Norepinephrine (BioDeep_00000001296)

 

Secondary id: BioDeep_00000402981, BioDeep_00000408214

natural product human metabolite Endogenous blood metabolite Chemicals and Drugs Toxin BioNovoGene_Lab2019


代谢物信息卡片


L-alpha-(Aminomethyl)-3,4-dihydroxybenzyl alcohol

化学式: C8H11NO3 (169.0739)
中文名称: DL-去甲肾上腺素, 去甲肾上腺素, L-去甲肾上腺素
谱图信息: 最多检出来源 Homo sapiens(blood) 18.53%

Reviewed

Last reviewed on 2024-07-02.

Cite this Page

Norepinephrine. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/norepinephrine (retrieved 2024-12-22) (BioDeep RN: BioDeep_00000001296). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C1=CC(=C(C=C1C(CN)O)O)O
InChI: InChI=1S/C8H11NO3/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,8,10-12H,4,9H2

描述信息

Norepinephrine is the precursor of epinephrine that is secreted by the adrenal medulla and is a widespread central and autonomic neurotransmitter. Norepinephrine is the principal transmitter of most postganglionic sympathetic fibers and of the diffuse projection system in the brain arising from the locus ceruleus. It is also found in plants and is used pharmacologically as a sympathomimetic. Norepinephrine is elevated in the urine of people who consume bananas. Norepinephrine is also a microbial metabolite; urinary noradrenaline is produced by Escherichia, Bacillus, and Saccharomyces (PMID: 24621061). Norepinephrine is found in alcoholic beverages, banana peels and pulp (Musa paradisiaca), red plum fruit (Prunus domestica), orange pulp (Citrus sinensis), potato tubers (Solanum tuberosum), and whole purslane (Portulaca oleracea). P. oleracea is the richest of these sources. Norepinephrine has also been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID: 22626821).
Present in banana peel and pulp (Musa paradisiaca), red plum fruit (Prunus domestica), orange pulp (Citrus sinensis), potato tubers (Solanum tuberosum) and whole purslane (Portulaca oleracea). P. oleracea is the richest of these sources. xi-Norepinephrine is found in many foods, some of which are potato, green vegetables, alcoholic beverages, and fruits.

同义名列表

42 个代谢物同义名

L-alpha-(Aminomethyl)-3,4-dihydroxybenzyl alcohol; 4-[(1R)-2-amino-1-Hydroxyethyl]-1,2-benzenediol; 4-[(1R)-2-amino-1-hydroxyethyl]benzene-1,2-diol; (R)-4-(2-amino-1-Hydroxyethyl)-1,2-benzenediol; (-)-alpha-(Aminomethyl)protocatechuyl alcohol; 4-(2-Amino-1-hydroxyethyl)-1,2-benzenediol; L-2-amino-1-(3,4-Dihydroxyphenyl)ethanol; L-3,4-Dihydroxyphenylethanolamine; (R)-(-)-Norepinephrine; (-)-(R)-Norepinephrine; (R)-Norepinephrine; (-)-Norepinephrine; Levonorepinephrine; (R)-Noradrenaline; xi-Norepinephrine; Levonoradrenaline; (-)-Noradrenaline; L-Norepinephrine; Norepinephrinum; L-Noradrenaline; Norepinephrine; Norepirenamine; Levoarterenol; (-)-Arterenol; Norepinefrina; Noradrenaline; Nor-epirenan; Noradrenalin; Levarterenol; L-Arterenol; Sympathin E; Norartrinal; Arterenol; Levophed; Adrenor; Aktamin; Levonor; Norepinephrine (noradrenaline); dl-Noradrenaline; Norepinephrine; Norepinephrine; L-Noradrenaline



数据库引用编号

34 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

44 个相关的代谢反应过程信息。

Reactome(8)

BioCyc(0)

WikiPathways(5)

Plant Reactome(0)

INOH(1)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(30)

PharmGKB(0)

