Norspermidine (BioDeep_00000003441)

 

Secondary id: BioDeep_00000408215

human metabolite Endogenous natural product


代谢物信息卡片


Initiating explosive iminobispropylamine (dot)

化学式: C6H17N3 (131.1422)
中文名称: 双（3-氨基丙基）胺, 3,3-二氨基二丙胺
谱图信息: 最多检出来源 Homo sapiens(plant) 5.68%

分子结构信息

SMILES: C(CN)CNCCCN
InChI: InChI=1S/C6H17N3/c7-3-1-5-9-6-2-4-8/h9H,1-8H2

描述信息

Norspermidine, also known as caldine or dipropylentriamin, belongs to the class of organic compounds known as dialkylamines. These are organic compounds containing a dialkylamine group, characterized by two alkyl groups bonded to the amino nitrogen. Norspermidine exists in all living organisms, ranging from bacteria to humans. Norspermidine has been detected, but not quantified, in several different foods, such as narrowleaf cattails, agaves, hickory nuts, sour cherries, and european chestnuts.
Norspermidine is a polyamine of similar structure to the more common spermidine. While norspermidine has been found to occur naturally in some species of plants, bacteria, and algae, it is not known to be a natural product in humans as spermidine is. [HMDB]. Norspermidine is found in many foods, some of which are lentils, sweet bay, sea-buckthornberry, and lemon thyme.
KEIO_ID B040

同义名列表

34 个代谢物同义名

Initiating explosive iminobispropylamine (dot); Initiating explosive iminobispropylamine; N-(3-Aminopropyl)-1, 3-propanediamine; N-(3-Aminopropyl)-1,3-propanediamine; N-(3-Aminopropyl)propane-1,3-diamine; N-3-Aminopropyl-1,3-diaminopropane; 3, {3-iminobis[propylamine]}; 4-Azaheptamethylenediamine; 3,3-Iminobis-1-propanamine; 3,3-Iminobis(propylamine); Bis(3,3-aminopropyl)amine; 3, 3-Diaminodipropylamine; 3,3-Diamino-dipropylamine; 4-Azaheptane-1,7-diamine; 1,7-Diamino-4-azaheptane; 3,3-Iminobis-propylamine; 3,3-Iminodi(propylamine); 3,3-Diaminodipropylamine; Imino-bis(3-propylamine); 3,3-Iminobispropylamine; bis(3-aminopropyl)amine; 3,3-Diaminopropylamine; Aminobis(propylamine); Iminobis(propylamine); Dipropylene triamine; 3,3-Iminopropylamine; -1,3-Propanediamine; Dipropylenetriamine; Dipropylentriamin; N-3-Aminopropyl; Norspermidine; Caldine; Norspermidine; Bis(3-aminopropyl)amine



数据库引用编号

24 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)

