Determine the necessary mass, volume, or concentration for preparing a solution.
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Moligand™, analytical standard, ≥98% Analytical standard,Moligand™ 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 15 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Sonrisas canónicas | C1=CC(=O)OC2=CC(=C(C=C21)O)O |
|---|---|
| IUPAC Name | 6,7-dihydroxychromen-2-one |
| InChIKey | ILEDWLMCKZNDJK-UHFFFAOYSA-N |
| INCHI | 1S/C9H6O4/c10-6-3-5-1-2-9(12)13-8(5)4-7(6)11/h1-4,10-11H |
| Isómeros SMILES | C1=CC(=O)OC2=CC(=C(C=C21)O)O |
| WGK Alemania | 3 |
| RTECS | GN6382500 |
| Peso molecular | 178.14 |
| Beilstein | 152788 |
| Reaxy-Rn | 152788 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=152788&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 | Phenylpropanoids and polyketides |
| Clase | Coumarins and derivatives |
| Subclass | Hydroxycoumarins |
| Intermediate Tree Nodes | Not available |
| Direct Parent | 6,7-dihydroxycoumarins |
| Alternative Parents | 7-hydroxycoumarins 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 | 6,7-dihydroxycoumarin - 7-hydroxycoumarin - Benzopyran - 1-benzopyran - 1-hydroxy-2-unsubstituted benzenoid - Pyranone - Pyran - Benzenoid - Heteroaromatic compound - Lactone - Oxacycle - Organoheterocyclic compound - Organic oxygen compound - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Aromatic heteropolycyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as 6,7-dihydroxycoumarins. These are coumarins bearing two hydroxyl groups at positions 6 and 7 of the coumarin skeleton, respectively. |
| External Descriptors | a coumarin |
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| Punto de fusión (°C) | 270°C |
|---|---|
| Peso molecular | 178.140 g/mol |
| XLogP3 | 1.200 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 0 |
| Exact Mass | 178.027 Da |
| Monoisotopic Mass | 178.027 Da |
| Topological Polar Surface Area | 66.800 Ų |
| Heavy Atom Count | 13 |
| Formal Charge | 0 |
| Complexity | 248.000 |
| 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. Shuai-Nan Zhang, Qi Liu, Xu-Zhao Li, Wu-De Yang, Ying Zhou. (2023) Sophora tonkinensis and active compounds inhibit mitochondrial impairments, inflammation, and LDLR deficiency in myocardial ischemia mice through regulating the vesicle-mediated transport pathway. FITOTERAPIA, [PMID:38007052] [10.1016/j.fitote.2023.105756] |
| 2. Zhang Shuai-nan, Liu Qi, Li Xu-zhao, Yang Wu-de, Zhou Ying. (2023) Cardioprotection of Eucommiae Folium: the extract and pharmaceutically active compounds attenuate hyperglycemia, mitochondrial dysfunction, calcium dyshomeostasis, insulin resistance, and oxidative stress in diabetic cardiomyopathy db/db mice. JOURNAL OF PHARMACY AND PHARMACOLOGY, 75 (12): (1509-1520). [PMID:37889854] [10.1093/jpp/rgad095] |
| 3. Ji Ma, Yang Deng, Tingting Yang, Maoru Li, Jing Shang. (2023) Esculetin Alleviates Nonalcoholic Fatty Liver Disease on High-Cholesterol-Diet-Induced Larval Zebrafish and FFA-Induced BRL-3A Hepatocyte. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 24 (2): (1593). [PMID:36675107] [10.3390/ijms24021593] |
| 4. Yin Lu, Yuan Zhang, Kan Zhang. (2022) Renewable biomass resources to access halogen- and phosphorus-free flame retardant thermosets with ultra-low heat release capacity. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2022.137670] |
