Alkaloid C from cephalotaxus (BioDeep_00000179681)

Main id: BioDeep_00000230404

 

human metabolite PANOMIX_OTCML-2023 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-(3-hydroxy-3-methylbutyl)butanedioate

化学式: C28H37NO9 (531.2468)
中文名称: 三尖杉酯碱
谱图信息: 最多检出来源 () 0%

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

描述信息

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

7 个代谢物同义名

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-(3-hydroxy-3-methylbutyl)butanedioate; Alkaloid C from cephalotaxus; harringtonine hydrochloride; harringtonine, (S)-isomer; harringtonine, (R)-isomer; Harringtonine; Harringtonine



数据库引用编号

9 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)

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
Cytoplasm 13 ABCB1, ACE2, ANXA5, BCL2, CASP3, CYP2C19, CYP2E1, CYP3A4, EIF2AK3, ERN1, MYC, PML, TRAF2
Peripheral membrane protein 3 ANXA5, CYP2E1, PML
Endoplasmic reticulum membrane 8 BCL2, CYP2C19, CYP2E1, CYP3A4, EIF2AK3, ERN1, HSP90B1, PML
Nucleus 8 BCL2, CASP3, EIF2AK3, HSP90B1, MYC, PARP1, PML, RP9
cytosol 9 ANXA5, BBC3, BCL2, CASP3, EIF2AK3, HSP90B1, PARP1, PML, TRAF2
nuclear body 1 PARP1
nucleoplasm 6 CASP3, MYC, PARP1, PML, TMPRSS2, TRAF2
Cell membrane 5 ABCB1, ACE2, OR2AG1, TMPRSS2, TNFRSF14
Cytoplasmic side 1 PML
Early endosome membrane 1 PML
Multi-pass membrane protein 2 ABCB1, OR2AG1
cell cortex 1 TRAF2
cell surface 2 ABCB1, ACE2
glutamatergic synapse 1 CASP3
mitochondrial inner membrane 1 CYP2E1
neuronal cell body 1 CASP3
sarcolemma 1 ANXA5
smooth endoplasmic reticulum 1 HSP90B1
Cytoplasm, cytosol 1 PARP1
plasma membrane 6 ABCB1, ACE2, CYP2C19, OR2AG1, TMPRSS2, TNFRSF14
Membrane 12 ABCB1, ACE2, ANXA5, BCL2, CYP3A4, EIF2AK3, HSP90B1, MYC, OR2AG1, PARP1, TMPRSS2, TNFRSF14
apical plasma membrane 2 ABCB1, ACE2
extracellular exosome 5 ABCB1, ACE2, ANXA5, HSP90B1, TMPRSS2
endoplasmic reticulum 4 BCL2, EIF2AK3, ERN1, HSP90B1
extracellular space 1 ACE2
perinuclear region of cytoplasm 2 EIF2AK3, HSP90B1
mitochondrion 4 BBC3, BCL2, ERN1, PARP1
protein-containing complex 5 BCL2, HSP90B1, MYC, PARP1, TRAF2
intracellular membrane-bounded organelle 3 CYP2C19, CYP2E1, CYP3A4
Microsome membrane 2 CYP2E1, CYP3A4
postsynaptic density 1 CASP3
Single-pass type I membrane protein 4 ACE2, EIF2AK3, ERN1, TNFRSF14
Secreted 1 ACE2
extracellular region 4 ACE2, ANXA5, HSP90B1, TMPRSS2
cytoplasmic side of plasma membrane 1 TRAF2
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 2 BBC3, BCL2
transcription regulator complex 1 PARP1
Cell projection, cilium 1 ACE2
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 2 BCL2, PML
CD40 receptor complex 1 TRAF2
external side of plasma membrane 2 ANXA5, TNFRSF14
nucleolus 3 MYC, PARP1, PML
midbody 1 HSP90B1
Single-pass type II membrane protein 1 TMPRSS2
Apical cell membrane 2 ABCB1, ACE2
Mitochondrion inner membrane 1 CYP2E1
Membrane raft 2 ACE2, TRAF2
pore complex 1 BCL2
focal adhesion 2 ANXA5, HSP90B1
Nucleus, PML body 1 PML
PML body 1 PML
collagen-containing extracellular matrix 2 ANXA5, HSP90B1
nuclear inner membrane 1 ERN1
Zymogen granule membrane 1 ANXA5
cilium 1 ACE2
chromatin 2 MYC, PARP1
Chromosome 1 PARP1
brush border membrane 1 ACE2
Nucleus, nucleolus 2 MYC, PARP1
nuclear replication fork 1 PARP1
chromosome, telomeric region 2 PARP1, PML
site of double-strand break 1 PARP1
serine/threonine protein kinase complex 1 TRAF2
nuclear envelope 2 MYC, PARP1
Nucleus, nucleoplasm 1 MYC
Melanosome 1 HSP90B1
myelin sheath 1 BCL2
sperm plasma membrane 1 HSP90B1
ubiquitin ligase complex 1 TRAF2
endoplasmic reticulum lumen 2 ACE2, HSP90B1
nuclear matrix 1 PML
endocytic vesicle membrane 1 ACE2
RNA polymerase II transcription repressor complex 1 MYC
vesicle membrane 2 ANXA5, TRAF2
Sarcoplasmic reticulum lumen 1 HSP90B1
protein-DNA complex 1 PARP1
[Transmembrane protease serine 2 catalytic chain]: Secreted 1 TMPRSS2
external side of apical plasma membrane 1 ABCB1
death-inducing signaling complex 1 CASP3
Rough endoplasmic reticulum 1 MYC
site of DNA damage 1 PARP1
AIP1-IRE1 complex 1 ERN1
Ire1 complex 1 ERN1
IRE1-RACK1-PP2A complex 1 ERN1
IRE1-TRAF2-ASK1 complex 2 ERN1, TRAF2
endocytic vesicle lumen 1 HSP90B1
Myc-Max complex 1 MYC
endoplasmic reticulum chaperone complex 1 HSP90B1
signal recognition particle receptor complex 1 RP9
endothelial microparticle 1 ANXA5
TRAF2-GSTP1 complex 1 TRAF2
[Poly [ADP-ribose] polymerase 1, processed N-terminus]: Chromosome 1 PARP1
[Poly [ADP-ribose] polymerase 1, processed C-terminus]: Cytoplasm 1 PARP1
BAD-BCL-2 complex 1 BCL2
tumor necrosis factor receptor superfamily complex 1 TRAF2
[Processed angiotensin-converting enzyme 2]: Secreted 1 ACE2
[Isoform 2]: Apical cell membrane 1 ACE2
nucleoplasmic reticulum 1 MYC


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, 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]
  • Xueliang Fang, Lei Shao, Hui Zhang, Shaomeng Wang. CHMIS-C: a comprehensive herbal medicine information system for cancer. Journal of medicinal chemistry. 2005 Mar; 48(5):1481-8. doi: 10.1021/jm049838d. [PMID: 15743190]
  • 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]