Determine the necessary mass, volume, or concentration for preparing a solution.
Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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SKU | Size | Availability | Price | Qty |
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C111282-100mg | 100mg | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $53.90 | |
C111282-250mg | 250mg | In stock | $121.90 | |
C111282-1g | 1g | In stock | $437.90 | |
C111282-5g | 5g | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $1,968.90 |
DNA topoisomerase inhibitor
Synonyms | camptothecin | 7689-03-4 | Camptothecine | (S)-(+)-Camptothecin | Campathecin | (+)-Camptothecine | d-Camptothecin | (+)-Camptothecin | 20(S)-Camptothecine | 21,22-Secocamptothecin-21-oic acid lactone | NSC94600 | Camptothecine (S,+) | CHEMBL65 | (S)-4-ethyl-4-hydroxy-1H-Pyrano[3' |
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Specifications & Purity | ≥97% |
Biochemical and Physiological Mechanisms | (S)-(+)-Camptothecin binds irreversibly to the DNA-topoisomerase I complex, inhibiting the reassociation of DNA after cleavage by topoisomerase I and traps the enzyme in a covalent linkage with DNA. The enzyme complex is ubiquinated and destroyed by the 2 |
Storage Temp | Store at 2-8°C |
Shipped In | Wet ice |
Note | Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Toxic, refer to SDS for further information. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
Product Description | (S)-(+)-Camptothecin binds irreversibly to the DNA-topoisomerase I complex,Blocks the cell cycle in S-phase |
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IUPAC Name | (19S)-19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione |
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INCHI | InChI=1S/C20H16N2O4/c1-2-20(25)14-8-16-17-12(7-11-5-3-4-6-15(11)21-17)9-22(16)18(23)13(14)10-26-19(20)24/h3-8,25H,2,9-10H2,1H3/t20-/m0/s1 |
InChi Key | VSJKWCGYPAHWDS-FQEVSTJZSA-N |
Canonical SMILES | CCC1(C2=C(COC1=O)C(=O)N3CC4=CC5=CC=CC=C5N=C4C3=C2)O |
Isomeric SMILES | CC[C@@]1(C2=C(COC1=O)C(=O)N3CC4=CC5=CC=CC=C5N=C4C3=C2)O |
PubChem CID | 24360 |
Molecular Weight | 348.35 |
Enter Lot Number to search for COA:
To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section
Lot Number | Certificate Type | Date | Item |
---|---|---|---|
K2320342 | Certificate of Analysis | Aug 23, 2023 | C111282 |
K2320343 | Certificate of Analysis | Aug 23, 2023 | C111282 |
K2229400 | Certificate of Analysis | Sep 16, 2022 | C111282 |
K2229427 | Certificate of Analysis | Sep 16, 2022 | C111282 |
Solubility | Soluble in chloroform/methanol (4:1) (4 mg/ml), DMSO (10 mg/ml), methanol (40 mg/ml), 0.1N sodium hydroxide (50 mg/ml), and acetic acid. Insoluble in water. |
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Specific Rotation[α] | +37.0 to +42.0 deg(C=0.4, CHCl3:MeOHl=8:2) |
Melt Point(°C) | 259-263°C |
Pictogram(s) | GHS06, GHS08 |
---|---|
Signal | Danger |
Hazard Statements | H301:Toxic if swallowed H340:May cause genetic defects |
Precautionary Statements | P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P281:Use personal protective equipment as required. P270:Do not eat, drink or smoke when using this product. P330:Rinse mouth. P203:Obtain, read and follow all safety instructions before use. P301+P316:IF SWALLOWED: Get emergency medical help immediately. P318:if exposed or concerned, get medical advice. |
Merck Index | 1735 |
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2. Liuwei Zhang, Haonan Zheng, Hongyan Cui, Xiaolan Yin, Cheng Zhang, Yue Wang, Yan Zhao, Jiaqi Lin, Zheng Wang, Jingyun Wang, Qixian Chen. (2023) Nanomicelle-Based Redox-Responsive Dual-Prodrug for Synergistic Breast Cancer Chemo-Immunotherapy. ACS Applied Nano Materials, 6 (19): (18263–18274). [PMID:29625199] |
