Oxamniquine (BioDeep_00000003330)

 

Secondary id: BioDeep_00000397934

human metabolite blood metabolite


代谢物信息卡片


(7-nitro-2-{[(propan-2-yl)amino]methyl}-1,2,3,4-tetrahydroquinolin-6-yl)methanol

化学式: C14H21N3O3 (279.1583)
中文名称: 硝羟四氢喹啉胺
谱图信息: 最多检出来源 Homo sapiens(blood) 20.79%

分子结构信息

SMILES: CC(C)NCC1CCC2=CC(=C(C=C2N1)[N+](=O)[O-])CO
InChI: InChI=1S/C14H21N3O3/c1-9(2)15-7-12-4-3-10-5-11(8-18)14(17(19)20)6-13(10)16-12/h5-6,9,12,15-16,18H,3-4,7-8H2,1-2H3

描述信息

An anthelmintic with schistosomicidal activity against Schistosoma mansoni, but not against other Schistosoma spp. Oxamniquine causes worms to shift from the mesenteric veins to the liver where the male worms are retained; the female worms return to the mesentery, but can no longer release eggs. (From Martidale, The Extra Pharmacopoeia, 31st ed, p121)
P - Antiparasitic products, insecticides and repellents > P02 - Anthelmintics > P02B - Antitrematodals > P02BA - Quinoline derivatives and related substances
D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000871 - Anthelmintics
C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C250 - Antihelminthic Agent

同义名列表

6 个代谢物同义名

(7-nitro-2-{[(propan-2-yl)amino]methyl}-1,2,3,4-tetrahydroquinolin-6-yl)methanol; Oxaminiquine; oxamniquine; Vansil; Mansil; Oxamniquine



数据库引用编号

21 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。

亚细胞结构定位 关联基因列表
Cytoplasm 8 ABCB1, ALB, CYP2D6, HPRT1, NAGA, PLA2G12A, TUBB4B, TXNRD3
Endoplasmic reticulum membrane 2 CYP1A2, CYP2D6
Nucleus 4 ALB, CS, TUBB4B, TXNRD3
cytosol 5 ALB, GPT, HPRT1, TUBB4B, TXNRD3
centrosome 1 ALB
nucleoplasm 2 ATP2B1, TXNRD3
Cell membrane 3 ABCB1, ATP2B1, PTPRC
Multi-pass membrane protein 3 ABCB1, ATP2B1, CACNA1I
Synapse 2 ATP2B1, PTPRC
cell surface 2 ABCB1, PTPRC
glutamatergic synapse 1 ATP2B1
Golgi apparatus 1 ALB
presynaptic membrane 1 ATP2B1
Lysosome 1 NAGA
plasma membrane 7 ABCB1, ATP2B1, CACNA1I, EPGN, IFNLR1, IGHE, PTPRC
synaptic vesicle membrane 1 ATP2B1
Membrane 8 ABCB1, ATP2B1, CACNA1I, CS, CYP2D6, EPGN, IFNLR1, PTPRC
apical plasma membrane 1 ABCB1
basolateral plasma membrane 1 ATP2B1
extracellular exosome 9 ABCB1, ALB, ATP2B1, CS, GPT, HPRT1, NAGA, PTPRC, TUBB4B
endoplasmic reticulum 3 ALB, CYP2D6, TXNRD3
extracellular space 6 ALB, EPGN, IGHE, IL10, IL4, IL5
mitochondrion 3 CS, CYP2D6, TXNRD3
protein-containing complex 1 ALB
intracellular membrane-bounded organelle 3 ATP2B1, CYP1A2, CYP2D6
Microsome membrane 2 CYP1A2, CYP2D6
Single-pass type I membrane protein 4 EPGN, IFNLR1, IGHE, PTPRC
Secreted 5 ALB, IL10, IL4, IL5, PLA2G12A
extracellular region 8 ALB, EPGN, IGHE, IL10, IL4, IL5, PLA2G12A, TUBB4B
cytoplasmic side of plasma membrane 1 PTPRC
Single-pass membrane protein 1 CYP2D6
[Isoform 1]: Membrane 1 EPGN
Mitochondrion matrix 1 CS
mitochondrial matrix 1 CS
anchoring junction 1 ALB
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 ATP2B1
external side of plasma membrane 1 PTPRC
Extracellular vesicle 1 TUBB4B
microtubule cytoskeleton 1 TUBB4B
Apical cell membrane 1 ABCB1
Membrane raft 1 PTPRC
Cytoplasm, cytoskeleton 1 TUBB4B
focal adhesion 1 PTPRC
microtubule 1 TUBB4B
lateral plasma membrane 1 ATP2B1
ciliary basal body 1 ALB
IgE immunoglobulin complex 1 IGHE
cell projection 1 ATP2B1
mitotic spindle 1 TUBB4B
cytoskeleton 1 TUBB4B
centriole 1 ALB
spindle pole 1 ALB
blood microparticle 1 ALB
Basolateral cell membrane 1 ATP2B1
[Isoform 2]: Cell membrane 1 IGHE
[Isoform 3]: Secreted 1 EPGN
intercellular bridge 1 TUBB4B
Cytoplasm, cytoskeleton, flagellum axoneme 1 TUBB4B
sperm flagellum 1 TUBB4B
axonemal microtubule 1 TUBB4B
Presynaptic cell membrane 1 ATP2B1
Microsome 1 TXNRD3
secretory granule membrane 1 PTPRC
endoplasmic reticulum lumen 1 ALB
platelet alpha granule lumen 1 ALB
voltage-gated calcium channel complex 1 CACNA1I
azurophil granule lumen 1 TUBB4B
immunological synapse 1 ATP2B1
clathrin-coated endocytic vesicle membrane 1 EPGN
external side of apical plasma membrane 1 ABCB1
[Isoform 4]: Secreted 1 EPGN
[Isoform 2]: Membrane 1 EPGN
membrane microdomain 1 PTPRC
[Isoform 3]: Cell membrane 1 IGHE
bleb 1 PTPRC
[Isoform 1]: Secreted 1 IGHE
IgE B cell receptor complex 1 IGHE
immunoglobulin complex, circulating 1 IGHE
[Isoform 5]: Secreted 1 EPGN
[Isoform 6]: Secreted 1 EPGN
photoreceptor ribbon synapse 1 ATP2B1
ciliary transition fiber 1 ALB
interleukin-28 receptor complex 1 IFNLR1


