Determine the necessary mass, volume, or concentration for preparing a solution.
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Moligand™, ≥97% Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C Ships Wet ice 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 12 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Product Introduction |
Kynurenic acid is a metabolite of tryptophan in mammals via the kynurenine pathway. Studies have observed that Kynurenic acid acts as a ligand to the GPR35 G protein-coupled receptor. The binding of Kynurenic acid to GPR35 has been noted to affect calcium mobilization and inositol phosphatase synthesis and may indicate potential signaling functions by Kynurenic acid via the GPR35 receptor. Additionally reported to be a broad spectrum, excitatory amino acid (EAA) antagonist. Other studies have reported that Kynurenic acid acts as an antagonist to mammalian ionotropic glutamate receptors especially NMDA (N-methyl-D-aspartate receptors).Kynurenic acid is an inhibitor of AChR α7, GluR and GlyR.
| Product Usage |
An antagonist of NMDA and AMPA/kainate receptors
Kynurenic acid has been used as a constituent in dissection saline solution for embryonic cerebral cortical cells[7] and human primary astrocytes. It has also been used as a medium supplement for murine intestinal epithelial cell line, MODE-K and induced pluripotent stem cell (iPSC)-derived neurons cells.
| Pubchem Sid | 504750720 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504750720 |
| Canonical Smiles | C1=CC=C2C(=C1)C(=O)C=C(N2)C(=O)O |
| IUPAC Name | 4-oxo-1H-quinoline-2-carboxylic acid |
| InChIKey | HCZHHEIFKROPDY-UHFFFAOYSA-N |
| INCHI | 1S/C10H7NO3/c12-9-5-8(10(13)14)11-7-4-2-1-3-6(7)9/h1-5H,(H,11,12)(H,13,14) |
| Isomeric SMILES | C1=CC=C2C(=C1)C(=O)C=C(N2)C(=O)O |
| WGK Germany | 3 |
| RTECS | VB2080000 |
| Alternate CAS | 492-27-3 |
| Molecular Weight | 189.17 |
| Beilstein | 147451 |
| Reaxy-Rn | 474479 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=474479&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 | Quinolines and derivatives |
| Subclass | Quinoline carboxylic acids |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Quinoline carboxylic acids |
| Alternative Parents | Hydroquinolones Hydroquinolines Pyridinecarboxylic acids Benzenoids Vinylogous amides Heteroaromatic compounds Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Quinoline-2-carboxylic acid - Dihydroquinolone - Dihydroquinoline - Pyridine carboxylic acid - Pyridine carboxylic acid or derivatives - Pyridine - Benzenoid - Heteroaromatic compound - Vinylogous amide - Monocarboxylic acid or derivatives - Carboxylic acid - Azacycle - Carboxylic acid derivative - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Organic nitrogen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions. |
| External Descriptors | monohydroxyquinoline - quinolinemonocarboxylic acid |
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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 |
|---|---|---|---|
| Certificate of Analysis | Jun 11, 2026 | K120012 | |
| Certificate of Analysis | Jul 04, 2025 | K120012 | |
| Certificate of Analysis | Sep 16, 2022 | K120012 | |
| Certificate of Analysis | Sep 15, 2022 | K120012 | |
| Certificate of Analysis | Sep 15, 2022 | K120012 | |
| Certificate of Analysis | Aug 04, 2022 | K120012 | |
| Certificate of Analysis | Aug 04, 2022 | K120012 | |
| Certificate of Analysis | Aug 04, 2022 | K120012 | |
| Certificate of Analysis | Aug 04, 2022 | K120012 | |
| Certificate of Analysis | Aug 04, 2022 | K120012 | |
| Certificate of Analysis | Aug 04, 2022 | K120012 | |
| Certificate of Analysis | Aug 04, 2022 | K120012 |
| Solubility | Soluble in water (partly), hot alcohol, DMSO (75 mM), 0.1 M NaOH (50 mg/ml), and methanol. |
|---|---|
| Melt Point(°C) | 275°C |
| Molecular Weight | 189.170 g/mol |
| XLogP3 | 1.300 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 1 |
| Exact Mass | 189.043 Da |
| Monoisotopic Mass | 189.043 Da |