3. Fusheng Zhang, Gongcui Pei, Baihao Huang, Jianchang Xu, Lijuan Zhang. (2023) Exploring release mechanisms by disrupting π–π stacking regions in stable micelles. Journal of Materials Chemistry B, 11 (38): (9246-9259). [PMID:37721031] |
4. Jin-Xiang Chen, Ying-Ke Hou, Bin Sun, Rong tian Li, Wei Men, Wen-Hua Zhang, Nuan Jia, Ming Chen, Xiaoyan Tang. (2023) GSH-activatable Camptothecin Prodrug-loaded Gold Nanostar Coated with Hyaluronic Acid for Targeted Breast Cancer Therapy via Multiple Radiosensitization Strategies. Journal of Materials Chemistry B, (15): [PMID:37830402] |
5. Guangwei Yang, Longxiang Tao, Guijie Kang, Jinhao Yan, Kewu He, Xuefu Wang, Jun Yin. (2023) Construction of Actively Targeted and High Drug Content Polyprodrug Amphiphiles to Perform Synergistic Chemo–Photo-Anti-Tumor Therapy and Immune-Activated Investigation. CHEMISTRY OF MATERIALS, 35 (12): (4831–4844). [PMID:] |
6. Tan Xi, Wang Chenhui, Zhou Hong, Zhang Shuting, Liu Xuhan, Yang Xiangliang, Liu Wei. (2023) Bioactive fatty acid analog-derived hybrid nanoparticles confer antibody-independent chemo-immunotherapy against carcinoma. JOURNAL OF NANOBIOTECHNOLOGY, 21 (1): (1-15). [PMID:37291573] |
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8. Hui Zhang, Ruihan Liu, Peng Wan, Xuelin You, Shanshan Li, Zongjun Liu, You Wang, Fang Han, Juanyuan Hao, Yu Li. (2023) Targeting tumor energy metabolism via simultaneous inhibition of mitochondrial respiration and glycolysis using biodegradable hydroxyapatite nanorods. COLLOIDS AND SURFACES B-BIOINTERFACES, 226 (113330). [PMID:37141772] |
9. Chen Chen, Quan-Wei Cai, Cai-Zhen Zhan, Bi-Cong Wang, Ping-Fan Li, Rui Xie, Xiao-Jie Ju, Zhuang Liu, Wei Wang, Liang-Yin Chu. (2023) Controllable Fabrication of Highly Uniform Sub-10 nm Nanoparticles from Spontaneous Confined Nanoemulsification. Small, 19 (34): (2300801). [PMID:37072877] |
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11. Linjie Yang, Jingyi Hong, Jing Di, Yifei Guo, Meihua Han, Meifeng Liu, Xiangtao Wang. (2023) 10-Hydroxycamptothecin (HCPT) nanosuspensions stabilized by mPEG1000-HCPT conjugate: high stabilizing efficiency and improved antitumor efficacy. International Journal of Nanomedicine, [PMID:28553107] |
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15. Mingliang Su, Yukun Chen, Lijun Jia, Zhanxia Zhang. (2022) Camptothecin-Loaded and Manganese Dioxide-Coated Polydopamine Nanomedicine Used for Magnetic Resonance Imaging Diagnosis and Chemo-Photothermal Therapy for Lung Cancer. International Journal of Nanomedicine, [PMID:36597434] |
16. Jiulong Zhang, Xiaoyan Sun, Mengdan Xu, Xiufeng Zhao, Chunrong Yang, Kexin Li, Fan Zhao, Haiyang Hu, Mingxi Qiao, Dawei Chen, Xiuli Zhao. (2022) A Self-amplifying ROS-sensitive prodrug-based nanodecoy for circumventing immune resistance in chemotherapy-sensitized immunotherapy. Acta Biomaterialia, 149 (307). [PMID:35764242] |
17. Mehmood Sahid, Uddin Md Alim, Yu Haojie, Wang Li, Amin Bilal Ul, Haq Fazal, Fahad Shah, Haroon Muhammad. (2022) Preparation of size-controlled poly(cyclotriphosphazene-co-resveratrol) microspheres and their properties as drug delivery carriers. IRANIAN POLYMER JOURNAL, 31 (10): (1225-1235). [PMID:] |
18. Yanmei Ma, Minwen Jiang, Xinjian Liu, Xiaoyu Xu, Xinxin Jiang, Ligang Chen, Na Niu. (2022) Functionally modified cross-linked molecularly imprinted resins: separation and purification of camptothecin and its theoretical study. INDUSTRIAL CROPS AND PRODUCTS, 184 (115078). [PMID:] |
19. Liangjie Shi, Yong Jin, Shuangquan Lai, Long Bai, Rong Zhou, Yutang Zhou, Xiang Shang. (2022) Redox-responsive carrier based on fluorinated gemini amphiphilic polymer for combinational cancer therapy. COLLOIDS AND SURFACES B-BIOINTERFACES, 216 (112551). [PMID:35567807] |
20. Yuan Zhang, Weina Meng, Xiao Li, Dong Wang, Shaomin Shuang, Chuan Dong. (2022) Dendritic Mesoporous Silica Nanoparticle-Tuned High-Affinity MnO2 Nanozyme for Multisignal GSH Sensing and Target Cancer Cell Detection. ACS Sustainable Chemistry & Engineering, 10 (18): (5911–5921). [PMID:] |
