(+)-Nicotine (BioDeep_00000014839)

   

human metabolite blood metabolite PANOMIX_OTCML-2023 natural product


代谢物信息卡片


(±)-3-(1-Methyl-2-pyrrolidinyl)pyridine

化学式: C10H14N2 (162.1157)
中文名称: (+/-)-尼古丁
谱图信息: 最多检出来源 Homo sapiens(blood) 35.18%

Reviewed

Last reviewed on 2024-07-29.

Cite this Page

(+)-Nicotine. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/(_)-nicotine (retrieved 2024-12-22) (BioDeep RN: BioDeep_00000014839). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CN1CCCC1C1=CN=CC=C1
InChI: InChI=1S/C10H14N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2,4,6,8,10H,3,5,7H2,1H3

描述信息

Chemical Structure of (+)-Nicotine:

(+)-Nicotine, also known as d-nicotine, has a complex chemical structure that consists of a pyridine ring with a methyl group at position 3 and a pyrrolidine ring at position 2. The molecular formula of nicotine is C10H14N2. The presence of a nitrogen-containing pyridine ring and a pyrrolidine ring makes nicotine a type of alkaloid. The (+) sign indicates that this is the dextrorotatory isomer, meaning it rotates plane-polarized light to the right.

The chemical structure can be described as follows:

A six-membered pyridine ring, which is a nitrogen-containing aromatic heterocycle.
A methyl group (-CH3) attached to the pyridine ring at the 3-position.
A five-membered pyrrolidine ring, which is a saturated nitrogen-containing heterocycle, fused to the pyridine ring at the 2-position.
The pyrrolidine ring contains a secondary amine group (-NH-), which is part of the ring structure.
Biological Functions of (+)-Nicotine:

Neurotransmitter Mimic: (+)-Nicotine acts as an agonist at nicotinic acetylcholine receptors (nAChRs), which are ligand-gated ion channels found in both the central and peripheral nervous systems. By binding to these receptors, nicotine mimics the action of the neurotransmitter acetylcholine, leading to the release of various neurotransmitters and hormones.
Central Nervous System Stimulation: When (+)-nicotine binds to nAChRs in the brain, it can increase the release of dopamine, a neurotransmitter associated with reward and pleasure. This effect contributes to the addictive properties of nicotine.
Cardiovascular Effects: (+)-Nicotine can have various effects on the cardiovascular system, including increasing heart rate and blood pressure due to the stimulation of nAChRs on adrenergic neurons, which leads to the release of catecholamines (e.g., adrenaline).
Metabolic Effects: Nicotine can increase metabolic rate and decrease appetite, which can lead to weight loss in some individuals.
Insecticide: (+)-Nicotine has insecticidal properties and has been used historically as a pesticide. It acts by binding to nAChRs in insects, causing paralysis and death.
Therapeutic Uses: (+)-Nicotine is used in nicotine replacement therapies (NRT), such as patches, gum, lozenges, and inhalers, to help smokers reduce withdrawal symptoms and quit smoking. It is also being investigated for its potential therapeutic effects in neurological disorders like Alzheimer’s disease and Parkinson’s disease.
Toxicity: At high doses, (+)-nicotine can be toxic, leading to nausea, vomiting, dizziness, and in severe cases, respiratory failure and death due to its paralytic effects on the respiratory center.

(+)-Nicotine, also known as nikotin or L-nicotine, belongs to the class of organic compounds known as pyrrolidinylpyridines. Pyrrolidinylpyridines are compounds containing a pyrrolidinylpyridine ring system, which consists of a pyrrolidine ring linked to a pyridine ring (+)-Nicotine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on (+)-Nicotine. This compound has been identified in human blood as reported by (PMID: 31557052 ). (+)-nicotine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (+)-Nicotine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

同义名列表

16 个代谢物同义名

(±)-3-(1-Methyl-2-pyrrolidinyl)pyridine; (+/-)-3-(1-Methyl-2-pyrrolidinyl)pyridine; (+-)-3-(1-Methyl-2-pyrrolidinyl)pyridine; 3-(1-methylpyrrolidin-2-yl)pyridine; (±)-Nicotine; Nicotine alkaloid; (R,S)-Nicotine; (RS)-Nicotine; (+-)-Nicotine; (±)-nicotine; (+)-Nicotine; L-Nicotine; Nicotine; Nikotin; Nicotin; (R,S)-Nicotine



数据库引用编号

14 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)

