Determine the necessary mass, volume, or concentration for preparing a solution.
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Moligand™, ≥99% 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 22 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Pubchem Sid | 504751915 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504751915 |
| Sonrisas canónicas | CC(=CCC1=C(C=CC2=C1OC(=O)C=C2)OC)C |
| IUPAC Name | 7-methoxy-8-(3-methylbut-2-enyl)chromen-2-one |
| InChIKey | MBRLOUHOWLUMFF-UHFFFAOYSA-N |
| INCHI | 1S/C15H16O3/c1-10(2)4-7-12-13(17-3)8-5-11-6-9-14(16)18-15(11)12/h4-6,8-9H,7H2,1-3H3 |
| Isómeros SMILES | CC(=CCC1=C(C=CC2=C1OC(=O)C=C2)OC)C |
| WGK Alemania | 1 |
| RTECS | GN7700000 |
| CAS alternativo | 484-12-8 |
| Número NSC | 31868 |
| Términos de entrada MeSH | 7-methoxy-8-(3-methylpent-2-enyl)coumarin;osthol;osthole |
| Peso molecular | 244.29 |
| Reaxy-Rn | 1288399 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1288399&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 | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Coumarins and derivatives |
| Alternative Parents | 1-benzopyrans Anisoles Pyranones and derivatives Alkyl aryl ethers Heteroaromatic compounds Lactones Oxacyclic compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Coumarin - Benzopyran - 1-benzopyran - Anisole - 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 |
| Descripción | 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 | coumarins |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Fecha | Articulo |
|---|---|---|---|
| Certificate of Analysis | Jun 09, 2026 | O101699 | |
| Certificate of Analysis | Jun 09, 2026 | O101699 | |
| Certificate of Analysis | Jun 09, 2026 | O101699 | |
| Certificate of Analysis | Apr 25, 2026 | O101699 | |
| Certificate of Analysis | Apr 25, 2026 | O101699 | |
| Certificate of Analysis | Apr 25, 2026 | O101699 | |
| Certificate of Analysis | Jun 18, 2025 | O101699 | |
| Certificate of Analysis | Jul 27, 2024 | O101699 | |
| Certificate of Analysis | Jul 27, 2024 | O101699 | |
| Certificate of Analysis | Jul 27, 2024 | O101699 | |
| Certificate of Analysis | Jul 27, 2024 | O101699 | |
| Certificate of Analysis | Jul 01, 2024 | O101699 | |
| Certificate of Analysis | Jul 01, 2024 | O101699 | |
| Certificate of Analysis | Apr 27, 2024 | O101699 |
| Solubilidad | Insoluble in water; Very soluble in Methanol; Soluble in Ethanol |
|---|---|
| Punto de ebullición (°C) | 145~150°C |
| Punto de fusión (°C) | 83-84°C |
| Peso molecular | 244.280 g/mol |
| XLogP3 | 3.800 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 3 |
| Exact Mass | 244.11 Da |
| Monoisotopic Mass | 244.11 Da |
| Topological Polar Surface Area | 35.500 Ų |
| Heavy Atom Count | 18 |
| Formal Charge | 0 |
| Complexity | 366.000 |
| 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. Duo Lai, Delin Wang, Xuehua Shao, Jian Qin, Qingli Zhuang, Hanhong Xu, Weiqiang Xiao. (2023) Comparative physiological and transcriptome analysis provide insights into the inhibitory effect of osthole on Penicillium choerospondiatis. PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY, [PMID:38225092] [10.1016/j.pestbp.2023.105749] |
