Determine the necessary mass, volume, or concentration for preparing a solution.
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≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C Ships Wet ice 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 3 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| ALogP | 2 |
|---|
| Pubchem Sid | 504751976 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504751976 |
| Canonical Smiles | COC1=CC(=CC(=C1OC)OC)C2C3C(COC3=O)C(C4=CC5=C(C=C24)OCO5)O |
| IUPAC Name | (5R,5aR,8aR,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one |
| InChIKey | YJGVMLPVUAXIQN-XVVDYKMHSA-N |
| INCHI | 1S/C22H22O8/c1-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h4-7,13,18-20,23H,8-9H2,1-3H3/t13-,18+,19-,20-/m0/s1 |
| Isomeric SMILES | COC1=CC(=CC(=C1OC)OC)[C@H]2[C@@H]3[C@H](COC3=O)[C@H](C4=CC5=C(C=C24)OCO5)O |
| WGK Germany | 3 |
| RTECS | LV2500000 |
| UN Number | 3462 |
| Molecular Weight | 414.41 |
| Beilstein | 99163 |
| Reaxy-Rn | 366516 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=366516&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 | Lignans, neolignans and related compounds |
| Class | Lignan lactones |
| Subclass | Podophyllotoxins |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Podophyllotoxins |
| Alternative Parents | Aryltetralin lignans Furanonaphthodioxoles Tetralins Benzodioxoles Phenoxy compounds Anisoles Methoxybenzenes Alkyl aryl ethers Gamma butyrolactones Tetrahydrofurans Secondary alcohols Carboxylic acid esters Acetals Oxacyclic compounds Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Podophyllotoxin - 1-aryltetralin lignan - Linear furanonaphthodioxole - Naphthofuran - Tetralin - Benzodioxole - Phenoxy compound - Phenol ether - Anisole - Methoxybenzene - Alkyl aryl ether - Monocyclic benzene moiety - Benzenoid - Gamma butyrolactone - Tetrahydrofuran - Secondary alcohol - Carboxylic acid ester - Lactone - Monocarboxylic acid or derivatives - Organoheterocyclic compound - Ether - Oxacycle - Carboxylic acid derivative - Acetal - Organic oxygen compound - Carbonyl group - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Alcohol - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as podophyllotoxins. These are tetralin lignans in which the benzene moiety of the tetralin skeleton is fused to a 1,3-dioxolane and the cyclohexane is fused to a butyrolactone (pyrrolidin-2-one). |
| External Descriptors | Phenylpropanoids - Lignans - Phytotoxins |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Apr 08, 2026 | P105536 | |
| Certificate of Analysis | Apr 08, 2026 | P105536 | |
| Certificate of Analysis | Apr 08, 2026 | P105536 | |
| Certificate of Analysis | Apr 08, 2026 | P105536 | |
| Certificate of Analysis | Apr 07, 2026 | P105536 | |
| Certificate of Analysis | May 27, 2025 | P105536 | |
| Certificate of Analysis | May 27, 2025 | P105536 | |
| Certificate of Analysis | May 27, 2025 | P105536 | |
| Certificate of Analysis | May 27, 2025 | P105536 | |
| Certificate of Analysis | May 27, 2025 | P105536 | |
| Certificate of Analysis | May 27, 2025 | P105536 | |
| Certificate of Analysis | May 27, 2025 | P105536 | |
| Certificate of Analysis | May 27, 2025 | P105536 | |
| Certificate of Analysis | Aug 23, 2021 | P105536 | |
| Certificate of Analysis | Aug 23, 2021 | P105536 | |
| Certificate of Analysis | Aug 23, 2021 | P105536 | |
| Certificate of Analysis | Aug 23, 2021 | P105536 | |
| Certificate of Analysis | Aug 23, 2021 | P105536 | |
| Certificate of Analysis | Aug 23, 2021 | P105536 | |
| Certificate of Analysis | Aug 23, 2021 | P105536 |
| Sensitivity | Heat Sensitive |
|---|---|
| Specific Rotation[α] | -129° (C=1,CHCl3) |
| Melt Point(°C) | 178-184°C |
| Molecular Weight | 414.400 g/mol |
| XLogP3 | 2.000 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 4 |
| Exact Mass | 414.131 Da |
| Monoisotopic Mass | 414.131 Da |
| Topological Polar Surface Area | 92.700 Ų |
| Heavy Atom Count | 30 |
| Formal Charge | 0 |
