harringtonin (BioDeep_00000230404)

 

Secondary id: BioDeep_00000008192, BioDeep_00000179681

PANOMIX_OTCML-2023 Volatile Flavor Compounds natural product


代谢物信息卡片


1-((1S,3aR,14bS)-2-methoxy-1,5,6,8,9,14b-hexahydro-4H-[1,3]dioxolo[4,5:4,5]benzo[1,2-d]cyclopenta[b]pyrrolo[1,2-a]azepin-1-yl) 4-methyl (R)-2-hydroxy-2-(3-hydroxy-3-methylbutyl)succinate

化学式: C28H37NO9 (531.2468192)
中文名称: 三尖杉酯碱
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 3.33%

分子结构信息

SMILES: CC(C)(CCC(CC(=O)OC)(C(=O)OC1C2C3=CC4=C(C=C3CCN5C2(CCC5)C=C1OC)OCO4)O)O
InChI: InChI=1S/C28H37NO9/c1-26(2,32)8-9-28(33,15-22(30)35-4)25(31)38-24-21(34-3)14-27-7-5-10-29(27)11-6-17-12-19-20(37-16-36-19)13-18(17)23(24)27/h12-14,23-24,32-33H,5-11,15-16H2,1-4H3/t23-,24-,27+,28-/m1/s1

描述信息

Harringtonine is an alkaloid.
Harringtonine is a natural product found in Cephalotaxus harringtonia, Cephalotaxus fortunei, and Apis cerana with data available.
D000970 - Antineoplastic Agents > D000972 - Antineoplastic Agents, Phytogenic > D006248 - Harringtonines
Harringtonine is a natural Cephalotaxus alkaloid that inhibits protein synthesis. Harringtonine has anti-chikungunya virus (CHIKV) activities with an EC50 of 0.24 μM.
Harringtonine is a natural Cephalotaxus alkaloid that inhibits protein synthesis. Harringtonine has anti-chikungunya virus (CHIKV) activities with an EC50 of 0.24 μM.

同义名列表

20 个代谢物同义名

1-((1S,3aR,14bS)-2-methoxy-1,5,6,8,9,14b-hexahydro-4H-[1,3]dioxolo[4,5:4,5]benzo[1,2-d]cyclopenta[b]pyrrolo[1,2-a]azepin-1-yl) 4-methyl (R)-2-hydroxy-2-(3-hydroxy-3-methylbutyl)succinate; 1-O-[(2S,3S,6R)-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] 4-O-methyl (2R)-2-hydroxy-2-(3-hydroxy-3-methylbutyl)butanedioate; Cephalotaxine, 4-methyl-, 2-hydroxy-2-(3-hydroxy-3-methylbutyl)butanedioate (ester), (3(R))-; Cephalotaxine, 4-methyl-2-hydroxy-2-(3-hydroxy-3-methylbutyl)butanedioate (ester), (3(R))-; cephalotaxine, 4-methyl (2R)-2-hydroxy-2-(3-hydroxy-3-methylbutyl)butanedioate (ester); Cephalotaxine, 4-methyl 2-hydroxy-2-(3-hydroxy-3-methylbutyl)butanedioate (ester); TRANS-2-BUTENE-1,4-DICARBOXYLICACID; harringtonine, racemic mixture; Alkaloid C from cephalotaxus; harringtonine hydrochloride; harringtonine, (S)-isomer; harringtonine, (R)-isomer; HARRINGTONINE [WHO-DD]; harringtonine(8ci); 2R-harringtonine; Harringtonine; harringtonin; NCI60_000568; ZJ-H; Harringtonine



数据库引用编号

18 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)

28 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

  • Maxim V Gerashchenko, Zalan Peterfi, Sun Hee Yim, Vadim N Gladyshev. Translation elongation rate varies among organs and decreases with age. Nucleic acids research. 2021 01; 49(2):e9. doi: 10.1093/nar/gkaa1103. [PMID: 33264395]
  • Jung-Eun Kim, Yoon-Jae Song. Anti-varicella-zoster virus activity of cephalotaxine esters in vitro. Journal of microbiology (Seoul, Korea). 2019 Jan; 57(1):74-79. doi: 10.1007/s12275-019-8514-z. [PMID: 30456755]
  • Seiichi Sakamoto, Tomofumi Miyamoto, Kazuteru Usui, Hiroyuki Tanaka, Satoshi Morimoto. Sodium-Periodate-Mediated Harringtonine Derivatives and Their Antiproliferative Activity against HL-60 Acute Leukemia Cells. Journal of natural products. 2018 01; 81(1):34-40. doi: 10.1021/acs.jnatprod.7b00541. [PMID: 29286665]
  • Seiichi Sakamoto, Gorawit Yusakul, Poomraphie Nuntawong, Tharita Kitisripanya, Waraporn Putalun, Tomofumi Miyamoto, Hiroyuki Tanaka, Satoshi Morimoto. Development of an indirect competitive immunochromatographic strip test for rapid detection and determination of anticancer drug, harringtonine. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2017 Mar; 1048(?):150-154. doi: 10.1016/j.jchromb.2017.01.032. [PMID: 28237091]
  • Gayoung Park, Sun Yeou Kim, Yoon-Jae Song. Ester alkaloids from Cephalotaxus interfere with the 2'3'-cGAMP-induced type I interferon pathway in vitro. PloS one. 2017; 12(8):e0182701. doi: 10.1371/journal.pone.0182701. [PMID: 28771599]
  • Ze Tian, Sibao Chen, Yaòu Zhang, Minghui Huang, Lin Shi, Feng Huang, Chichun Fong, Mengsu Yang, Peigen Xiao. The cytotoxicity of naturally occurring styryl lactones. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2006 Feb; 13(3):181-6. doi: 10.1016/j.phymed.2004.07.010. [PMID: 16428026]
  • Dan Xu, Fan-Yi Meng, Zheng-Shan Yi. [Role of vascular endothelial growth factor (VEGF) in development and progress of refractory acute myeloid leukemia]. Ai zheng = Aizheng = Chinese journal of cancer. 2003 Aug; 22(8):844-8. doi: . [PMID: 12917032]
  • Qian-Jin Liang, Su-Hua Liang, An Peng, Yong-Chao Wang, Huan-Xiang Zhang, Yong-Zhe Li, Jing-Tao Cui. Effects of anti-leukemia drug Harringtonine on the levels of centromere proteins and gene expression of CenpB in L1210 cells. Yi chuan xue bao = Acta genetica Sinica. 2003 Jun; 30(6):521-7. doi: . [PMID: 12939796]
  • H Liu, X Lei, R Han. [Anti-invasion activity of several plant-originated anticancer drugs with different mechanism of action]. Yao xue xue bao = Acta pharmaceutica Sinica. 1998; 33(1):18-21. doi: . [PMID: 11938929]
  • M Y Zhu, W B Jin, N C Zhao. [Effects of harringtonine on peroxidation and dynamic microstructure of membrane lipids of myocardial sarcoplasmic reticulum in rat]. Zhongguo yao li xue bao = Acta pharmacologica Sinica. 1997 Jan; 18(1):90-2. doi: ". [PMID: 10072905]
  • G T Tan, J M Pezzuto, A D Kinghorn, S H Hughes. Evaluation of natural products as inhibitors of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase. Journal of natural products. 1991 Jan; 54(1):143-54. doi: 10.1021/np50073a012. [PMID: 1710653]