11 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 9 CA1, CA2, CA3, CAT, CHAT, GFAP, PTGS2, SNCA, TMPO
Peripheral membrane protein 2 ACHE, PTGS2
Endoplasmic reticulum membrane 2 PTGS2, SLC33A1
Nucleus 4 ACHE, CHAT, SNCA, TMPO
cytosol 9 CA1, CA2, CA3, CAT, CHAT, GFAP, NGF, PRKCQ, SNCA
dendrite 2 NGF, PDYN
nucleoplasm 1 SCNN1G
Cell membrane 4 ACHE, AGTR2, CA2, CHRNA7
Cell projection, axon 1 SNCA
Multi-pass membrane protein 4 AGTR2, CHRNA7, SCNN1G, SLC33A1
Synapse 5 ACHE, CHAT, CHRNA7, PDYN, SNCA
cell cortex 1 SNCA
cell surface 1 ACHE
Golgi apparatus 1 ACHE
Golgi membrane 2 INS, SLC33A1
growth cone 1 SNCA
neuromuscular junction 1 ACHE
neuronal cell body 2 PDYN, SNCA
postsynapse 2 CHRNA7, SNCA
synaptic vesicle 1 NGF
Lysosome 1 SNCA
plasma membrane 11 ACHE, AGTR2, BCHE, CA2, CHRNA7, KNG1, PDYN, PRKCQ, SCNN1G, SLC33A1, SNCA
synaptic vesicle membrane 1 SNCA
Membrane 6 ACHE, CAT, CHRNA7, SLC33A1, SNCA, TMPO
apical plasma membrane 1 SCNN1G
axon 2 NGF, SNCA
caveola 1 PTGS2
extracellular exosome 5 CA1, CA2, CAT, KNG1, SCNN1G
endoplasmic reticulum 1 PTGS2
extracellular space 6 ACHE, BCHE, INS, KNG1, NGF, SNCA
perinuclear region of cytoplasm 2 ACHE, SNCA
mitochondrion 2 CAT, SNCA
protein-containing complex 3 CAT, PTGS2, SNCA
intracellular membrane-bounded organelle 1 CAT
Microsome membrane 1 PTGS2
Secreted 6 ACHE, BCHE, INS, NGF, PDYN, SNCA
extracellular region 8 ACHE, BCHE, CAT, INS, KNG1, NGF, PDYN, SNCA
astrocyte end-foot 1 GFAP
hippocampal mossy fiber to CA3 synapse 1 PDYN
mitochondrial matrix 1 CAT
Extracellular side 1 ACHE
centriolar satellite 1 PRKCQ
nuclear membrane 1 TMPO
external side of plasma membrane 1 SCNN1G
actin cytoskeleton 1 SNCA
apical part of cell 1 CA2
postsynaptic membrane 1 CHRNA7
Apical cell membrane 1 SCNN1G
focal adhesion 1 CAT
Peroxisome 1 CAT
basement membrane 1 ACHE
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
collagen-containing extracellular matrix 1 KNG1
intermediate filament 1 GFAP
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 2 PTGS2, TMPO
nuclear outer membrane 1 PTGS2
Postsynaptic cell membrane 1 CHRNA7
neuron projection 3 CHAT, CHRNA7, PTGS2
chromatin 1 TMPO
cell projection 1 GFAP
supramolecular fiber 1 SNCA
Secreted, extracellular space 1 KNG1
blood microparticle 2 BCHE, KNG1
Lipid-anchor, GPI-anchor 1 ACHE
nuclear envelope 1 TMPO
endosome lumen 2 INS, NGF
sodium channel complex 1 SCNN1G
cell body 1 GFAP
side of membrane 1 ACHE
myelin sheath 1 CA2
intermediate filament cytoskeleton 1 GFAP
plasma membrane raft 1 CHRNA7
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 2 CAT, INS
Golgi lumen 2 INS, NGF
endoplasmic reticulum lumen 4 BCHE, INS, KNG1, PTGS2
platelet alpha granule lumen 1 KNG1
axon terminus 2 PDYN, SNCA
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
immunological synapse 1 PRKCQ
neuronal dense core vesicle 1 PDYN
aggresome 1 PRKCQ
nuclear envelope lumen 1 BCHE
synaptic cleft 1 ACHE
cytoplasmic side of lysosomal membrane 1 GFAP
acetylcholine-gated channel complex 1 CHRNA7
catalase complex 1 CAT
inclusion body 1 SNCA
[Isoform H]: Cell membrane 1 ACHE
[Isoform Zeta]: Cytoplasm 1 TMPO


文献列表

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