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analytical standard, ≥98% Analytical standard for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C Ships Ice chest + Ice pads 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.
A camptothecin derivative that inhibits DNA topoisomerase I.
| Canonical Smiles | CCC1(C2=C(COC1=O)C(=O)N3CC4=C(C3=C2)N=C5C=CC(=CC5=C4)O)O |
|---|---|
| IUPAC Name | (19S)-19-ethyl-7,19-dihydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaene-14,18-dione |
| InChIKey | HAWSQZCWOQZXHI-FQEVSTJZSA-N |
| INCHI | 1S/C20H16N2O5/c1-2-20(26)14-7-16-17-11(5-10-6-12(23)3-4-15(10)21-17)8-22(16)18(24)13(14)9-27-19(20)25/h3-7,23,26H,2,8-9H2,1H3/t20-/m0/s1 |
| Isomeric SMILES | CC[C@@]1(C2=C(COC1=O)C(=O)N3CC4=C(C3=C2)N=C5C=CC(=CC5=C4)O)O |
| RTECS | UQ0491700 |
| Molecular Weight | 364.35 |
| Reaxy-Rn | 5889587 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=5889587&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 | Alkaloids and derivatives |
| Class | Camptothecins |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Camptothecins |
| Alternative Parents | Hydroxyquinolines Pyranopyridines Pyridinones 1-hydroxy-2-unsubstituted benzenoids Tertiary alcohols Heteroaromatic compounds Carboxylic acid esters Lactams Lactones Azacyclic compounds Oxacyclic compounds Monocarboxylic acids and derivatives Organonitrogen compounds Hydrocarbon derivatives Organopnictogen compounds Carbonyl compounds Organic oxides |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Camptothecin - Hydroxyquinoline - Pyranopyridine - Quinoline - 1-hydroxy-2-unsubstituted benzenoid - Pyridinone - Pyridine - Benzenoid - Heteroaromatic compound - Tertiary alcohol - Carboxylic acid ester - Lactam - Lactone - Azacycle - Organoheterocyclic compound - Carboxylic acid derivative - Oxacycle - Monocarboxylic acid or derivatives - Organic nitrogen compound - Alcohol - Organic oxygen compound - Carbonyl group - Organonitrogen compound - Organooxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as camptothecins. These are heterocyclic compounds comprising a planar pentacyclic ring structure, that includes a pyrrolo[3,4-beta]-quinoline moiety (rings A, B and C), conjugated pyridone moiety (ring D) and one chiral center at position 20 within the alpha-hydroxy lactone ring with (S) configuration (the E-ring). |
| External Descriptors | pyranoindolizinoquinoline |
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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 | Jun 15, 2026 | H109791 | |
| Certificate of Analysis | Jun 08, 2026 | H109791 | |
| Certificate of Analysis | Jan 19, 2026 | H109791 | |
| Certificate of Analysis | Mar 31, 2023 | H109791 | |
| Certificate of Analysis | Jun 10, 2022 | H109791 | |
| Certificate of Analysis | Jun 10, 2022 | H109791 |
| Solubility | Soluble in DMSO (5 mg/ml) |
|---|---|
| Specific Rotation[α] | 35.3° (C=0.11,CH2Cl2:MeOH=4:1) |
| Melt Point(°C) | 267°C(lit.) |
| Molecular Weight | 364.400 g/mol |
| XLogP3 | 0.600 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 1 |
| Exact Mass | 364.106 Da |
| Monoisotopic Mass | 364.106 Da |
| Topological Polar Surface Area | 100.000 Ų |
| Heavy Atom Count | 27 |
| Formal Charge | 0 |
| Complexity | 774.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 1 |
| 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. Zhou LiPing, Li JiaWei, Yu Bing, Zhang Jun, Hu Hao, Cong HaiLin, Shen YouQing. (2023) The drug loading behavior of PAMAM dendrimer: Insights from experimental and simulation study. Science China-Technological Sciences, 66 (4): (1129-1140). [PMID:] [10.1007/s11431-022-2178-8] |
| 2. 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] |
| 3. Shuting Gao, Aying Zhou, Bin Cao, Jing Wang, Fanghua Li, Guosheng Tang, Zhicheng Jiang, Anquan Yang, Ranhua Xiong, Jiandu Lei, Chaobo Huang. (2021) A tunable temperature-responsive and tough platform for controlled drug delivery. NEW JOURNAL OF CHEMISTRY, 45 (29): (13056-13063). [PMID:] [10.1039/D1NJ01356D] |
| 4. Yao Sun, Pengfei Li, Ting Wang, Liting Qin, Gege Cheng, Liqun Shen, Xingdong Yao, Shaoping Wei, Jianxin Jiang, Fuhou Lei. (2019) Alkaloid purification using rosin-based polymer-bonded silica stationary phase in HPLC. JOURNAL OF SEPARATION SCIENCE, 42 (24): (3646-3652). [PMID:31613051] [10.1002/jssc.201900835] |
| 5. Liu Yue, Lu Shan, Zhao Liang, Dong Xin, Zhu Zhenyu, Jin Yongsheng, Chen Haisheng, Lu Feng, Hong Zhanying, Chai Yifeng. (2018) Effects of glaucocalyxin A on human liver cancer cells as revealed by GC/MS- and LC/MS-based metabolic profiling. ANALYTICAL AND BIOANALYTICAL CHEMISTRY, 410 (14): (3325-3335). [PMID:29651531] [10.1007/s00216-018-0996-8] |
| 6. Fangling Cao, Jing Xu, Xiujie Wang, Yuanyuan Liu, Shuqin Pang, Qishu Jiao, Shuyao Zhou, Wenying Zhong, Keming Xu. (2024) Reinforcement of nanofibrillar hydrogels via cyclodextrin and self-assembling peptide interactions for controlled drug delivery. NEW JOURNAL OF CHEMISTRY, [PMID:] [10.1039/D3NJ05745C] |
| 7. Ji-Chao Guo, Shi-Hui Deng, Shu-Min Zhou, Xuan Zhou, Jiajia Du, Si-Han Zhou, Qi-Hua Zhao, Zhong-Yan Cai, Xiaoxia Ren, Ming-jin Xie. (2024) Responsive ZIF-90 nanocomposite material: targeted delivery of 10-hydroxycamptothecine to enhance the therapeutic effect of colon cancer (HCT116) cells. RSC Medicinal Chemistry, [PMID:39149092] [10.1039/D3MD00725A] |
| 8. Dongliang Cheng, Zhiwei Wen, Hui Chen, Shiyuan Lin, Wei Zhang, Xin Tang, Wei Wu. (2022) Hepatocyte-targeting and tumor microenvironment-responsive liposomes for enhanced anti-hepatocarcinoma efficacy. DRUG DELIVERY, [PMID:36104946] [10.1080/10717544.2022.2122635] |
| 9. Yadong Tang, Boxin Huang, Yuqin Dong, Wenlong Wang, Xi Zheng, Wei Zhou, Kun Zhang, Zhiyun Du. (2017) Three-dimensional prostate tumor model based on a hyaluronic acid-alginate hydrogel for evaluation of anti-cancer drug efficacy. JOURNAL OF BIOMATERIALS SCIENCE-POLYMER EDITION, [PMID:28583017] [10.1080/09205063.2017.1338502] |
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