NCI60_001450 (BioDeep_00000230093)

 

Secondary id: BioDeep_00000231883

PANOMIX_OTCML-2023


代谢物信息卡片


(19S)-19-ethyl-19-hydroxy-8-methoxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4(9),5,7,10,15(20)-heptaene-14,18-dione

化学式: C21H18N2O5 (378.1215658)
中文名称: 9-甲氧基喜树碱
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 1.8%

分子结构信息

SMILES: CCC1(C2=C(COC1=O)C(=O)N3CC4=CC5=C(C=CC=C5OC)N=C4C3=C2)O
InChI: InChI=1S/C21H18N2O5/c1-3-21(26)14-8-16-18-11(7-12-15(22-18)5-4-6-17(12)27-2)9-23(16)19(24)13(14)10-28-20(21)25/h4-8,26H,3,9-10H2,1-2H3/t21-/m0/s1

描述信息

9-Methoxycamptothecin is a natural product found in Merrilliodendron megacarpum, Ophiorrhiza pumila, and other organisms with data available.
9-Methoxycamptothecin (MCPT), isolated from Camptotheca acuminata, has antitumor activities through topoisomerase inhibition. 9-Methoxycamptothecin (MCPT) induces strong G2/M arrest and apoptosis in cancer[1][2].
9-Methoxycamptothecin (MCPT), isolated from Camptotheca acuminata, has antitumor activities through topoisomerase inhibition. 9-Methoxycamptothecin (MCPT) induces strong G2/M arrest and apoptosis in cancer[1][2].

同义名列表

10 个代谢物同义名

(19S)-19-ethyl-19-hydroxy-8-methoxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4(9),5,7,10,15(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-10-methoxy-, (S)-; (S)-4-ethyl-4-hydroxy-10-methoxy-1,12-dihydro-14H-pyrano[3,4:6,7]indolizino[1,2-b]quinoline-3,14(4H)-dione; 1H-Pyrano[3,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione-, 4-ethyl-4-hydroxy-10-methoxy-, (S)-; (S)-4-ethyl-4-hydroxy-10-methoxy-1H-pyrano[3,4:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione; XVMZDZFTCKLZTF-NRFANRHFSA-N; Camptothecin, 9-methoxy-; CAMPTOTHECIN,9-METHOXY; 9-Methoxycamptothecin; NCI60_001450



数据库引用编号

7 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)

12 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]
  • 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]
  • Souvik Kusari, Sebastian Zühlke, Michael Spiteller. Correlations between camptothecin and related metabolites in Camptotheca acuminata reveal similar biosynthetic principles and in planta synergistic effects. Fitoterapia. 2011 Apr; 82(3):497-507. doi: 10.1016/j.fitote.2011.01.005. [PMID: 21238548]
  • 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]
  • Shou-Fang Wu, Pei-Wen Hsieh, Chin-Chung Wu, Chia-Lin Lee, Shu-Li Chen, Chi-Yu Lu, Tian-Shung Wu, Fang-Rong Chang, Yang-Chang Wu. Camptothecinoids from the seeds of Taiwanese Nothapodytes foetida. Molecules (Basel, Switzerland). 2008 Jun; 13(6):1361-71. doi: 10.3390/molecules13061361. [PMID: 18596662]
  • Shugeng Cao, Mohamed M Radwan, Andrew Norris, James S Miller, Fidy Ratovoson, Andrianjafy Mamisoa, Rabodo Andriantsiferana, Vincent E Rasamison, Stephan Rakotonandrasana, David G I Kingston. Cytotoxic and other compounds from Didymochlaena truncatula from the Madagascar rain forest. Journal of natural products. 2006 Feb; 69(2):284-6. doi: 10.1021/np050351x. [PMID: 16499333]
  • G Roja. Comparative studies on the camptothecin content from Nothapodytes foetida and Ophiorrhiza species. Natural product research. 2006 Jan; 20(1):85-8. doi: 10.1080/15216540500092898. [PMID: 16286315]
  • 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]
  • Chia-Ying Li, Chung-Hua Lin, Tian-Shung Wu. Quantitative analysis of camptothecin derivatives in Nothapodytes foetida using 1H-NMR method. Chemical & pharmaceutical bulletin. 2005 Mar; 53(3):347-9. doi: 10.1248/cpb.53.347. [PMID: 15744115]
  • Devanand P Fulzele, Ramesh K Satdive. Comparison of techniques for the extraction of the anti-cancer drug camptothecin from Nothapodytes foetida. Journal of chromatography. A. 2005 Jan; 1063(1-2):9-13. doi: 10.1016/j.chroma.2004.11.020. [PMID: 15700452]
  • 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]
  • S P Gunasekera, M M Badawi, G A Cordell, N R Farnsworth, M Chitnis. Plant anticancer agents X. Isolation of camptothecin and 9-methoxycamptothecin from Ervatamia heyneana. Journal of natural products. 1979 Sep; 42(5):475-7. doi: 10.1021/np50005a006. [PMID: 521817]
  • P H Gruen, E J Sachar, G Langer, N Altman, M Leifer, A Frantz, F S Halpern. Prolactin responses to neuroleptics in normal and schizophrenic subjects. Archives of general psychiatry. 1978 Jan; 35(1):108-16. doi: 10.1001/archpsyc.1978.01770250110011. [PMID: 23087]