homoharringtonine (BioDeep_00000179803)

   

human metabolite blood metabolite natural product


代谢物信息卡片


4-Methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.0²,⁶.0⁶,¹⁰.0¹⁵,¹⁹]icosa-1(20),4,13,15(19)-tetraen-3-yl 1-methyl 3-hydroxy-3-(4-hydroxy-4-methylpentyl)butanedioic acid

化学式: C29H39NO9 (545.2625)
中文名称:
谱图信息: 最多检出来源 Escherichia coli(natural_products) 100%

分子结构信息

SMILES: CC(C)(CCCC(CC(=O)OC)(C(=O)OC1C2C3=CC4=C(C=C3CCN5C2(CCC5)C=C1OC)OCO4)O)O
InChI: InChI=1S/C29H39NO9/c1-27(2,33)8-5-10-29(34,16-23(31)36-4)26(32)39-25-22(35-3)15-28-9-6-11-30(28)12-7-18-13-20-21(38-17-37-20)14-19(18)24(25)28/h13-15,24-25,33-34H,5-12,16-17H2,1-4H3



数据库引用编号

6 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)

24 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。

亚细胞结构定位 关联基因列表


文献列表

  • Jian-ping Shen, Hong Yang, Wan-mao Ni, Wen-bin Qian. [Cytotoxicity of homoharringtonine on leukemic stem-like cells in AML cell line KG-1]. Zhejiang da xue xue bao. Yi xue ban = Journal of Zhejiang University. Medical sciences. 2012 Sep; 41(5):485-90. doi: ". [PMID: 23086639]
  • Yingchun Miao, Xuedong Lang, Shuaifeng Li, Jianrong Su, Yuehua Wang. Characterization of 15 polymorphic microsatellite loci for Cephalotaxus oliveri (Cephalotaxaceae), a conifer of medicinal importance. International journal of molecular sciences. 2012; 13(9):11165-11172. doi: 10.3390/ijms130911165. [PMID: 23109844]
  • A Bakrudeen Ali Ahmed, A S Rao, M V Rao, Rosna Mat Taha. Production of gymnemic acid depends on medium, explants, PGRs, color lights, temperature, photoperiod, and sucrose sources in batch culture of Gymnema sylvestre. TheScientificWorldJournal. 2012; 2012(?):897867. doi: 10.1100/2012/897867. [PMID: 22629221]
  • Theo Daniel Kim, Mareike Frick, Philipp le Coutre. Omacetaxine mepesuccinate for the treatment of leukemia. Expert opinion on pharmacotherapy. 2011 Oct; 12(15):2381-92. doi: 10.1517/14656566.2011.613378. [PMID: 21916787]
  • Liu-Fang Gu, Wang-Gang Zhang, Fang-Xia Wang, Xing-Mei Cao, Yin-Xia Chen, Ai-Li He, Jie Liu, Xiao-Rong Ma. Low dose of homoharringtonine and cytarabine combined with granulocyte colony-stimulating factor priming on the outcome of relapsed or refractory acute myeloid leukemia. Journal of cancer research and clinical oncology. 2011 Jun; 137(6):997-1003. doi: 10.1007/s00432-010-0947-z. [PMID: 21152934]
  • Rong Chen, Lei Guo, Yuling Chen, Yingjun Jiang, William G Wierda, William Plunkett. Homoharringtonine reduced Mcl-1 expression and induced apoptosis in chronic lymphocytic leukemia. Blood. 2011 Jan; 117(1):156-64. doi: 10.1182/blood-2010-01-262808. [PMID: 20971952]
  • Astha Varma, Harish Padh, Neeta Shrivastava. Andrographolide: a new plant-derived antineoplastic entity on horizon. Evidence-based complementary and alternative medicine : eCAM. 2011; 2011(?):815390. doi: 10.1093/ecam/nep135. [PMID: 19752167]
  • Stella Chai, Kenneth Kw To, Ge Lin. Circumvention of multi-drug resistance of cancer cells by Chinese herbal medicines. Chinese medicine. 2010 Jul; 5(?):26. doi: 10.1186/1749-8546-5-26. [PMID: 20653978]
