Determine the necessary mass, volume, or concentration for preparing a solution.
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Synonyms | CCG-39894 | KBioSS_000679 | (-)-Podophyllotoxin | 9-Hydroxy-5-(3,4,5-trimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5ah)-one | (5R,5aR,8aR,9R)-5,8,8a,9-Tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)furo[3',4':6,7]naphtho[ |
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Specifications & Purity | analytical standard, ≥98% |
Biochemical and Physiological Mechanisms | Podophyllotoxin, a kind of non-alkaloid toxin lignan extracted from the roots and rhizomes of Podophyllum plant, has been shown to inhibit the growth of various carcinoma cells. Podophyllotoxin is a natural product that inhibits the polym |
Storage Temp | Store at 2-8°C |
Shipped In | Wet ice |
Grade | analytical standard |
ALogP | 2 |
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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 | (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 |
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INCHI | 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 |
InChi Key | YJGVMLPVUAXIQN-XVVDYKMHSA-N |
Canonical SMILES | COC1=CC(=CC(=C1OC)OC)C2C3C(COC3=O)C(C4=CC5=C(C=C24)OCO5)O |
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 |
PubChem CID | 10607 |
UN Number | 3462 |
Molecular Weight | 414.41 |
Beilstein | 99163 |
Enter Lot Number to search for COA:
Specific Rotation[α] | -129° (C=1,CHCl3) |
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Melt Point(°C) | 178-184°C |
Pictogram(s) | GHS06, GHS07 |
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Signal | Danger |
Hazard Statements | H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation H301:Toxic if swallowed H310:Fatal in contact with skin |
Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P270:Do not eat, drink or smoke when using this product. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P330:Rinse mouth. P262:Do not get in eyes, on skin, or on clothing. P361+P364:Take off immediately all contaminated clothing and wash it before reuse. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P301+P316:IF SWALLOWED: Get emergency medical help immediately. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P316:Get emergency medical help immediately. P319:Get medical help if you feel unwell. |
WGK Germany | 3 |
RTECS | LV2500000 |
Merck Index | 7546 |
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, 1711 (464452). [PMID:37857153] |
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, (115749). [PMID:37801798] |
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:] |
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] |
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, 15 ( 4677–4692). [PMID:35996684] |
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] |
7. Bingfeng Liang, Dangxia Zhou. (2021) ROS-Activated homodimeric podophyllotoxin nanomedicine with self-accelerating drug release for efficient cancer eradication. DRUG DELIVERY, 28 (1): (2361-2372). [PMID:34747277] |
8. Feng Huixia, Chen Guilin, Zhang Yongli, Guo Mingquan. (2021) Exploring Multifunctional Bioactive Components from Podophyllum sinense Using Multi-Target Ultrafiltration. Frontiers in Pharmacology, 12 [PMID:34759823] |
9. Meitao Duan, Ahmed Mahal, Ban Mohammed, Yongyan Zhu, Huaming Tao, Shaoyu Mai, Maysoon Al-Haideri, Quanhong Zhu. (2022) Synthesis and antitumor activity of new tetrahydrocurcumin derivatives via click reaction. NATURAL PRODUCT RESEARCH, 36 (20): (5268-5276). [PMID:34030539] |
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:] |
11. Chao Chen, Yong Yu, Xiaoli Wang, Ping Shi, Yibing Wang, Ping Wang. (2017) Manipulation of pH-Sensitive interactions between podophyllotoxin-chitosan for enhanced controlled drug release. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 95 (451). [PMID:27867056] |
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, 1711 (464452). [PMID:37857153] |
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, (115749). [PMID:37801798] |
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:] |
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] |
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, 15 ( 4677–4692). [PMID:35996684] |
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] |
7. Bingfeng Liang, Dangxia Zhou. (2021) ROS-Activated homodimeric podophyllotoxin nanomedicine with self-accelerating drug release for efficient cancer eradication. DRUG DELIVERY, 28 (1): (2361-2372). [PMID:34747277] |
8. Feng Huixia, Chen Guilin, Zhang Yongli, Guo Mingquan. (2021) Exploring Multifunctional Bioactive Components from Podophyllum sinense Using Multi-Target Ultrafiltration. Frontiers in Pharmacology, 12 [PMID:34759823] |
9. Meitao Duan, Ahmed Mahal, Ban Mohammed, Yongyan Zhu, Huaming Tao, Shaoyu Mai, Maysoon Al-Haideri, Quanhong Zhu. (2022) Synthesis and antitumor activity of new tetrahydrocurcumin derivatives via click reaction. NATURAL PRODUCT RESEARCH, 36 (20): (5268-5276). [PMID:34030539] |
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:] |
11. Chao Chen, Yong Yu, Xiaoli Wang, Ping Shi, Yibing Wang, Ping Wang. (2017) Manipulation of pH-Sensitive interactions between podophyllotoxin-chitosan for enhanced controlled drug release. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 95 (451). [PMID:27867056] |