| 5. Guoyan Liu, Wenqi Zhu, Sitong Li, Wanli Zhou, Huijuan Zhang, Jing Wang, Xiaofang Liu, Jixian Zhang, Li Liang, Xin Xu. (2021) Antioxidant capacity and interaction of endogenous phenolic compounds from tea seed oil. FOOD CHEMISTRY, [PMID:34968910] [10.1016/j.foodchem.2021.131940] |
| 6. Bi Wang, Pirui Li, Shu Xu, Lanying Liu, Yannan Xu, Xu Feng, Xingzeng Zhao, Yu Chen. (2021) Inhibitory Effects of the Natural Product Esculetin on Phytophthora capsici and Its Possible Mechanism. PLANT DISEASE, 105 (6): [PMID:33332162] [10.1094/PDIS-09-20-2054-RE] |
| 7. Yuanyang Dong, Qihang Hou, Meng Sun, Jingjing Sun, Bingkun Zhang. (2020) Targeted Isolation of Antioxidant Constituents from Plantago asiatica L. and In Vitro Activity Assay. MOLECULES, 25 (8): (1825). [PMID:32316264] [10.3390/molecules25081825] |
| 8. Yang Wang, Chennong Xiang, Ting Li, Piming Ma, Huiyu Bai, Yi Xie, Mingqing Chen, Weifu Dong. (2017) Enhanced Thermal Stability and UV-Shielding Properties of Poly(vinyl alcohol) Based on Esculetin. JOURNAL OF PHYSICAL CHEMISTRY B, [PMID:28085278] [10.1021/acs.jpcb.6b11453] |
| 9. Lingzhi Zhao, Liu Zhao, Yanqing Miao, Chunye Liu, Chenxiao Zhang. (2016) Construction of a Turn Off-On-Off Fluorescent System Based on Competitive Coordination of Cu2+ between 6,7-Dihydroxycoumarin and Pyrophosphate Ion for Sensitive Assay of Pyrophosphatase Activity. Journal of Analytical Methods in Chemistry, [PMID:27766179] [10.1155/2016/4306838] |
| 10. Huichao Li, Lu Wang, Kai Sheng, Lina Zou, Baoxian Ye. (2016) Highly sensitive determination of esculetin on TiO2-NPs-coated poly(diallyldimethylammonium chloride)-functionalized graphene modified electrode. TALANTA, [PMID:27769491] [10.1016/j.talanta.2016.09.050] |
| 11. Dingli Ye, Junqiang Hao, Rongxu Zhang, Yangyang Zhou, Shurong Chen, Weijian Zhang, Lei Zhao, Jiahan Xie, Zhibing Wang. (2024) Optimization of ultrasonic-assisted supramolecular solvent microextraction of coumarins from Cortex fraxini using response surface methodology combined with artificial neural network-genetic algorithm. JOURNAL OF CHROMATOGRAPHY A, [PMID:38320432] [10.1016/j.chroma.2024.464692] |
| 12. Zhang Zejun, Shi Fan, Ai Yijing, Li Xiaoqing, Zhang Dan, Wang Lisi, Sun Wei. (2024) Portable wireless electrochemical sensing of breviscapine using core–shell ZIFs-derived Co nanoparticles embedded in N-doped carbon nanotube polyhedra-modified electrode. MICROCHIMICA ACTA, 191 (5): (1-12). [PMID:38683258] [10.1007/s00604-024-06298-0] |
| 13. Cheng Yang, Haijun Yan, Qianhe Huang, Wenge Yang, Yonghong Hu. (2024) Solubility Determination and Thermodynamic Model Analysis of Esculetin in Different Solvents from 273.15 to 318.15 K. JOURNAL OF CHEMICAL AND ENGINEERING DATA, [PMID:] [10.1021/acs.jced.3c00771] |
| 14. Pham Thi Nhat Trinh, Tong Thanh Danh, Do Chiem Tai, Phung Van Trung, Luu Hong Truong, Dang Thi Le Hang, Truong Minh Dung, Le Tien Dung. (2025) Ethnopharmacological and scientific validation of Caryota mitis Lour fruit peel for osteoarthritis and gout management. JOURNAL OF ETHNOPHARMACOLOGY, [PMID:40436126] [10.1016/j.jep.2025.120043] |
| 15. Cheng Chen, Yu Wang, Kai Hao, Zhe Zhao. (2025) Mechanistic elucidation of Esculetin's anti-WSSV activity and its application potential in sustainable aquaculture. AQUACULTURE, [PMID:] [10.1016/j.aquaculture.2025.743519] |
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