  • Rafael Van den Bergh, Eric Florence, Erika Vlieghe, Tom Boonefaes, Johan Grooten, Erica Houthuys, Huyen Thi Thanh Tran, Youssef Gali, Patrick De Baetselier, Guido Vanham, Geert Raes. Transcriptome analysis of monocyte-HIV interactions. Retrovirology. 2010 Jun; 7(?):53. doi: 10.1186/1742-4690-7-53. [PMID: 20546557]
  • Jianmin Wang, Shuqing Lü, Jianmin Yang, Xianmin Song, Li Chen, Chongmei Huang, Jun Hou, Weiping Zhang. A homoharringtonine-based induction regimen for the treatment of elderly patients with acute myeloid leukemia: a single center experience from China. Journal of hematology & oncology. 2009 Jul; 2(?):32. doi: 10.1186/1756-8722-2-32. [PMID: 19642997]
  • Flávia C M Lopes, Ana Rocha, Ana Pirraco, Luis O Regasini, Dulce H S Silva, Vanderlan S Bolzani, Isabel Azevedo, Iracilda Z Carlos, Raquel Soares. Anti-angiogenic effects of pterogynidine alkaloid isolated from Alchornea glandulosa. BMC complementary and alternative medicine. 2009 May; 9(?):15. doi: 10.1186/1472-6882-9-15. [PMID: 19463163]
  • Li-Shuang Yu, Xue-Qin Xu, Lu Huang, Jin-Ming Lin, Guo-Nan Chen. Separation and detection of isoquinoline alkaloids using MEEKC coupled with field-amplified sample injection induced by ACN. Electrophoresis. 2009 Feb; 30(4):661-7. doi: 10.1002/elps.200800555. [PMID: 19156769]
  • Yin-Xia Chen, Xiao-Rong Ma, Wang-Gang Zhang, Jie Liu, Xing-Mei Cao, Ai-Li He. [Efficiency of GHA priming chemotherapy on patients with refractory acute myeloid leukemia and myelodysplastic syndrome and its relationship with expression of costimulatory molecule B7.1]. Zhongguo shi yan xue ye xue za zhi. 2008 Oct; 16(5):1002-5. doi: NULL. [PMID: 18928583]
  • V Badireenath Konkimalla, Thomas Efferth. Evidence-based Chinese medicine for cancer therapy. Journal of ethnopharmacology. 2008 Mar; 116(2):207-10. doi: 10.1016/j.jep.2007.12.009. [PMID: 18243610]
  • Wang-Gang Zhang, Fang-Xia Wang, Yin-Xia Chen, Xin-Mei Cao, Ai-Li He, Jie Liu, Xiao-Rong Ma, Wan-Hong Zhao, Su-Hu Liu, Jian-Li Wang. Combination chemotherapy with low-dose cytarabine, homoharringtonine, and granulocyte colony-stimulating factor priming in patients with relapsed or refractory acute myeloid leukemia. American journal of hematology. 2008 Mar; 83(3):185-8. doi: 10.1002/ajh.20903. [PMID: 17899614]
  • Thomas Efferth, Paul C H Li, Venkata S Badireenath Konkimalla, Bernd Kaina. From traditional Chinese medicine to rational cancer therapy. Trends in molecular medicine. 2007 Aug; 13(8):353-61. doi: 10.1016/j.molmed.2007.07.001. [PMID: 17644431]
  • Rolf Rauh, Stefan Kahl, Herbert Boechzelt, Rudolf Bauer, Bernd Kaina, Thomas Efferth. Molecular biology of cantharidin in cancer cells. Chinese medicine. 2007 Jul; 2(?):8. doi: 10.1186/1749-8546-2-8. [PMID: 17610718]
  • Yin-Jun Lou, Wen-Bin Qian, Jie Jin. Homoharringtonine induces apoptosis and growth arrest in human myeloma cells. Leukemia & lymphoma. 2007 Jul; 48(7):1400-6. doi: 10.1080/10428190701411466. [PMID: 17613769]
  • Marta R Romero, Maria A Serrano, Thomas Efferth, Marcelino Alvarez, Jose J Marin. Effect of cantharidin, cephalotaxine and homoharringtonine on 'in vitro' models of hepatitis B virus (HBV) and bovine viral diarrhoea virus (BVDV) replication. Planta medica. 2007 Jun; 73(6):552-8. doi: 10.1055/s-2007-967184. [PMID: 17458779]
