelidonium majus L. It has many pharmacological effects, such as mild analgesic and antimicrobial effects. Therapeutic potential of CA for the treatment of intestinal inflammation has been investigated. CA is reported as inhibitor of the rat brain glutamate decarboxylase. Biosynthesis of CA in cell suspension cultures of Leucojum aestivum has been studied.
Biological activity
Chelidonic acid is a component of Chelidonium majus L., used as a mild analgesic, an antimicrobial, an acentral nervous system sedative. Chelidonic acid also shows anti-inflammatory activity. Chelidonic acid has potential to inhibit IL-6 production by blocking NF-κB and caspase-1. Chelidonic acid is a glutamate decarboxylase inhibitor, with a Ki of 1.2 μM。
| Pubchem Sid | 488180429 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488180429 |
| Canonical Smiles | C1=C(OC(=CC1=O)C(=O)O)C(=O)O |
| IUPAC Name | 4-oxopyran-2,6-dicarboxylic acid |
| InChIKey | PBAYDYUZOSNJGU-UHFFFAOYSA-N |
| INCHI | 1S/C7H4O6/c8-3-1-4(6(9)10)13-5(2-3)7(11)12/h1-2H,(H,9,10)(H,11,12) |
| Isomeric SMILES | C1=C(OC(=CC1=O)C(=O)O)C(=O)O |
| WGK Germany | 3 |
| RTECS | UP7350000 |
| Molecular Weight | 184.1 |
| Beilstein | 163607 |
| Reaxy-Rn | 163607 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=163607&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 | Organoheterocyclic compounds |
| Class | Pyrans |
| Subclass | Pyranones and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Pyranones and derivatives |
| Alternative Parents | Dicarboxylic acids and derivatives Heteroaromatic compounds Cyclic ketones Oxacyclic compounds Carboxylic acids Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | Pyranone - Dicarboxylic acid or derivatives - Heteroaromatic compound - Cyclic ketone - Oxacycle - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Aromatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as pyranones and derivatives. These are compounds containing a pyran ring which bears a ketone. |
| External Descriptors | Monocyclic gamma-pyrones |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 B2315430 | Certificate of Analysis | Oct 13, 2022 | O196156 |
| B2315622 | Certificate of Analysis | Oct 13, 2022 | O196156 |
| B2315895 | Certificate of Analysis | Oct 13, 2022 | O196156 |
| B2315905 | Certificate of Analysis | Oct 13, 2022 | O196156 |
| B2316090 | Certificate of Analysis | Oct 13, 2022 | O196156 |
| B2316091 | Certificate of Analysis | Oct 13, 2022 | O196156 |
| B2316585 | Certificate of Analysis | Oct 13, 2022 | O196156 |
| B2316613 | Certificate of Analysis | Oct 13, 2022 | O196156 |
| Solubility | ≥34.4 mg/mL in DMSO; insoluble in EtOH; ≥3.15 mg/mL in H2O with ultrasonic |
|---|---|
| Melt Point(°C) | 265 °C |
| Molecular Weight | 184.100 g/mol |
| XLogP3 | -0.400 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 2 |
| Exact Mass | 184.001 Da |
| Monoisotopic Mass | 184.001 Da |
| Topological Polar Surface Area | 101.000 Ų |
| Heavy Atom Count | 13 |
| Formal Charge | 0 |
| Complexity | 316.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| 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. Zhiming Mi, Lintao Liao, Lingjun Meng, Yuhang Zhao, Mingli Yin, Guangqiu Lei, Haoye Xiong, Gao Hu, Qianqian Xu, Zhixiao Liu. (2024) Chelidonic acid-regulated synthesis of asymmetric polyamide nanofiltration membrane: Mechanisms and separation performance. SEPARATION AND PURIFICATION TECHNOLOGY, [PMID:] [10.1016/j.seppur.2024.131031] |
