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| Synonyms | scopoletin | 92-61-5 | Gelseminic acid | 7-Hydroxy-6-methoxy-2H-chromen-2-one | 6-Methylesculetin | Chrysatropic acid | Murrayetin | Scopoletine | Scopoletol | 7-Hydroxy-6-methoxycoumarin | Escopoletin | 6-O-Methylesculetin | 6-Methoxy-7-hydroxycoumarin | 7-Hydroxy-6-methoxy-2H-1- |
|---|---|
| Specifications & Purity | 10mM in DMSO |
| Biochemical and Physiological Mechanisms | Dye that can be used to detect the release of reactive oxygen species during the oxidative burst; peroxynitrite scavenger; acetylcholinesterase inhibitor.Scopoletin significantly increases activity of lipoprotein lipase in adipocytes by promoting transcri |
| Storage Temp | Store at -80°C |
| Shipped In |
Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available. |
Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Phenylpropanoids and polyketides |
| Class | Coumarins and derivatives |
| Subclass | Hydroxycoumarins |
| Intermediate Tree Nodes | Not available |
| Direct Parent | 7-hydroxycoumarins |
| Alternative Parents | 1-benzopyrans Anisoles Pyranones and derivatives Alkyl aryl ethers 1-hydroxy-2-unsubstituted benzenoids Heteroaromatic compounds Lactones Oxacyclic compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | 7-hydroxycoumarin - Benzopyran - 1-benzopyran - Anisole - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Pyranone - Pyran - Benzenoid - Heteroaromatic compound - Lactone - Oxacycle - Ether - Organoheterocyclic compound - Organic oxygen compound - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton. |
| External Descriptors | a small molecule |
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| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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| IUPAC Name | 7-hydroxy-6-methoxychromen-2-one |
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| INCHI | InChI=1S/C10H8O4/c1-13-9-4-6-2-3-10(12)14-8(6)5-7(9)11/h2-5,11H,1H3 |
| InChIKey | RODXRVNMMDRFIK-UHFFFAOYSA-N |
| Smiles | COC1=C(C=C2C(=C1)C=CC(=O)O2)O |
| Isomeric SMILES | COC1=C(C=C2C(=C1)C=CC(=O)O2)O |
| WGK Germany | 2 |
| RTECS | GN6930000 |
| PubChem CID | 5280460 |
| Molecular Weight | 192.17 |
| Beilstein | 156296 |
| Melt Point(°C) | 200-207°C |
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| Molecular Weight | 192.170 g/mol |
| XLogP3 | 1.500 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 1 |
| Exact Mass | 192.042 Da |
| Monoisotopic Mass | 192.042 Da |
| Topological Polar Surface Area | 55.800 Ų |
| Heavy Atom Count | 14 |
| Formal Charge | 0 |
| Complexity | 261.000 |
| 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. Ying-Hui He, Xiao-Fei Shang, Hai-Xin Li, An-Ping Li, Chen Tang, Bao-Qi Zhang, Zhi-Jun Zhang, Rui Wang, Yue Ma, Sha-Sha Du, Yong-Mei Hu, Tian-Lin Wu, Wen-Bin Zhao, Cheng-Jie Yang, Ying-Qian Liu. (2021) Antifungal Activity and Action Mechanism Study of Coumarins from Cnidium monnieri Fruit and Structurally Related Compounds. CHEMISTRY & BIODIVERSITY, 18 (12): (e2100633). |
| 2. Feng Li, Jing Li, Jie Zhang, Lili Gao, Xuefeng Long, Yiping Hu, Shuwen Li, Jun Jin, Jiantai Ma. (2018) NiO Nanoparticles Anchored on Phosphorus-Doped α-Fe2O3 Nanoarrays: An Efficient Hole Extraction p–n Heterojunction Photoanode for Water Oxidation. ChemSusChem, 11 (13): (2156-2164). |
| 3. Yaru Li, Zhongmin Liu, Yongchuan Wu, Jitao Chen, Jingyu Zhao, Fengmin Jin, Ping Na. (2018) Carbon dots-TiO2 nanosheets composites for photoreduction of Cr(VI) under sunlight illumination: Favorable role of carbon dots. APPLIED CATALYSIS B-ENVIRONMENTAL, 224 (508). |
| 4. Qiqi Wu, Zhiwei Lin, Haibao Zhu, Chengzhu Ni, Meilan Chen. (2017) Simultaneous determination of phytochemicals and low-weight organic acids in Sophora japonica bud and premium noni juice through column-switching liquid chromatography connected with ion chromatography system. JOURNAL OF LIQUID CHROMATOGRAPHY & RELATED TECHNOLOGIES, |
| 5. Li Wang, Hai-Long Wu, Xiao-Li Yin, Yong Hu, Hui-Wen Gu, Ru-Qin Yu. (2017) Simultaneous determination of umbelliferone and scopoletin in Tibetan medicine Saussurea laniceps and traditional Chinese medicine Radix angelicae pubescentis using excitation-emission matrix fluorescence coupled with second-order calibration method. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 170 (104). |
| 6. Yang Wenjuan, Tang Sidi, Xu Rubing, Zhang Lu, Zhou Zihao, Yang Yong, Li Yanyan, Xiang Haibo. (2024) LC-MS based metabolomics identification of natural metabolites against Fusarium oxysporum. Frontiers in Plant Science, 15 |