57 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 11 AR, ARG1, ARMC1, CAT, EIF5A, HELB, ODC1, PAOX, PFDN5, PLAAT1, SAT1
Peripheral membrane protein 2 AOC1, EIF5A
Endoplasmic reticulum membrane 2 EBP, EIF5A
Nucleus 7 AR, ARG1, EIF5A, HELB, NKX6-2, PFDN5, PLAAT1
cytosol 13 AMD1, AR, ARG1, ARMC1, CAT, EIF5A, HELB, ODC1, PAOX, PFDN5, PLAAT1, SAT1, SMS
nuclear body 1 HELB
nucleoplasm 3 AR, ATP2B1, HELB
Cell membrane 6 AOC1, ATP2B1, KCNV1, SAT1, SCN4A, SLC10A1
Cytoplasmic side 1 EIF5A
Cytoplasmic granule 1 ARG1
Multi-pass membrane protein 6 ATP2B1, EBP, KCNV1, SAT1, SCN4A, SLC10A1
Synapse 1 ATP2B1
glutamatergic synapse 1 ATP2B1
neuronal cell body 1 SAT1
presynaptic membrane 1 ATP2B1
Cytoplasm, cytosol 1 SAT1
Lysosome 1 PLAAT1
plasma membrane 7 AOC1, AR, ATP2B1, KCNV1, SAT1, SCN4A, SLC10A1
synaptic vesicle membrane 1 ATP2B1
Membrane 9 AR, ATP2B1, CAT, EIF5A, KCNV1, PLAAT1, SAT1, SCN4A, SLC10A1
axon 1 SAT1
basolateral plasma membrane 3 ATP2B1, SAT1, SLC10A1
extracellular exosome 5 AOC1, ATP2B1, CAT, SAT1, SMS
endoplasmic reticulum 2 EBP, PLAAT1
extracellular space 2 AOC1, ARG1
bicellular tight junction 1 AOC1
mitochondrion 4 ARMC1, CAT, HELB, PLAAT1
protein-containing complex 2 AR, CAT
intracellular membrane-bounded organelle 2 ATP2B1, CAT
extracellular region 3 AOC1, ARG1, CAT
Mitochondrion outer membrane 1 ARMC1
Single-pass membrane protein 1 PLAAT1
mitochondrial outer membrane 1 ARMC1
[Isoform 1]: Membrane 1 PLAAT1
mitochondrial matrix 1 CAT
Extracellular side 1 AOC1
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 ATP2B1
nuclear membrane 1 EBP
cytoplasmic vesicle 1 EBP
focal adhesion 1 CAT
Peroxisome 3 AOC1, CAT, PAOX
Peroxisome matrix 1 CAT
peroxisomal matrix 2 CAT, PAOX
peroxisomal membrane 1 CAT
lateral plasma membrane 1 ATP2B1
nuclear speck 1 AR
chromatin 2 AR, NKX6-2
cell projection 1 ATP2B1
Chromosome 1 HELB
Secreted, extracellular space 1 AOC1
Basolateral cell membrane 2 ATP2B1, SAT1
site of double-strand break 1 HELB
intercellular bridge 1 KCNV1
nuclear envelope 1 EBP
nuclear pore 1 EIF5A
Nucleus envelope 1 EBP
Endomembrane system 1 KCNV1
Presynaptic cell membrane 1 ATP2B1
intermediate filament cytoskeleton 1 PFDN5
voltage-gated potassium channel complex 1 KCNV1
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 1 CAT
specific granule lumen 2 AOC1, ARG1
azurophil granule lumen 1 ARG1
immunological synapse 1 ATP2B1
nuclear envelope lumen 1 PLAAT1
annulate lamellae 1 EIF5A
[Isoform 2]: Nucleus 1 PLAAT1
prefoldin complex 1 PFDN5
external side of apical plasma membrane 1 SAT1
voltage-gated sodium channel complex 1 SCN4A
catalase complex 1 CAT
photoreceptor ribbon synapse 1 ATP2B1