21. Yuqiong Shi, Wei Liu, Xiangrong Wu, Jinhua Zhu, Danyang Zhou, Xiuhua Liu. (2021) A Water-Soluble Polyacid Polymer Based on Hydrophilic Metal–Organic Frameworks Using Amphoteric Carboxylic Acid Ligands as Linkers for Hydroxycamptothecin Loading and Release In Vitro. Nanomaterials, 11 (11): (2854). [PMID:34835619] |
1. Jiangtao Dong, Tongtong Li, Hua Yan, Yuxia Chen, Chen Wang, Xingkun Luan, Xiaona Li, Hang Li, Xuezhong Du. (2024) Smart iron-based metal–organic framework nanovehicles gated with CuII-tannic acid coordination polymers for combination therapy of chemotherapy and chemodynamic therapy. COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, 683 (133101). [PMID:] |
2. Liuwei Zhang, Haonan Zheng, Hongyan Cui, Xiaolan Yin, Cheng Zhang, Yue Wang, Yan Zhao, Jiaqi Lin, Zheng Wang, Jingyun Wang, Qixian Chen. (2023) Nanomicelle-Based Redox-Responsive Dual-Prodrug for Synergistic Breast Cancer Chemo-Immunotherapy. ACS Applied Nano Materials, 6 (19): (18263–18274). [PMID:29625199] |
3. Fusheng Zhang, Gongcui Pei, Baihao Huang, Jianchang Xu, Lijuan Zhang. (2023) Exploring release mechanisms by disrupting π–π stacking regions in stable micelles. Journal of Materials Chemistry B, 11 (38): (9246-9259). [PMID:37721031] |
4. Jin-Xiang Chen, Ying-Ke Hou, Bin Sun, Rong tian Li, Wei Men, Wen-Hua Zhang, Nuan Jia, Ming Chen, Xiaoyan Tang. (2023) GSH-activatable Camptothecin Prodrug-loaded Gold Nanostar Coated with Hyaluronic Acid for Targeted Breast Cancer Therapy via Multiple Radiosensitization Strategies. Journal of Materials Chemistry B, (15): [PMID:37830402] |
5. Guangwei Yang, Longxiang Tao, Guijie Kang, Jinhao Yan, Kewu He, Xuefu Wang, Jun Yin. (2023) Construction of Actively Targeted and High Drug Content Polyprodrug Amphiphiles to Perform Synergistic Chemo–Photo-Anti-Tumor Therapy and Immune-Activated Investigation. CHEMISTRY OF MATERIALS, 35 (12): (4831–4844). [PMID:] |
6. Tan Xi, Wang Chenhui, Zhou Hong, Zhang Shuting, Liu Xuhan, Yang Xiangliang, Liu Wei. (2023) Bioactive fatty acid analog-derived hybrid nanoparticles confer antibody-independent chemo-immunotherapy against carcinoma. JOURNAL OF NANOBIOTECHNOLOGY, 21 (1): (1-15). [PMID:37291573] |
7. Hailiang Chen, Chenyu Liu, Simiao Yu, Hengjun Zhou, Farishta Shafiq, Weihong Qiao. (2023) Acid/GSH Dual-Responsive Endosome Escape Dual Pro-drug Micelles Targeted Synergistic Treatment for A549/ADR. LANGMUIR, 39 (22): (7660–7671). [PMID:37219917] |
8. Hui Zhang, Ruihan Liu, Peng Wan, Xuelin You, Shanshan Li, Zongjun Liu, You Wang, Fang Han, Juanyuan Hao, Yu Li. (2023) Targeting tumor energy metabolism via simultaneous inhibition of mitochondrial respiration and glycolysis using biodegradable hydroxyapatite nanorods. COLLOIDS AND SURFACES B-BIOINTERFACES, 226 (113330). [PMID:37141772] |
9. Chen Chen, Quan-Wei Cai, Cai-Zhen Zhan, Bi-Cong Wang, Ping-Fan Li, Rui Xie, Xiao-Jie Ju, Zhuang Liu, Wei Wang, Liang-Yin Chu. (2023) Controllable Fabrication of Highly Uniform Sub-10 nm Nanoparticles from Spontaneous Confined Nanoemulsification. Small, 19 (34): (2300801). [PMID:37072877] |
10. Liuwei Zhang, Jingyun Wang, Hongyan Cui, Haonan Zheng, Xiaolan Yin, Jiaqi Lin, Yue Wang, Yan Zhao, Haidong Li, Qixian Chen. (2023) Simultaneous Knockdown of Immune Suppressive Markers by Tumor Microenvironment-Responsive Multifaceted Prodrug Nanomedicine. ACS Applied Materials & Interfaces, 15 (10): (12864–12881). [PMID:36856003] |
11. Linjie Yang, Jingyi Hong, Jing Di, Yifei Guo, Meihua Han, Meifeng Liu, Xiangtao Wang. (2023) 10-Hydroxycamptothecin (HCPT) nanosuspensions stabilized by mPEG1000-HCPT conjugate: high stabilizing efficiency and improved antitumor efficacy. International Journal of Nanomedicine, [PMID:28553107] |
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