N-Methylserotonin (BioDeep_00000006093)

 

Secondary id: BioDeep_00000268166

human metabolite Endogenous natural product


代谢物信息卡片


3-[2-(Methylamino)ethyl]-1H-indol-5-ol

化学式: C11H14N2O (190.1106)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(plant) 12.19%

分子结构信息

SMILES: CNCCC1=CNC2=C1C=C(C=C2)O
InChI: InChI=1S/C11H14N2O/c1-12-5-4-8-7-13-11-3-2-9(14)6-10(8)11/h2-3,6-7,12-14H,4-5H2,1H3

描述信息

N-methylserotonin is a product of the serotonin-degradative pathway, found in urine specimens of patients with psychiatric disorders (PubMed ID 8747157 ).

同义名列表

6 个代谢物同义名

3-[2-(Methylamino)ethyl]-1H-indol-5-ol; 3-(2-(Methylamino)ethyl)-1H-indol-5-ol; N-Methylserotonin oxalate salt; N-Methylserotonin; Lopac-m-1514; N-Methylserotonin



数据库引用编号

17 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

8 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(2)

Plant Reactome(0)

INOH(1)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(5)

PharmGKB(0)

33 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 ANXA5, BCL2, CASP3, CERK, INMT, MYD88, PRDX6, TLR4
Peripheral membrane protein 4 ANXA5, CERK, CYP1B1, GBA1
Endosome membrane 2 MYD88, TLR4
Endoplasmic reticulum membrane 2 BCL2, CYP1B1
Mitochondrion membrane 1 MAOA
Nucleus 4 BCL2, CASP3, MYD88, PRDX6
cytosol 8 AKR1A1, ANXA5, BCL2, CASP3, INMT, MAOA, MYD88, PRDX6
dendrite 1 HTR7
trans-Golgi network 1 GBA1
nucleoplasm 2 ATP2B1, CASP3
Cell membrane 7 ADRB3, ATP2B1, CERK, HTR7, RRAS, TLR4, TNF
Lipid-anchor 1 RRAS
Cytoplasmic side 2 MAOA, RRAS
Multi-pass membrane protein 3 ADRB3, ATP2B1, HTR7
Synapse 3 AKR1A1, ATP2B1, HTR7
cell surface 3 MYD88, TLR4, TNF
glutamatergic synapse 2 ATP2B1, CASP3
Golgi apparatus 1 GBA1
lysosomal membrane 1 GBA1
neuronal cell body 2 CASP3, TNF
presynaptic membrane 1 ATP2B1
sarcolemma 1 ANXA5
Cytoplasm, cytosol 1 AKR1A1
Lysosome 2 GBA1, PRDX6
plasma membrane 8 ADRB3, ATP2B1, CERK, HTR7, MYD88, RRAS, TLR4, TNF
synaptic vesicle membrane 1 ATP2B1
Membrane 8 ANXA5, ATP2B1, BCL2, CERK, CYP1B1, MAOA, PRDX6, TLR4
apical plasma membrane 1 AKR1A1
basolateral plasma membrane 1 ATP2B1
extracellular exosome 6 AKR1A1, ANXA5, ATP2B1, GBA1, PRDX6, RRAS
Lysosome membrane 1 GBA1
Lumenal side 1 GBA1
endoplasmic reticulum 2 BCL2, GBA1
extracellular space 3 AKR1A1, PRDX6, TNF
lysosomal lumen 1 GBA1
perinuclear region of cytoplasm 2 PRDX6, TLR4
mitochondrion 4 BCL2, CYP1B1, MAOA, PRDX6
protein-containing complex 2 BCL2, MYD88
intracellular membrane-bounded organelle 2 ATP2B1, CYP1B1
Microsome membrane 1 CYP1B1
postsynaptic density 1 CASP3
Single-pass type I membrane protein 1 TLR4
extracellular region 3 ANXA5, PRDX6, TNF
Mitochondrion outer membrane 2 BCL2, MAOA
Single-pass membrane protein 2 BCL2, MAOA
mitochondrial outer membrane 2 BCL2, MAOA
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 ATP2B1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 3 ANXA5, TLR4, TNF
Early endosome 1 TLR4
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Apical cell membrane 1 AKR1A1
Membrane raft 1 TNF
pore complex 1 BCL2
focal adhesion 2 ANXA5, RRAS
collagen-containing extracellular matrix 1 ANXA5
lateral plasma membrane 1 ATP2B1
Cell projection, ruffle 1 TLR4
ruffle 1 TLR4
receptor complex 2 ADRB3, TLR4
Zymogen granule membrane 1 ANXA5
cell projection 1 ATP2B1
phagocytic cup 2 TLR4, TNF
Basolateral cell membrane 1 ATP2B1
Presynaptic cell membrane 1 ATP2B1
myelin sheath 1 BCL2
trans-Golgi network membrane 1 HTR7
lipopolysaccharide receptor complex 1 TLR4
azurophil granule lumen 1 PRDX6
immunological synapse 1 ATP2B1
Single-pass type IV membrane protein 1 MAOA
vesicle membrane 1 ANXA5