文献列表

  • Bin Li, Jue Liang, Hamid R Baniasadi, Shin Kurihara, Margaret A Phillips, Anthony J Michael. Functional identification of bacterial spermine, thermospermine, norspermine, norspermidine, spermidine, and N1-aminopropylagmatine synthases. The Journal of biological chemistry. 2024 May; 300(5):107281. doi: 10.1016/j.jbc.2024.107281. [PMID: 38588807]
  • Víctor M Chávez-Jacobo, Víctor A Becerra-Rivera, Gabriela Guerrero, Michael F Dunn. The Sinorhizobium meliloti NspS-MbaA system affects biofilm formation, exopolysaccharide production and motility in response to specific polyamines. Microbiology (Reading, England). 2023 Jan; 169(1):. doi: 10.1099/mic.0.001293. [PMID: 36748569]
  • Enric Sayas, Beatriz Pérez-Benavente, Concepción Manzano, Rosa Farràs, Santiago Alejandro, Juan Carlos Del Pozo, Alejandro Ferrando, Ramón Serrano. Polyamines interfere with protein ubiquitylation and cause depletion of intracellular amino acids: a possible mechanism for cell growth inhibition. FEBS letters. 2019 01; 593(2):209-218. doi: 10.1002/1873-3468.13299. [PMID: 30447065]
  • G H M Sagor, Masataka Inoue, Dong Wook Kim, Seiji Kojima, Masaru Niitsu, Thomas Berberich, Tomonobu Kusano. The polyamine oxidase from lycophyte Selaginella lepidophylla (SelPAO5), unlike that of angiosperms, back-converts thermospermine to norspermidine. FEBS letters. 2015 Oct; 589(20 Pt B):3071-8. doi: 10.1016/j.febslet.2015.08.045. [PMID: 26348400]
  • Mohini M Konai, Chandradhish Ghosh, Venkateswarlu Yarlagadda, Sandip Samaddar, Jayanta Haldar. Membrane active phenylalanine conjugated lipophilic norspermidine derivatives with selective antibacterial activity. Journal of medicinal chemistry. 2014 Nov; 57(22):9409-23. doi: 10.1021/jm5013566. [PMID: 25335118]
  • Gaetano Bissoli, Regina Niñoles, Sandra Fresquet, Samuela Palombieri, Eduardo Bueso, Lourdes Rubio, María J García-Sánchez, José A Fernández, José M Mulet, Ramón Serrano. Peptidyl-prolyl cis-trans isomerase ROF2 modulates intracellular pH homeostasis in Arabidopsis. The Plant journal : for cell and molecular biology. 2012 May; 70(4):704-16. doi: 10.1111/j.1365-313x.2012.04921.x. [PMID: 22268595]
  • Milena Cvikrová, Lenka Gemperlová, Jana Dobrá, Olga Martincová, Ilja T Prásil, Jozef Gubis, Radomira Vanková. Effect of heat stress on polyamine metabolism in proline-over-producing tobacco plants. Plant science : an international journal of experimental plant biology. 2012 Jan; 182(?):49-58. doi: 10.1016/j.plantsci.2011.01.016. [PMID: 22118615]
  • Faten Deeb, Corine M van der Weele, Stephen M Wolniak. Spermidine is a morphogenetic determinant for cell fate specification in the male gametophyte of the water fern Marsilea vestita. The Plant cell. 2010 Nov; 22(11):3678-91. doi: 10.1105/tpc.109.073254. [PMID: 21097708]
  • Christine Fuell, Katherine A Elliott, Colin C Hanfrey, Marina Franceschetti, Anthony J Michael. Polyamine biosynthetic diversity in plants and algae. Plant physiology and biochemistry : PPB. 2010 Jul; 48(7):513-20. doi: 10.1016/j.plaphy.2010.02.008. [PMID: 20227886]
  • Liat Goldshaid, Efrat Rubinstein, Alexander Brandis, Dadi Segal, Noa Leshem, Ori Brenner, Vyacheslav Kalchenko, Doron Eren, Tamar Yecheskel, Yoseph Salitra, Yoram Salomon, Avigdor Scherz. Novel design principles enable specific targeting of imaging and therapeutic agents to necrotic domains in breast tumors. Breast cancer research : BCR. 2010; 12(3):R29. doi: 10.1186/bcr2579. [PMID: 20497549]
  • Alexander Heinick, Katja Urban, Stefan Roth, Danica Spies, Frank Nunes, Otto Phanstiel, Eva Liebau, Kai Lüersen. Caenorhabditis elegans P5B-type ATPase CATP-5 operates in polyamine transport and is crucial for norspermidine-mediated suppression of RNA interference. FASEB journal : official publication of the Federation of American Societies for Experimental Biology. 2010 Jan; 24(1):206-17. doi: 10.1096/fj.09-135889. [PMID: 19762559]
  • Santiago J Maiale, María Marina, Diego H Sánchez, Fernando L Pieckenstain, Oscar A Ruiz. In vitro and in vivo inhibition of plant polyamine oxidase activity by polyamine analogues. Phytochemistry. 2008 Oct; 69(14):2552-8. doi: 10.1016/j.phytochem.2008.07.003. [PMID: 18783804]
  • Eduardo Bueso, Santiago Alejandro, Pablo Carbonell, Miguel A Perez-Amador, Joaquín Fayos, Jose M Bellés, Pedro L Rodriguez, Ramón Serrano. The lithium tolerance of the Arabidopsis cat2 mutant reveals a cross-talk between oxidative stress and ethylene. The Plant journal : for cell and molecular biology. 2007 Dec; 52(6):1052-65. doi: 10.1111/j.1365-313x.2007.03305.x. [PMID: 17931347]
  • Koichi Takao, Tomohiro Ozawa, Satoko Shibata, Makiko Wada, Yoshiaki Sugita, Akira Shirahata, Keijiro Samejima. Formation of spermidine or norspermidine from synthetic diacetylpolyamines by acetylpolyamine oxidase in cultured cells. Biological & pharmaceutical bulletin. 2007 Dec; 30(12):2389-93. doi: 10.1248/bpb.30.2389. [PMID: 18057731]
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