Determine the necessary mass, volume, or concentration for preparing a solution.
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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10mM in DMSO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -80°C Ships Dry ice packs + Cold packs 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 11 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Pubchem Sid | 528771518 |
|---|---|
| Canonical Smiles | C1=CC2=C(C=C1O)C(=O)OC3=C2C=CC(=C3)O |
| IUPAC Name | 3,8-dihydroxybenzo[c]chromen-6-one |
| InChIKey | RIUPLDUFZCXCHM-UHFFFAOYSA-N |
| INCHI | 1S/C13H8O4/c14-7-1-3-9-10-4-2-8(15)6-12(10)17-13(16)11(9)5-7/h1-6,14-15H |
| Isomeric SMILES | C1=CC2=C(C=C1O)C(=O)OC3=C2C=CC(=C3)O |
| PubChem CID | 5488186 |
| Molecular Weight | 228.20 |
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 | Phenylpropanoids and polyketides |
| Class | Coumarins and derivatives |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Coumarins and derivatives |
| Alternative Parents | Isocoumarins and derivatives 2-benzopyrans 1-benzopyrans Pyranones and derivatives 1-hydroxy-2-unsubstituted benzenoids Heteroaromatic compounds Lactones Oxacyclic compounds Organooxygen compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Coumarin - Isocoumarin - Benzopyran - 1-benzopyran - 2-benzopyran - 1-hydroxy-2-unsubstituted benzenoid - Pyranone - Pyran - Benzenoid - Heteroaromatic compound - Lactone - Oxacycle - Organoheterocyclic compound - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). |
| External Descriptors | Not available |
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| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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| Molecular Weight | 228.200 g/mol |
|---|---|
| XLogP3 | 2.300 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 0 |
| Exact Mass | 228.042 Da |
| Monoisotopic Mass | 228.042 Da |
| Topological Polar Surface Area | 66.800 Ų |
| Heavy Atom Count | 17 |
| Formal Charge | 0 |
| Complexity | 317.000 |
| 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. Yang Yang, Pui-Kei Lee, Ho-Ching Wong, Danyue Zhao. (2023) Oral supplementation of Gordonibacter urolithinfaciens promotes ellagic acid metabolism and urolithin bioavailability in mice. FOOD CHEMISTRY, [PMID:37976786] [10.1016/j.foodchem.2023.137953] |
| 2. Zeyuan Jin, Yaqi Zhang, Haijun Hu, Qian Li, Liwen Zhang, Kefei Zhao, Wenxing Liu, Lanjuan Li, Changyou Gao. (2024) Closed-Loop Theranostic Microgels for Immune Microenvironment Modulation and Microbiota Remodeling in Ulcerative Colitis. BIOMATERIALS, [PMID:39288617] [10.1016/j.biomaterials.2024.122834] |
| 3. Huang Zhengyuan, Ren Zhongyu, Wang Sanwang, Xiao Ling, Ling Yipeng, Xie Yinping, Wang Gaohua, Zhou Benhong. (2025) Urolithin A alleviates schizophrenic-like behaviors and cognitive impairment in rats through modulation of neuroinflammation, neurogenesis, and synaptic plasticity. Scientific Reports, 15 (1): (1-15). [PMID:40140679] [10.1038/s41598-025-93554-9] |
| 4. Zhengyuan Huang, Guanghui Chen, Zhongyu Ren, Ling Xiao, Ziyue Chen, Yinping Xie, Gaohua Wang, Benhong Zhou. (2025) Urolithin A ameliorates schizophrenia-like behaviors and cognitive impairments in female rats by modulating NLRP3 signaling. INTERNATIONAL IMMUNOPHARMACOLOGY, [PMID:39987632] [10.1016/j.intimp.2025.114336] |
| 5. Yang Yang, Ke Wang, Jia-Chi Chiou, Danyue Zhao. (2025) Metabolomic insights into the prebiotic and metabolic regulatory properties of ellagic acid and urolithins on probiotic-like bacteria in vitro. Current Research in Microbial Sciences, [PMID:40672532] [10.1016/j.crmicr.2025.100425] |
| 6. Weikang Sun, Renjie Luo, Qingwei Qu, Jie Yang, Guang Yang, Lihua Song, Peng Cao, Erguang Li. (2025) Ellagic Acid and the Metabolite Urolithin A Suppress HSV-1 Infection and Brain Inflammation by Targeting Casein Kinase CK2. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, [PMID:40560040] [10.1021/acs.jafc.5c04281] |
| 7. Xiaoyi Sun, Chunlin Gao, Pei Zhang, Yingchao Peng, Meiqiu Wang, Jiuyu Liu, Chenxi Ma, Shan Li, Zhengkun Xia. (2025) Urolithin A protects against calcium oxalate-induced crystal formation and kidney injury by regulating PCK1 to restore mitophagy function in kidney stone disease. BIOCHIMICA ET BIOPHYSICA ACTA-MOLECULAR BASIS OF DISEASE, 1872 (3): (168106). [PMID:41265017] [10.1016/j.bbadis.2025.168106] |
| 8. Huimin Li, Jingya Ruan, Jiayan Huang, Yijin Wu, Jiaming Cheng, Ongher Kouye, Yi Zhang, Tao Wang. (2025) Pomegranate peel and ellagic acid attenuate ulcerative colitis by targeting AKR1B1/B3 to inhibit NLRP3. PHYTOMEDICINE, [PMID:41308394] [10.1016/j.phymed.2025.157587] |
| 9. Jiayu Chen, Hairong Zhao, Yuemei Xi, Shanpan Fu, De Xie, Linqian Yu, Qiang Wang, Binyang Chen, Qian Zhang, Mingyan Zhang, Xueling Ye, Mengni Wu, Wanling Que, Shuyi Chen, Yayan Liu, Tetsuya Yamamoto, Hidenori Koyama, Hong Zhao, Jidong Cheng. (2025) Activation of mitophagy antagonizes high uric acid-induced hepatic lipid accumulation. JOURNAL OF BIOLOGICAL CHEMISTRY, [PMID:41391771] [10.1016/j.jbc.2025.111054] |
| 10. Miao Chen, Manzhen Li, Yunqian Lu, Ziqi Liu, Dengxue Yang, Yaoyao Guo, Xiangtao Wang. (2026) Mitochondria-targeting urolithin A/borneol nanoparticles: enhanced therapeutic effects for cerebral ischemia–reperfusion injury in rats. INTERNATIONAL JOURNAL OF PHARMACEUTICS, [PMID:41740767] [10.1016/j.ijpharm.2026.126717] |
| 11. Jiaqi Xiao, Lihua Qu, Xuan Qin, Chao Chen, Yuan Xu, Xinyu Que, Yaoyao Ma, Wentao Huang, Haoxiang Ou, Chao Wu, Yongfen Bao, Shigang Shan. (2026) Urolithin A Attenuates Aging-Induced Liver Injury by Inhibiting Nur77 Ubiquitination and Degradation. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, [PMID:] [10.1021/acs.jafc.5c17898] |