extrinsic component of cytoplasmic side of plasma membrane 1 MYD88
death-inducing signaling complex 1 CASP3
extrinsic component of plasma membrane 1 MYD88
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
endothelial microparticle 1 ANXA5
BAD-BCL-2 complex 1 BCL2
photoreceptor ribbon synapse 1 ATP2B1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Wenhui Duan, Lingxi Zhou, Yilin Ren, Fei Liu, Yuzheng Xue, Fang-Zhou Wang, Ran Lu, Xiao-Juan Zhang, Jin-Song Shi, Zheng-Hong Xu, Yan Geng. Lactic acid fermentation of goji berries (Lycium barbarum) prevents acute alcohol liver injury and modulates gut microbiota and metabolites in mice. Food & function. 2024 Feb; 15(3):1612-1626. doi: 10.1039/d3fo03324d. [PMID: 38240339]
  • Nathan D Han, Jiye Cheng, Omar Delannoy-Bruno, Daniel Webber, Nicolas Terrapon, Bernard Henrissat, Dmitry A Rodionov, Aleksandr A Arzamasov, Andrei L Osterman, David K Hayashi, Alexandra Meynier, Sophie Vinoy, Chandani Desai, Stacey Marion, Michael J Barratt, Andrew C Heath, Jeffrey I Gordon. Microbial liberation of N-methylserotonin from orange fiber in gnotobiotic mice and humans. Cell. 2022 07; 185(14):2495-2509.e11. doi: 10.1016/j.cell.2022.06.004. [PMID: 35764090]
  • Yu Zhang, Bo Yuan, Norio Takagi, Hongjie Wang, Yanyan Zhou, Nan Si, Jian Yang, Xiaolu Wei, Haiyu Zhao, Baolin Bian. Comparative Analysis of Hydrophilic Ingredients in Toad Skin and Toad Venom Using the UHPLC-HR-MS/MS and UPLC-QqQ-MS/MS Methods Together with the Anti-Inflammatory Evaluation of Indolealkylamines. Molecules (Basel, Switzerland). 2018 Dec; 24(1):. doi: 10.3390/molecules24010086. [PMID: 30591646]
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  • Daniela Alberghina, Claudia Giannetto, Giuseppe Piccione. Peripheral serotoninergic response to physical exercise in athletic horses. Journal of veterinary science. 2010 Dec; 11(4):285-9. doi: 10.4142/jvs.2010.11.4.285. [PMID: 21113096]
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  • Tanja Gödecke, Dejan Nikolic, David C Lankin, Shao-Nong Chen, Sharla L Powell, Birgit Dietz, Judy L Bolton, Richard B van Breemen, Norman R Farnsworth, Guido F Pauli. Phytochemistry of cimicifugic acids and associated bases in Cimicifuga racemosa root extracts. Phytochemical analysis : PCA. 2009 Mar; 20(2):120-33. doi: 10.1002/pca.1106. [PMID: 19140115]
  • Sharla L Powell, Tanja Gödecke, Dejan Nikolic, Shao-Nong Chen, Soyoun Ahn, Birgit Dietz, Norman R Farnsworth, Richard B van Breemen, David C Lankin, Guido F Pauli, Judy L Bolton. In vitro serotonergic activity of black cohosh and identification of N(omega)-methylserotonin as a potential active constituent. Journal of agricultural and food chemistry. 2008 Dec; 56(24):11718-26. doi: 10.1021/jf803298z. [PMID: 19049296]
  • Kornélia Tekes. HPLC determination of serotonin and its metabolites from human platelet-rich plasma; shift to 5-hydroxytryptophol formation following alcohol consumption. Journal of chromatographic science. 2008 Feb; 46(2):169-73. doi: 10.1093/chromsci/46.2.169. [PMID: 18366879]
  • N Takeda, R Ikeda, K Ohba, M Kondo. Bufotenine reconsidered as a diagnostic indicator of psychiatric disorders. Neuroreport. 1995 Nov; 6(17):2378-80. doi: 10.1097/00001756-199511270-00024. [PMID: 8747157]
  • K Shibata, M Onodera, T Kawada, K Iwai. Simultaneous micro-determination of serotonin and 5-hydroxyindole-3-acetic acid with 5-hydroxy-N omega-methyltryptamine, as an internal standard, in biological materials by high-performance liquid chromatography with electrochemical detection. Journal of chromatography. 1988 Sep; 430(2):381-7. doi: 10.1016/s0378-4347(00)83174-6. [PMID: 2466858]