10-Methoxycamptothecin (BioDeep_00000395827)

 

Secondary id: BioDeep_00000269361

PANOMIX_OTCML-2023 Cytotoxicity


代谢物信息卡片


(19S)-19-ethyl-19-hydroxy-7-methoxy-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

化学式: C21H18N2O5 (378.1215658)
中文名称: 10-甲氧基喜树碱, 9-甲氧基喜树碱
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 75%

Reviewed

Last reviewed on 2024-10-18.

Cite this Page

10-Methoxycamptothecin. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/10-methoxycamptothecin (retrieved 2024-11-08) (BioDeep RN: BioDeep_00000395827). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CCC1(C2=C(COC1=O)C(=O)N3CC4=C(C3=C2)N=C5C=CC(=CC5=C4)OC)O
InChI: InChI=1S/C21H18N2O5/c1-3-21(26)15-8-17-18-12(6-11-7-13(27-2)4-5-16(11)22-18)9-23(17)19(24)14(15)10-28-20(21)25/h4-8,26H,3,9-10H2,1-2H3/t21-/m0/s1

描述信息

10-Methoxycamptothecin is a natural product found in Nothapodytes nimmoniana, Camptotheca acuminata, and other organisms with data available.
10-Methoxycamptothecin is a natural bioactive derivative of camptothecin (CPT) isolated from Camptotheca acuminata, and has been confirmed to possess high anti-cancer properties. 10-Methoxycamptothecin has higher cytotoxicity than 10-hydroxycamptothecin by testing antitumor activity against 2774 cell lines[1].

同义名列表

13 个代谢物同义名

(19S)-19-ethyl-19-hydroxy-7-methoxy-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; 1H-Pyrano(3,4:6,7)indolizino(1,2-b)quinoline-3,14(4H,12H)-dione, 4-ethyl-4-hydroxy-9-methoxy-, (S)-; (4S)-4-Ethyl-4-hydroxy-9-methoxy-1H-pyrano[3,4:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione; 1H-Pyrano[3,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione, 4-ethyl-4-hydroxy-9-methoxy-, (S)-; 4-Ethyl-4-hydroxy-9-methoxy-1H-pyrano[3,4:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione; (S)-10-methoxycamptothecin, AldrichCPR; 10-(11C)methoxy-20(S)-camptothecin; Camptothecine, 10-methoxy-; 10-Methoxycamptothecine; Camptothecin, methoxy-; 10-Methoxycamptothecin; Methoxycamptothecin; NCI60_000257



数据库引用编号

5 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

1 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Yanni Sun, Ning Zhang, Cuiling Wang, Xiao Bai, Yahui Wei, Jianli Liu. The biosynthesis of camptothecin derivatives by Camptotheca acuminata seedlings. Natural product research. 2021 Jul; 35(14):2403-2407. doi: 10.1080/14786419.2019.1678616. [PMID: 31631694]
  • Roja Gopalakrishnan, Bhavani Shankar. Multiple shoot cultures of Ophiorrhiza rugosa var. decumbens Deb and Mondal--a viable renewable source for the continuous production of bioactive Camptotheca alkaloids apart from stems of the parent plant of Nothapodytes foetida (Wight) Sleumer. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2014 Feb; 21(3):383-9. doi: 10.1016/j.phymed.2013.09.006. [PMID: 24252342]
  • Jian Zheng, Rui Zhang, Changmin Shao, Zhiwei Hu, Di Wang, Tao Yu, Xiufeng Yan, Yang Wang. Development and validation of a RP-HPLC method with fluorescence detection for simultaneous determination of 10-methoxycamptothecin and its metabolite 10-hydroxycamptothecin in rat plasma. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2012 Aug; 903(?):81-7. doi: 10.1016/j.jchromb.2012.07.001. [PMID: 22824730]
  • Amitava Srimany, Demian R Ifa, Hemanta R Naik, Vasudeva Bhat, R Graham Cooks, T Pradeep. Direct analysis of camptothecin from Nothapodytes nimmoniana by desorption electrospray ionization mass spectrometry (DESI-MS). The Analyst. 2011 Aug; 136(15):3066-8. doi: 10.1039/c1an15339k. [PMID: 21695306]
  • Varalee Viraporn, Mami Yamazaki, Kazuki Saito, Jessada Denduangboripant, Kongkanda Chayamarit, Taksina Chuanasa, Suchada Sukrong. Correlation of camptothecin-producing ability and phylogenetic relationship in the genus Ophiorrhiza. Planta medica. 2011 May; 77(7):759-64. doi: 10.1055/s-0030-1250568. [PMID: 21104605]
  • A V Kulkarni, A A Patwardhan, U Lele, N P Malpathak. Production of camptothecin in cultures of Chonemorpha grandiflora. Pharmacognosy research. 2010 Sep; 2(5):296-9. doi: 10.4103/0974-8490.72327. [PMID: 21589755]
  • S Shweta, S Zuehlke, B T Ramesha, V Priti, P Mohana Kumar, G Ravikanth, M Spiteller, R Vasudeva, R Uma Shaanker. Endophytic fungal strains of Fusarium solani, from Apodytes dimidiata E. Mey. ex Arn (Icacinaceae) produce camptothecin, 10-hydroxycamptothecin and 9-methoxycamptothecin. Phytochemistry. 2010 Jan; 71(1):117-22. doi: 10.1016/j.phytochem.2009.09.030. [PMID: 19863979]
  • Souvik Kusari, Sebastian Zühlke, Michael Spiteller. An endophytic fungus from Camptotheca acuminata that produces camptothecin and analogues. Journal of natural products. 2009 Jan; 72(1):2-7. doi: 10.1021/np800455b. [PMID: 19119919]
  • Jian Zhang, Ying Yu, Dong Liu, Zhijun Liu. Extraction and composition of three naturally occurring anti-cancer alkaloids in Camptotheca acuminata seed and leaf extracts. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2007 Jan; 14(1):50-6. doi: 10.1016/j.phymed.2006.11.004. [PMID: 17137773]
  • Devanand P Fulzele, Ramesh K Satdive. Distribution of anticancer drug camptothecin in Nothapodytes foetida. Fitoterapia. 2005 Dec; 76(7-8):643-8. doi: 10.1016/j.fitote.2005.07.005. [PMID: 16242856]
  • D P Fulzele, R K Satdive, B B Pol. Growth and production of camptothecin by cell suspension cultures of Nothapodytes foetida. Planta medica. 2001 Mar; 67(2):150-2. doi: 10.1055/s-2001-11519. [PMID: 11301862]
  • M C Wani, A W Nicholas, M E Wall. Plant antitumor agents. 23. Synthesis and antileukemic activity of camptothecin analogues. Journal of medicinal chemistry. 1986 Nov; 29(11):2358-63. doi: 10.1021/jm00161a035. [PMID: 3783593]
  • M C Wani, P E Ronman, J T Lindley, M E Wall. Plant antitumor agents. 18. Synthesis and biological activity of camptothecin analogues. Journal of medicinal chemistry. 1980 May; 23(5):554-60. doi: 10.1021/jm00179a016. [PMID: 7381856]