Determine the necessary mass, volume, or concentration for preparing a solution.
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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 9 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
An antifungal and antiproliferative agent that affects microtubules.
| ALogP | 2.2 |
|---|
| Canonical Smiles | CC1CC(=O)C=C(C12C(=O)C3=C(O2)C(=C(C=C3OC)OC)Cl)OC |
|---|---|
| IUPAC Name | (2S,5'R)-7-chloro-3',4,6-trimethoxy-5'-methylspiro[1-benzofuran-2,4'-cyclohex-2-ene]-1',3-dione |
| InChIKey | DDUHZTYCFQRHIY-RBHXEPJQSA-N |
| INCHI | 1S/C17H17ClO6/c1-8-5-9(19)6-12(23-4)17(8)16(20)13-10(21-2)7-11(22-3)14(18)15(13)24-17/h6-8H,5H2,1-4H3/t8-,17+/m1/s1 |
| Isomeric SMILES | C[C@@H]1CC(=O)C=C([C@]12C(=O)C3=C(O2)C(=C(C=C3OC)OC)Cl)OC |
| WGK Germany | 3 |
| RTECS | WG9800000 |
| Molecular Weight | 352.77 |
| Beilstein | 95226 |
| Reaxy-Rn | 1297375 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1297375&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 | Benzofurans |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Benzofurans |
| Alternative Parents | Coumarans Aryl alkyl ketones Anisoles Cyclohexenones Alkyl aryl ethers Aryl chlorides Vinylogous esters Oxacyclic compounds Organochlorides Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Coumaran - Benzofuran - Anisole - Aryl alkyl ketone - Aryl ketone - Alkyl aryl ether - Cyclohexenone - Aryl chloride - Aryl halide - Benzenoid - Vinylogous ester - Ketone - Cyclic ketone - Ether - Oxacycle - Organooxygen compound - Organochloride - Organohalogen compound - Carbonyl group - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. |
| External Descriptors | Dibenzofurans, griseofulvins, dibenzopyrans and xanthones |
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| Sensitivity | Heat Sensitive |
|---|---|
| Specific Rotation[α] | 360° (C=1,DMF) |
| Melt Point(°C) | 218-224°C |
| Molecular Weight | 352.800 g/mol |
| XLogP3 | 2.200 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 3 |
| Exact Mass | 352.071 Da |
| Monoisotopic Mass | 352.071 Da |
| Topological Polar Surface Area | 71.100 Ų |
| Heavy Atom Count | 24 |
| Formal Charge | 0 |
| Complexity | 575.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 2 |
| 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. Yu-Bin Bai, Meng Zhang, Ding Li, Yu Zhao, Liang-Zhu Huang, Jin-Ming Gao. (2023) Synthesis and Antifungal Activity of Derivatives of the Natural Product Griseofulvin against Phytopathogenic Fungi. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, [PMID:37061927] [10.1021/acs.jafc.2c09037] |
| 2. Ma Lin, Guo Song, Piao Jingshu, Piao Mingguan. (2022) Preparation and Evaluation of a Microsponge Dermal Stratum Corneum Retention Drug Delivery System for Griseofulvin. AAPS PHARMSCITECH, 23 (6): (1-16). [PMID:35854184] [10.1208/s12249-022-02362-1] |
| 3. Yangjie LI, Jiaying HUANG, Jihui FANG, Zhiye HUANG. (2022) [Fast screening and confirmation of 73 common prohibited compounds in cosmetics by ultra performance liquid chromatography-quadrupole-time-of-flight high resolution mass spectrometry].. Chinese Journal of Chromatography, 40 (5): (433-442). [PMID:35478002] [10.3724/sp.j.1123.2021.09010] |
| 4. Kamran Bashir, Guoning Chen, Jili Han, Hua Shu, Xia Cui, Lu Wang, Wen Li, Qiang Fu. (2020) Preparation of magnetic metal organic framework and development of solid phase extraction method for simultaneous determination of fluconazole and voriconazole in rat plasma samples by HPLC. JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES, [PMID:32590216] [10.1016/j.jchromb.2020.122201] |
| 5. Yu-Bin Bai, Yu-Qi Gao, Xiao-Di Nie, Thi-Mai-Luong Tuong, Ding Li, Jin-Ming Gao. (2019) Antifungal Activity of Griseofulvin Derivatives against Phytopathogenic Fungi in Vitro and in Vivo and Three-Dimensional Quantitative Structure–Activity Relationship Analysis. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, [PMID:31083998] [10.1021/acs.jafc.9b00606] |
| 6. Yangmin Gao, Ping Zhan, Ferry Hagen, Steph B. J. Menken, Jiufeng Sun, Ali Rezaei-Matehkolaei, Sybren de Hoog. (2018) Molecular epidemiology and in vitro antifungal susceptibility of Trichophyton schoenleinii, agent of tinea capitis favosa. MYCOSES, 62 (5): (466-474). [PMID:30597639] [10.1111/myc.12889] |
| 7. Yue-Hong Yang, Lan-Tao Liu, Mei-Jun Chen, Song Liu, Cheng-Bin Gong, Yu-Bo Wei, Cheuk-Fai Chow, Qian Tang. (2018) A photoresponsive surface molecularly imprinted polymer shell for determination of trace griseofulvin in milk. Materials Science & Engineering C-Materials for Biological Applications, [PMID:30184762] [10.1016/j.msec.2018.06.069] |
| 8. Shengzheng Guo, Yuechao Cao, Yuxin Zhang, Yan Wang, Zhenguo Gao, Junbo Gong. (2024) A Scalable Freeze-Dissolving Approach to Prepare Ultrafine Crystals for Inhalation: Mechanism and Validation. CRYSTAL GROWTH & DESIGN, [PMID:] [10.1021/acs.cgd.4c00018] |
| 9. Lu Tianshu, Wu Yiyang, Xiong Ping, Zhong Hao, Ding Yang, Li Haifeng, Ouyang Defang. (2025) Combining High-Throughput Screening and Machine Learning to Predict the Formation of Both Binary and Ternary Amorphous Solid Dispersion Formulations for Early Drug Discovery and Development. PHARMACEUTICAL RESEARCH, [PMID:40180767] [10.1007/s11095-025-03853-z] |