  • V Lévy, S Zohar, C Bardin, A Vekhoff, D Chaoui, B Rio, O Legrand, S Sentenac, P Rousselot, E Raffoux, F Chast, S Chevret, J P Marie. A phase I dose-finding and pharmacokinetic study of subcutaneous semisynthetic homoharringtonine (ssHHT) in patients with advanced acute myeloid leukaemia. British journal of cancer. 2006 Aug; 95(3):253-9. doi: 10.1038/sj.bjc.6603265. [PMID: 16847470]
  • Jia Fei, Huan Zhang. [Vascular endothelial growth factor antisense oligodeoxynucleotide enhance drug-sensitivity of myeloid leukemia cells to homoharringtonine]. Zhonghua xue ye xue za zhi = Zhonghua xueyexue zazhi. 2005 Jan; 26(1):27-30. doi: NULL. [PMID: 15946505]
  • Chang Ying Luo, Jing Yan Tang, Yao Ping Wang. Homoharringtonine: a new treatment option for myeloid leukemia. Hematology (Amsterdam, Netherlands). 2004 Aug; 9(4):259-70. doi: 10.1080/10245330410001714194. [PMID: 15621733]
  • Lou Yinjun, Jin Jie, Xu Weilai, Tong Xiangming. Homoharringtonine mediates myeloid cell apoptosis via upregulation of pro-apoptotic bax and inducing caspase-3-mediated cleavage of poly(ADP-ribose) polymerase (PARP). American journal of hematology. 2004 Jul; 76(3):199-204. doi: 10.1002/ajh.20100. [PMID: 15224352]
  • Young Hae Choi, Ki-Pung Yoo, Jinwoong Kim. HPLC-electrospray ionization-MS-MS analysis of Cephalotaxus harringtonia leaves and enhancement of the extraction efficiency of alkaloids therein by SFE. Journal of chromatographic science. 2003 Feb; 41(2):67-72. doi: 10.1093/chromsci/41.2.67. [PMID: 12639253]
  • Dan Ni, Dah H Ho, Mary Vijjeswarapu, Edward Felix, P Robyn Rhea, Robert A Newman. Metabolism of homoharringtonine, a cytotoxic component of the evergreen plant Cephalotaxus harringtonia. Journal of experimental therapeutics & oncology. 2003 Jan; 3(1):47-52. doi: 10.1046/j.1359-4117.2003.01066.x. [PMID: 12724858]
  • L Zhao, L-M Ching, P Kestell, B C Baguley. The antitumour activity of 5,6-dimethylxanthenone-4-acetic acid (DMXAA) in TNF receptor-1 knockout mice. British journal of cancer. 2002 Aug; 87(4):465-70. doi: 10.1038/sj.bjc.6600479. [PMID: 12177785]
  • Thomas Efferth, Mary Davey, Armin Olbrich, Gerhard Rücker, Erich Gebhart, Ross Davey. Activity of drugs from traditional Chinese medicine toward sensitive and MDR1- or MRP1-overexpressing multidrug-resistant human CCRF-CEM leukemia cells. Blood cells, molecules & diseases. 2002 Mar; 28(2):160-8. doi: 10.1006/bcmd.2002.0492. [PMID: 12064912]
  • T Matsuo, M Tomonaga. [Chemotherapy and radiation therapy]. Nihon rinsho. Japanese journal of clinical medicine. 2001 Dec; 59(12):2364-8. doi: ". [PMID: 11766340]
  • B A Bell, M N Chang, H J Weinstein. A phase II study of Homoharringtonine for the treatment of children with refractory or recurrent acute myelogenous leukemia: a pediatric oncology group study. Medical and pediatric oncology. 2001 Aug; 37(2):103-7. doi: 10.1002/mpo.1177. [PMID: 11496347]
  • Z Cai, M Lin, C Wuchter, V Ruppert, B Dörken, W D Ludwig, L Karawajew. Apoptotic response to homoharringtonine in human wt p53 leukemic cells is independent of reactive oxygen species generation and implicates Bax translocation, mitochondrial cytochrome c release and caspase activation. Leukemia. 2001 Apr; 15(4):567-74. doi: 10.1038/sj.leu.2402067. [PMID: 11368358]