| Topological Polar Surface Area | 66.400 Ų |
| Heavy Atom Count | 14 |
| Formal Charge | 0 |
| Complexity | 308.000 |
| 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. Shuyuan Cao, Shengjie Hu, Ping Jiang, Zhan Zhang, Lei Li, Qian Wu. (2023) Effects of sulforaphane on breast cancer based on metabolome and microbiome. Food Science & Nutrition, 11 (5): (2277-2287). [PMID:37181316] [10.1002/fsn3.3168] |
| 2. Qiuyang Huang, Xiaoling Zang, Zhiwei Zhang, Hang Yu, Baoyan Ding, Zhuangzhuang Li, Simin Cheng, Xin Zhang, Mustafa R.K. Ali, Xue Qiu, Zhihua Lv. (2023) Study on endogenous inhibitors against PD-L1: cAMP as a potential candidate. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:36646351] [10.1016/j.ijbiomac.2023.123266] |
| 3. Hao Liu, Jun-Tao Zhang, Chen-Ye Mou, Yue Hao, Wei Cui. (2022) Involvement of DAAO Overexpression in Delayed Hippocampal Neuronal Death. Cells, 11 (22): (3689). [PMID:36429117] [10.3390/cells11223689] |
| 4. Xiaoxu Cheng, Zifeng Pi, Zhong Zheng, Shu Liu, Fengrui Song, Zhiqiang Liu. (2022) Combined 16S rRNA gene sequencing and metabolomics to investigate the protective effects of Wu-tou decoction on rheumatoid arthritis in rats. JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES, [PMID:35447521] [10.1016/j.jchromb.2022.123249] |
| 5. Xue-Mei Han, Yan-Jie Qin, Ying Zhu, Xin-Lin Zhang, Nan-Xi Wang, Ying Rang, Xue-Jia Zhai, Yong-Ning Lu. (2019) Development of an underivatized LC-MS/MS method for quantitation of 14 neurotransmitters in rat hippocampus, plasma and urine: Application to CUMS induced depression rats. JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, [PMID:31288191] [10.1016/j.jpba.2019.06.043] |
| 6. Hao Liu, Meng-Jing Zhao, Zi-Ying Wang, Qiao-Qiao Han, Hai-Yun Wu, Xiao-fang Mao, Yong-Xiang Wang. (2019) Involvement of d-amino acid oxidase in cerebral ischaemia induced by transient occlusion of the middle cerebral artery in mice. BRITISH JOURNAL OF PHARMACOLOGY, 176 (17): (3336-3349). [PMID:31309542] [10.1111/bph.14764] |
| 7. Dezhen Wang, Xinru Wang, Ping Zhang, Yao Wang, Renke Zhang, Jin Yan, Zhiqiang Zhou, Wentao Zhu. (2016) The fate of technical-grade chlordane in mice fed a high-fat diet and its roles as a candidate obesogen. ENVIRONMENTAL POLLUTION, [PMID:28041837] [10.1016/j.envpol.2016.11.028] |
| 8. Dan-Qian Chen, Gang Cao, Hua Chen, Dan Liu, Wei Su, Xiao-Yong Yu, Nosratola D. Vaziri, Xiu-Hua Liu, Xu Bai, Li Zhang, Ying-Yong Zhao. (2017) Gene and protein expressions and metabolomics exhibit activated redox signaling and wnt/β-catenin pathway are associated with metabolite dysfunction in patients with chronic kidney disease. Redox Biology, [PMID:28343144] [10.1016/j.redox.2017.03.017] |
| 9. Yu Meng WANG, Wei Yi WANG, Li Yan SUN, Qiang LI, Zhi Jun ZHAO, Jian HU, Rong Yu ZHANG, Li Hua WANG. (2020) Serum Metabolomic Indicates Potential Biomarkers and Metabolic Pathways of Pediatric Kashin-Beck Disease. BIOMEDICAL AND ENVIRONMENTAL SCIENCES, [PMID:33228834] [10.3967/bes2020.100] |
| 10. Yu Wang, Chaofan Chen, Yushan Li, Ran Li, Jinghan Wang, Chao Wu, Haonan Chen, Yingchao Shi, Shengfang Wang, Chuanyu Gao. (2025) Kaempferol inhibits oxidative stress and reduces macrophage pyroptosis by activating the NRF2 signaling pathway. PLoS One, 20 (6): (e0325189). [PMID:40478791] [10.1371/journal.pone.0325189] |
| 11. Qi Wu, Ziyi Chen, Zong Hou, Zhiqiang Liu, Rong Sun, Shu Liu. (2026) Multi-omics Reveals Hepatotoxic Mechanisms and Key Toxic Components of Polygoni Multiflori Radix and Its Processed Products. PHYTOMEDICINE, [PMID:41655553] [10.1016/j.phymed.2026.157908] |
| 12. XuanLin Zhao, Tao Wang, QiLong Zhou, ZeLiang Wei, Ying Zhang, XiaoYi Wu, YuDa Zhu, XiuXian Yu, HongLi Jiang, XinRui Xu, Kun Zhang, Guang Xin, Wen Huang. (2026) Hierarchically Targeted Cu-Doped Carbon Dot/Kynurenic Acid@RM Platform for Restoring Mitochondrial Metabolism and Modulating Inflammation in Acute Pancreatitis. ACS Nano, [PMID:] [10.1021/acsnano.5c14940] |
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