アセチルコリン
Acetylcholine
データを補完しています。しばらくしてからページを更新すると最新の内容を表示できます
基本情報
- CAS
14047-05-3- 標準SMILES
CC(=O)OCC[N+](C)(C)C- InChIKey
OIPILFWXSMYKGL-UHFFFAOYSA-N- 分子式
- C7H16NO2+
- 平均分子量
- 146.21 g/mol
- 単同位体質量
- 146.11755517
概要
Acetylcholine is actylcholine is an ester of acetic acid and choline, which acts as a neurotransmitter. It has a role as a hormone, a neurotransmitter, a vasodilator agent, a muscarinic agonist, a mouse metabolite and a human metabolite. It is an acylcholine and an acetate ester.
名称と識別子
- 優先名称
- Acetylcholine
- IUPAC
- 2-acetyloxyethyl(trimethyl)azanium
- 現地名
- アセチルコリン
- 英語名
- Acetylcholine
- 分子式
- C7H16NO2+
- 分子量
- 146.21
名称と別名
acetylcholine51-84-3O-AcetylcholineCholine acetate (ester)2-acetyloxyethyl(trimethyl)azanium2-(Acetyloxy)-N,N,N-trimethylethanaminiumethanaminium, 2-(acetyloxy)-N,N,N-trimethyl-N9YNS0M02XCHEBI:15355[2-(acetyloxy)ethyl]trimethylazanium2-acetyloxyethyl-trimethylazaniumDTXSID8075334
名称をさらに表示
(2-アセトキシエチル)トリメチルアンモニウムアセチルコリンACETYLECHOLINE(2-acetoxyethyl)trimethylammoniumAcetylcholine Monomer2-acetyloxyethyl-trimethyl-ammonium2-Acetoxy-N,N,N-trimethylethan-1-aminium(2-acetoxyethyl)trimethylammonium USP/EP/BPEthanaminium,2-(acetyloxy)-N,N,N-trimethyl-AcetylcholineQ: What is Acetylcholine Q: What is the CAS Number of Acetylcholine
(2-(acetyloxy)ethyl)trimethylazaniumCusi, AcetilcolinaFluoride, AcetylcholineRefChem:5512Hydroxide, AcetylcholineAcetylcholine L TartrateL-Tartrate, AcetylcholineDTXCID6040951
データベース識別子
- CAS
14047-05-3、51-84-3- PubChem CID
- 187
- DTXSID
DTXSID8075334- ChEMBL
CHEMBL667- ChEBI
CHEBI:15355- UNII
- N9YNS0M02X
- EC Number
- 200-128-9
- Nikkaji
- J4.127K
物性
構造計算による物性補完中
- XLogP
- 0.2
- 極性表面積
- 26.3 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 2
- 回転可能結合数
- 4
- 重原子数
- 10
- 形式電荷
- 1
- 複雑度
- 115
実験および物理化学的性質
DrugsPharmaceuticals -> Listed in ZINC15
Human DrugsBreast Feeding; Lactation; Miotics; Muscarinic Agonists; Parasympathomimetics
Melting Point148 °C
Physical DescriptionSolid
Ionization Efficiency
Positive
3.38
2.7
Agilent XCT
Electrospray ionization
formic acid (5.3nM)
Collision Cross Section
129.5 Ų [M]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
129.7 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
130.1 Ų [M]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
129.2 Ų [M*]+
物理化学的性質
- 沸点
- 265.84 °C · 265.84°C (rough estimate)
- 比重(密度)
- 1.0528 · 1.0528 (rough estimate)
- 屈折率
- 1.45 · 1.4500 (estimate)
- 溶解性
- 水(易),エタノール(易),エーテル(不)
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS ClassificationNot Classified
危険有害性情報
Hazard Classes and CategoriesNot Classified
毒性情報
Effects During Pregnancy and Lactation◉ Summary of Use during Lactation
安全データ
- ridadr
- 1760
- 毒性
- The choline ester of acetic acid. ACh is released in vertebrates as the neurotransmitter for cholinergic neurons in the CNS, as well as at several peripheral locations: somatic neurons innervating skeletal muscle (neuromuscular junctions); preganglionic neurons in both divisions of the autonomic nervous system; parasympathetic postganglionic neurons; and a few sympathetic postganglionic neurons. ACh is synthesized from choline and acetyl CoA by the mitochondrial enzyme choline acetyltransferase. Cholinergic receptors (cholinoceptors), that mediate the effects of ACh, are generally classified as nicotinic or muscarinic, based on their binding preferences for nicotine and muscarine, respectively. ACh is hydrolyzed to choline and acetate by acetylcholinesterase, that is an important target for a variety of toxic and therapeutic anticholinesterases, such as the nerve agents, carbamate, and organophosphorus insecticides.
- hs_code
- 2923900090
- hazard_class
- 8
- packing_group
- II
化学と産業
薬理情報
ATC Code
S01EB09
S - Sensory organs
QS - Sensory organs
FDA Pharmacological Classification
N9YNS0M02X
ACETYLCHOLINE
Mechanisms of Action [MoA] - Cholinergic Agonists
Established Pharmacologic Class [EPC] - Cholinergic Receptor Agonist
Acetylcholine is a Cholinergic Receptor Agonist. The mechanism of action of acetylcholine is as a Cholinergic Agonist.
MeSH Pharmacological Classification
Drugs used to cause dilation of the blood vessels.
Drugs that bind to and activate cholinergic receptors.
Tissue LocationsAdipose Tissue
Cellular LocationsCytoplasm
Metabolite PathwaysBetazole Action Pathway
応用分野
解説アセチルコリン，コリンの酢酸エステルで，はじめて発見された神経伝達物質．バクテリア，動物，植物体に広く分布し，植物では麦角に，動物では脾臓，胎盤に高濃度に含まれる．トリメチルアミンと2-クロロエチルアセタートとの反応により合成される．遊離塩基は不安定であり，塩化物または臭化物として得られる．融点はおのおの151 ℃，143 ℃ で，いずれも潮解性である．水，エタノールに可溶，エーテルに不溶．生理的には運動神経と副交感神経の末端で分泌され，神経刺激の伝達に関与する．血圧降下，骨格筋収縮作用もある．生体内では，コリンとアセチルCoAからコリンアセチルトランスフェラーゼにより生合成され，エステラーゼによりすみやかに加水分解される．塩化物はLD50 170 mg/kg(マウス，皮下)．
説明Acetylcholine is stored in vesicles in the presynaptic neuron. These fuse with presynaptic membrane upon stimulation by a nerve signal, thus, generating a pulse of neurotransmitter, which diffuses across the membrane. Acetylcholine may either bind reversibly to one of two different types of acetylcholine receptors on the postsynaptic membrane or be destroyed by the acetylcholine-hydrolyzing enzyme, acetylcholinesterase.
説明Acetylcholine is a choline molecule that has been acetylated at the oxygen atom. Because of the presence of a highly polar, charged ammonium group, acetylcholine does not penetrate lipid membranes. Because of this, when the drug is introduced externally, it remains in the extracellular space and does not pass through the blood–brain barrier.
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