文献列表

  • Valentin Buchter, Yih Ching Ong, François Mouvet, Abdallah Ladaycia, Elise Lepeltier, Ursula Rothlisberger, Jennifer Keiser, Gilles Gasser. Multidisciplinary Preclinical Investigations on Three Oxamniquine Analogues as New Drug Candidates for Schistosomiasis*. Chemistry (Weinheim an der Bergstrasse, Germany). 2020 Nov; 26(66):15232-15241. doi: 10.1002/chem.202002856. [PMID: 32852116]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Sören Frahm, Anisuzzaman Anisuzzaman, Ulrich Fabien Prodjinotho, Nermina Vejzagić, Admar Verschoor, Clarissa Prazeres da Costa. A novel cell-free method to culture Schistosoma mansoni from cercariae to juvenile worm stages for in vitro drug testing. PLoS neglected tropical diseases. 2019 01; 13(1):e0006590. doi: 10.1371/journal.pntd.0006590. [PMID: 30689639]
  • Rebecca Nespoli Lima, Paulo Marcos Zech Coelho, Ana Carolina A Mattos, Clélia Christina Mello Silva, Ronaldo de Carvalho Augusto, Ester Maria Mota, Samaly de Souza, Georgia Correa Atella, Suellen Silva Cabral, George Eduardo Gabriel Kluck, Marta Julia Faro. Combined treatment of Biomphalaria glabrata infected by Schistosoma mansoni with oxamniquine and praziquantel: Reproductive histological and metabolic aspects. Experimental parasitology. 2017 Dec; 183(?):6-12. doi: 10.1016/j.exppara.2017.10.001. [PMID: 29017937]
  • Frédéric D Chevalier, Winka Le Clec'h, Nina Eng, Anastasia R Rugel, Rafael Ramiro de Assis, Guilherme Oliveira, Stephen P Holloway, Xiaohang Cao, P John Hart, Philip T LoVerde, Timothy J C Anderson. Independent origins of loss-of-function mutations conferring oxamniquine resistance in a Brazilian schistosome population. International journal for parasitology. 2016 06; 46(7):417-24. doi: 10.1016/j.ijpara.2016.03.006. [PMID: 27073078]
  • Anthony Danso-Appiah, Piero L Olliaro, Sarah Donegan, David Sinclair, Jürg Utzinger. Drugs for treating Schistosoma mansoni infection. The Cochrane database of systematic reviews. 2013 Feb; ?(2):CD000528. doi: 10.1002/14651858.cd000528.pub2. [PMID: 23450530]
  • N El-Enany, F Belal, M Rizk. Spectrofluorimetric determination of oxamniquine in dosage forms and spiked human plasma through derivatization with 1-dimethylaminonaphthalene-5-sulphonyl chloride. Journal of fluorescence. 2008 Mar; 18(2):349-55. doi: 10.1007/s10895-007-0274-1. [PMID: 18058206]
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