48 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 4 AXIN2, GAL, ITPR3, PRL
Endoplasmic reticulum membrane 2 ITPR3, PNMT
Mitochondrion membrane 1 PNMT
Nucleus 3 AXIN2, PLCZ1, PRL
cytosol 5 AVP, AXIN2, COMT, PLCZ1, PNMT
dendrite 6 AVP, COMT, HTR1B, OPRM1, PDYN, SLC18A2
mitochondrial membrane 1 PNMT
centrosome 2 AXIN2, SLC18A2
nucleoplasm 3 ITPR3, PLCZ1, PRL
RNA polymerase II transcription regulator complex 1 PRL
Cell membrane 6 ADRB3, AGTR2, COMT, GAL, HTR1B, OPRM1
Cell projection, axon 2 OPRM1, SLC18A2
Multi-pass membrane protein 9 ADRB3, AGTR2, CACNA1I, HTR1B, ITPR3, OPRM1, PNMT, SLC18A2, UCP1
Synapse 5 COMT, CRH, OPRM1, PDYN, TAC1
Golgi apparatus 2 NPY, OPRM1
mitochondrial inner membrane 1 UCP1
neuronal cell body 4 GAL, ITPR3, PDYN, TAC1
presynaptic membrane 1 HTR1B
synaptic vesicle 1 SLC18A2
Cytoplasmic vesicle, secretory vesicle 1 NTS
endosome 1 OPRM1
plasma membrane 11 ADRB3, AGTR2, AXIN2, CACNA1I, COMT, GAL, HTR1B, ITPR3, OPRM1, PDYN, SLC18A2
synaptic vesicle membrane 1 SLC18A2
terminal bouton 1 SLC18A2
Membrane 5 CACNA1I, COMT, ITPR3, OPRM1, SLC18A2
axon 4 COMT, OPRM1, SLC18A2, TAC1
brush border 1 ITPR3
extracellular exosome 1 COMT
endoplasmic reticulum 4 HTR1B, ITPR3, OPRM1, PNMT
extracellular space 6 AVP, CRH, GAL, NPY, PRL, TAC1
perinuclear region of cytoplasm 1 PLCZ1
mitochondrion 2 PNMT, UCP1
intracellular membrane-bounded organelle 4 COMT, NTS, PNMT, SLC18A2
pronucleus 1 PLCZ1
Secreted 7 AVP, CRH, GAL, NPY, NTS, PDYN, PRL
extracellular region 8 AVP, CRH, GAL, NPY, NTS, PDYN, PRL, TAC1
hippocampal mossy fiber to CA3 synapse 1 PDYN
Extracellular side 1 COMT
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 SLC18A2
varicosity 1 CRH
neuronal dense core vesicle lumen 1 CRH
perikaryon 2 CRH, OPRM1
beta-catenin destruction complex 1 AXIN2
nucleolus 2 ITPR3, PLCZ1
apical part of cell 1 ITPR3
Single-pass type II membrane protein 1 COMT
Cytoplasm, perinuclear region 1 PLCZ1
Mitochondrion inner membrane 1 UCP1
GABA-ergic synapse 1 NPY
sarcoplasmic reticulum 1 ITPR3
secretory granule 2 AVP, GAL
nuclear outer membrane 1 ITPR3
receptor complex 2 ADRB3, ITPR3
neuron projection 1 OPRM1
chromatin 1 PRL
endosome lumen 1 PRL
[Isoform 1]: Endoplasmic reticulum membrane 1 PNMT
Cell projection, dendrite 2 OPRM1, SLC18A2
secretory granule membrane 2 ITPR3, SLC18A2
axon terminus 2 NTS, PDYN
voltage-gated calcium channel complex 1 CACNA1I
transport vesicle 1 NTS
neuronal dense core vesicle 3 AVP, NPY, PDYN
calyx of Held 1 HTR1B
clathrin-coated endocytic vesicle membrane 1 AVP
platelet dense tubular network membrane 1 ITPR3
dopaminergic synapse 1 SLC18A2
Cytoplasmic vesicle, secretory vesicle membrane 2 ITPR3, SLC18A2
[Isoform 2]: Endoplasmic reticulum membrane 1 PNMT
Cytoplasmic vesicle, secretory vesicle, neuronal dense core vesicle 1 NPY
transport vesicle membrane 1 ITPR3
sperm head 1 PLCZ1
cytoplasmic side of endoplasmic reticulum membrane 1 ITPR3
clathrin-sculpted monoamine transport vesicle membrane 1 SLC18A2
[Isoform Soluble]: Cytoplasm 1 COMT
[Isoform Membrane-bound]: Cell membrane 1 COMT
G protein-coupled serotonin receptor complex 1 HTR1B
serotonergic synapse 1 HTR1B
[Isoform 12]: Cytoplasm 1 OPRM1


文献列表

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  • Xinyi Xiong, Jianwen Qiu, Shaofei Fu, Biaofeng Gu, Chunli Zhong, Lan Zhao, Yong Gao. Accurate detection depression cell model with a dual-locked fluorescence probe in response to noradrenaline and HClO. Bioorganic chemistry. 2024 May; 146(?):107296. doi: 10.1016/j.bioorg.2024.107296. [PMID: 38527389]
  • Kimberly Wiersielis, Ali Yasrebi, Thomas J Degroat, Nadja Knox, Catherine Rojas, Samantha Feltri, Troy A Roepke. Intermittent fasting disrupts hippocampal-dependent memory and norepinephrine content in aged male and female mice. Physiology & behavior. 2024 Mar; 275(?):114431. doi: 10.1016/j.physbeh.2023.114431. [PMID: 38072036]
  • Makoto Nishimori, Naomi Hayasaka, Kazunori Otsui, Nobutaka Inoue, Junko Asakura, Manabu Nagao, Ryuji Toh, Tatsuro Ishida, Ken-Ichi Hirata, Tomoyuki Furuyashiki, Masakazu Shinohara. Stress-induced stenotic vascular remodeling via reduction of plasma omega-3 fatty acid metabolite 4-oxoDHA by noradrenaline. Scientific reports. 2024 02; 14(1):4178. doi: 10.1038/s41598-024-54867-3. [PMID: 38378892]
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  • Xuan Zhang, Ci Wang, Ze-Yu Zhang, Pei-Pei Zhang, Qiu'an Ren, Xian-Liang Wang, Jing-Yuan Mao. [Establishment of a Rat Model of Hypotension Induced by Reserpine]. Zhongguo yi xue ke xue yuan xue bao. Acta Academiae Medicinae Sinicae. 2023 Aug; 45(4):533-540. doi: 10.3881/j.issn.1000-503x.15376. [PMID: 37654133]
  • Hui He, Jiaqi Guo, Yunxiang Hu, Han Zhang, Xinyang Li, Jian Zhang, Shi Jin. Saikosaponin D reverses epinephrine- and norepinephrine-induced gemcitabine resistance in intrahepatic cholangiocarcinoma by downregulating ADRB2/glycolysis signaling. Acta biochimica et biophysica Sinica. 2023 Jul; ?(?):. doi: 10.3724/abbs.2023040. [PMID: 37489008]
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