| 2. Huang Hui, Xue Jie, Xie Mei-Lin, Xie Tao. (2023) Osthole inhibits GSK-3β/AMPK/mTOR pathway-controlled glycolysis and increases radiosensitivity of subcutaneous transplanted hepatocellular carcinoma in nude mice. STRAHLENTHERAPIE UND ONKOLOGIE, [PMID:37963994] [10.1007/s00066-023-02173-8] |
| 3. Ke Hu, Rongyu Li, Feixu Mo, Yi Ding, Aiai Zhou, Xue Guo, Ruotong Li, Min Li, Minggui Ou, Ming Li. (2023) Natural product osthole can significantly disrupt cell wall integrity and dynamic balance of Fusarium oxysporum. PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY, [PMID:37945232] [10.1016/j.pestbp.2023.105623] |
| 4. Chuanyi Gu, Chunru Wang, Wenjie Ma, Yunli Gao, Junyao Li, Qing Jin, Xiaochen Wu. (2023) Drug-Loaded Konjac Glucomannan/Metal–Organic Framework Composite Hydrogels as Antibacterial and Anti-Inflammatory Cell Scaffolds. ACS Applied Materials & Interfaces, [PMID:37632730] [10.1021/acsami.3c06996] |
| 5. Weizhen Wang, Linan He, Zhuzhu Zhang, Wenzhi Li, Jia Chen, Tingting Chen, Youhua Long. (2023) Activity of the botanical compound thymol against kiwifruit rot caused by Fusarium tricinctum and the underlying mechanisms. PEST MANAGEMENT SCIENCE, [PMID:36864770] [10.1002/ps.7431] |
| 6. Ruige Yang, Zhiyan Liu, Meiyue Han, Liping Cui, Yong Guo. (2022) Preparation and Biological Evaluation of Novel Osthole-Derived N-Benzoylthioureas as Insecticide Candidates. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, [PMID:36508570] [10.1021/acs.jafc.2c06558] |
| 7. Huang Hui, Xue Jie, Xie Tao, Xie Mei-Lin. (2022) Osthole increases the radiosensitivity of hepatoma cells by inhibiting GSK-3β/AMPK/mTOR pathway-controlled glycolysis. NAUNYN-SCHMIEDEBERGS ARCHIVES OF PHARMACOLOGY, 396 (4): (683-692). [PMID:36445387] [10.1007/s00210-022-02347-8] |
| 8. Kuang Yi, Xia Yunlong, Wang Xing, Rao Qingqing, Yang Shengxiang. (2022) Magnetic Surface Molecularly Imprinted Polymer for Selective Adsorption of 4-Hydroxycoumarin. Frontiers in Chemistry, [PMID:35464201] [10.3389/fchem.2022.862777] |
| 9. Pan Liuliu, Zhang Xiaodan, Wang Danhan, Huang Min, Huang Qiusui, Duan Ping, Mei Jie. (2021) DCLK1 might be a therapeutic target of osthole against cervical cancer. PHARMAZIE, 76 (10): (503-506). [PMID:34620279] [10.1691/ph.2021.1641] |
| 10. Lijun Fang, Wei Wang, Jiazheng Chen, Anju Zuo, Hongmei Gao, Tao Yan, Pengqi Wang, Yujia Lu, Ruijuan Lv, Feng Xu, Yuguo Chen, Linmao Lyu. (2021) Osthole Attenuates Bleomycin-Induced Pulmonary Fibrosis by Modulating NADPH Oxidase 4-Derived Oxidative Stress in Mice. Oxidative Medicine and Cellular Longevity, [PMID:34527170] [10.1155/2021/3309944] |
| 11. Xing-Hua Zhou, Jian Kang, Zhen-Dong Zhong, Yue Cheng. (2021) Osthole induces apoptosis of the HT‑29 cells via endoplasmic reticulum stress and autophagy. Oncology Letters, 22 (4): (1-9). [PMID:34429766] [10.3892/ol.2021.12987] |
| 12. Jie Mei, Tiejun Wang, Shaojie Zhao, Yan Zhang. (2021) Osthole Inhibits Breast Cancer Progression through Upregulating Tumor Suppressor GNG7. Journal of Oncology, [PMID:33727922] [10.1155/2021/6610511] |