| Complexity | 629.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 4 |
| 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. Lidong Cheng, Zhiqing Mo, Qiongzhi Zhang, Man Yang, Xianglin Liao, Liyu Qiu, Shizhong Wang, Xixiang Yang, Xiaogang Hu. (2023) Development of hydroxypropyl cellulose and graphene oxide modified molecularly imprinted polymers for separation and enrichment of podophyllotoxin. JOURNAL OF CHROMATOGRAPHY A, [PMID:37857153] [10.1016/j.chroma.2023.464452] |
| 2. Mei Dong, Cheng Zhao, Yongfang Huang, Ke Zheng, Guanhu Bao, Fenglin Hu, Fan Peng, Mingjun Chen, Zengzhi Li, Ruili Lu. (2023) Metabolites analysis and new bioactive compounds from the medicine food homology product of Cordyceps chanhua on artificial media. JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, [PMID:37801798] [10.1016/j.jpba.2023.115749] |
| 3. Simin Deng, Yuan Xu, Binbin Gao, Tingting Yu, Lun Kuang, Bo’ang Han, Shaolun Feng, Haodong Chi, Qing Cao, Shen Yue, Chen Liu. (2023) Anemarrhenasaponin I suppresses ovarian cancer progression via inhibition of SHH signaling pathway. Oncologie, 25 (3): (233-243). [PMID:] [10.1515/oncologie-2022-1001] |
| 4. Bo Yu, Yiping Shen, Xuejie Zhang, Lijuan Ding, Zheng Meng, Xiaotong Wang, Meihua Han, Yifei Guo, Xiangtao Wang. (2022) Poly(methacrylate citric acid) as a Dual Functional Carrier for Tumor Therapy. Pharmaceutics, 14 (9): (1765). [PMID:36145512] [10.3390/pharmaceutics14091765] |
| 5. Huixia Feng, Guilin Chen, Yongli Zhang, Mingquan Guo. (2022) Potential Multifunctional Bioactive Compounds from Dysosma versipellis Explored by Bioaffinity Ultrafiltration-HPLC/MS with Topo I, Topo II, COX-2 and ACE2. Journal of Inflammation Research, [PMID:35996684] [10.2147/JIR.S371830] |
| 6. Yan Zhao, Danyao Li, Yun Han, Haohao Wang, Rui Du, Zhaowei Yan. (2022) The ester derivatives obtained by C-ring modification of podophyllotoxin-induced apoptosis and inhibited proliferation in Hemangioma Endothelial Cells via downregulation of PI3K/Akt signaling pathway. Chemical Biology & Drug Design, 99 (6): (828-838). [PMID:35184389] [10.1111/cbdd.14034] |
| 7. Bingfeng Liang, Dangxia Zhou. (2021) ROS-Activated homodimeric podophyllotoxin nanomedicine with self-accelerating drug release for efficient cancer eradication. DRUG DELIVERY, [PMID:34747277] [10.1080/10717544.2021.1995076] |
| 8. Feng Huixia, Chen Guilin, Zhang Yongli, Guo Mingquan. (2021) Exploring Multifunctional Bioactive Components from Podophyllum sinense Using Multi-Target Ultrafiltration. Frontiers in Pharmacology, [PMID:34759823] [10.3389/fphar.2021.749189] |
| 9. Meitao Duan, Ahmed Mahal, Ban Mohammed, Yongyan Zhu, Huaming Tao, Shaoyu Mai, Maysoon Al-Haideri, Quanhong Zhu. (2021) Synthesis and antitumor activity of new tetrahydrocurcumin derivatives via click reaction. NATURAL PRODUCT RESEARCH, [PMID:34030539] [10.1080/14786419.2021.1931181] |
| 10. Jiali Sun, Qi Wei, Na Shen, Zhaohui Tang, Xuesi Chen. (2020) Predicting the Loading Capability of mPEG-PDLLA to Hydrophobic Drugs Using Solubility Parameters†. CHINESE JOURNAL OF CHEMISTRY, 38 (7): (690-696). [PMID:] [10.1002/cjoc.202000078] |
| 11. Chao Chen, Yong Yu, Xiaoli Wang, Ping Shi, Yibing Wang, Ping Wang. (2016) Manipulation of pH-Sensitive interactions between podophyllotoxin-chitosan for enhanced controlled drug release. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:27867056] [10.1016/j.ijbiomac.2016.11.053] |
| 12. Yuee Tian, Shiyue Ma, Yibo Liu, Yan Li, Genqiang Chen, Zhiping Che. (2024) Synthesis of Novel 4-Acyloxy-2′-Bromo-6′-Chloropodophyllotoxin Derivatives Displaying Significant Insecticidal Activity Against Mythimna Separata. CHEMISTRY & BIODIVERSITY, 21 (7): (e202400929). [PMID:38661022] [10.1002/cbdv.202400929] |
| 13. Li-jun Yang, Shuang Zhao, Sheng-xia Hu, Xin-yue Li, Xiao-hui Zhang, Le-han Wang, Ling Tang. (2026) Immunomodulatory and suppressive effects of dual-function micelle targeting FSHR in ovarian cancer therapy. JOURNAL OF DRUG DELIVERY SCIENCE AND TECHNOLOGY, [PMID:] [10.1016/j.jddst.2026.108233] |