| 13. Yasi Mo, Yong Wu, Xin Li, Hui Rao, Xianxiang Tian, Danni Wu, Zhenpeng Qiu, Guohua Zheng, Junjie Hu. (2019) Osthole delays hepatocarcinogenesis in mice by suppressing AKT/FASN axis and ERK phosphorylation. EUROPEAN JOURNAL OF PHARMACOLOGY, [PMID:31712058] [10.1016/j.ejphar.2019.172788] |
| 14. Xiaohong Xu, Vinothakumar Rajamanicham, Sujing Xu, Zhoudi Liu, Tao Yan, Guang Liang, Guilong Guo, Huiping Zhou, Yi Wang. (2019) Schisandrin A inhibits triple negative breast cancer cells by regulating Wnt/ER stress signaling pathway. BIOMEDICINE & PHARMACOTHERAPY, [PMID:31048190] [10.1016/j.biopha.2019.108922] |
| 15. Dai Xuanxuan, Yin Changtian, Zhang Yi, Guo Guilong, Zhao Chengguang, Wang Ouchen, Xiang Youqun, Zhang Xiaohua, Liang Guang. (2018) Osthole inhibits triple negative breast cancer cells by suppressing STAT3. JOURNAL OF EXPERIMENTAL & CLINICAL CANCER RESEARCH, 37 (1): (1-11). [PMID:30577812] [10.1186/s13046-018-0992-z] |
| 16. Botao Wang, Xin Zheng, Jing Liu, Zhen Zhang, Chongyang Qiu, Lei Yang, Lanqiu Zhang, Qi Zhang, Hongwei Gao, Ximo Wang. (2018) Osthole inhibits pancreatic cancer progression by directly exerting negative effects on cancer cells and attenuating tumor-infiltrating M2 macrophages. JOURNAL OF PHARMACOLOGICAL SCIENCES, [PMID:30098910] [10.1016/j.jphs.2018.07.007] |
| 17. Yiyi Jin, Jianchang Qian, Xin Ju, Xiaodong Bao, Li Li, Suqing Zheng, Xiong Chen, Zhongxiang Xiao, Xuemei Chen, Weiwei Zhu, Weixin Li, Wencan Wu, Guang Liang. (2018) Osthole Protects against Acute Lung Injury by Suppressing NF-κB-Dependent Inflammation. MEDIATORS OF INFLAMMATION, [PMID:30057486] [10.1155/2018/4934592] |
| 18. Xu Renguo, Liu Zhen, Hou Jiande, Huang Tao, Yang Ming. (2018) Osthole improves collagen-induced arthritis in a rat model through inhibiting inflammation and cellular stress. CELLULAR & MOLECULAR BIOLOGY LETTERS, 23 (1): (1-11). [PMID:29743895] [10.1186/s11658-018-0086-0] |
| 19. Ting Xu, Zihan Xue, Xinhui Li, Miaomiao Zhang, Ruige Yang, Shangshang Qin, Yong Guo. (2025) Development of Membrane-Targeting Osthole Derivatives Containing Pyridinium Quaternary Ammonium Moieties with Potent Anti-Methicillin-Resistant Staphylococcus aureus Properties. JOURNAL OF MEDICINAL CHEMISTRY, [PMID:40205941] [10.1021/acs.jmedchem.4c03167] |
| 20. Huifang Liu, Jianmei Yao, Rongxiu Yin, Chiyu Ma, Lulu Li, Wen Yang, Zhiwei Lei. (2025) Antifungal mechanism of carvacrol and osthole can disrupt cell structure integrity and interfere with energy metabolism in Neopestalotiopsis ellipsospora. Frontiers in Sustainable Food Systems, [PMID:] [10.3389/fsufs.2025.1591966] |
| 21. Hamza Tariq, Peiyu Chen, Gang Wang, Siyuan Xie, Lanning Wang, Jingkun Lv, Fei Wang, Muhammad Saqib Bilal, Abdur Rashid Khan, Nasir Ahmed Rajput, Danyu Shen, Daolong Dou. (2025) Trans-2-decenal inhibits Alternaria alternata through disruption of redox homeostasis and membrane integrity. PEST MANAGEMENT SCIENCE, [PMID:40948311] [10.1002/ps.70223] |
| 22. Zhangrui Luo, Jiaxing Yu, Jiaohong Li, Xiaomao Wu. (2026) Control of Neofusicoccum parvum-induced fruit rot in Rosa roxburghii using osthol: from laboratory efficacy to field application. PHYSIOLOGICAL AND MOLECULAR PLANT PATHOLOGY, [PMID:] [10.1016/j.pmpp.2026.103129] |
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