Acetylcholine (BioCAD00000005786)
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Metabolite Card
Formula: C7H16NO2 (146.1181)
SMILES: CC(=O)OCC[N+](C)(C)C
Synonyms [en]
acetylcholine; O-Acetylcholine; Ach; Acetylcholine Chloride; Azetylcholin; Choline acetate
Last reviewed on 2024-06-28.
Cite this Page
Acetylcholine. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China.
https://biocad_registry.innovation.ac.cn/s/(-)-arctiin
(retrieved
2026-01-03) (CAD Registry RN: BioCAD00000005786). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
Acetylcholine (ACh) is a neurotransmitter. Acetylcholine in vertebrates is the major transmitter at neuromuscular junctions, autonomic ganglia, parasympathetic effector junctions, a subset of sympathetic effector junctions, and at many sites in the central nervous system. Its physiological and pharmacological effects, metabolism, release, and receptors have been well documented in several species. ACh has been considered an important excitatory neurotransmitter in the carotid body (CB). Various nicotinic and muscarinic ACh receptors are present in both afferent nerve endings and glomus cells. Therefore, ACh can depolarize or hyperpolarize the cell membrane depending on the available receptor type in the vicinity. Binding of ACh to its receptor can create a wide variety of cellular responses including opening cation channels (nicotinic ACh receptor activation), releasing Ca2+ from intracellular storage sites (via muscarinic ACh receptors), and modulating activities of K+ and Ca2+ channels. Interactions between ACh and other neurotransmitters (dopamine, adenosine, nitric oxide) have been known, and they may induce complicated responses. Cholinergic biology in the CB differs among species and even within the same species due to different genetic composition. Development and environment influence cholinergic biology. Pharmacological data clearly indicate that both muscarinic and nicotinic acetylcholine receptors have a role in the encoding of new memories. Localized lesions and antagonist infusions demonstrate the anatomical locus of these cholinergic effects, and computational modeling links the function of cholinergic modulation to specific cellular effects within these regions. Acetylcholine has been shown to increase the strength of afferent input relative to feedback, to contribute to theta rhythm oscillations, activate intrinsic mechanisms for persistent spiking, and increase the modification of synapses. These effects might enhance different types of encoding in different cortical structures. In particular, the effects in entorhinal and perirhinal cortex and hippocampus might be important for encoding new episodic memories. The role of ACh in attention has been repeatedly demonstrated in several tasks. Acetylcholine is linked to response accuracy in voluntary and reflexive attention and also to response speed in reflexive attention. It is well known that those with Attention-deficit/hyperactivity disorders tend to be inaccurate and slow to respond. (PMID:17284361, 17011181, 15556286). Acetylcholine has been found to be a microbial product, urinary acetylcholine is produced by Lactobacillus (PMID:24621061).
DBLinks
- CAS Registry Number: 51-84-3
- PubChem CID: 187
- ChEBI: 15355
- HMDB: HMDB0000895
- LipidMaps:
- KEGG: C01996
- BioCyc: ACETYLCHOLINE
- NCBI MeSH: Acetylcholine
- Wikipedia: Acetylcholine
Other DBLinks
- CAS Registry Number: 14047-05-3
- CAS Registry Number: 14586-35-7
- CAS Registry Number: 51-84-3
- CAS Registry Number: 60-31-1
- PubChem: 187
- ChEBI: ChEBI:15355
- HMDB: HMDB0000895
- KEGG: C01996
- BioCyc: ACETYLCHOLINE
- NCBI MeSH: Acetylcholine
- Wikipedia: Acetylcholine
- DrugBank: DB03128
- RefMet: RM0041817
- MoNA: BAF_UVA_POS000623
- MoNA: CCMSLIB00000578035
- MoNA: HMDB0000895_ms_ms_1262
- MoNA: HMDB0000895_ms_ms_1263
- MoNA: HMDB0000895_ms_ms_1264
- MoNA: KO002178
- MoNA: KO002179
- MoNA: KO002180
- MoNA: KO002181
- MoNA: KO002182
- MoNA: MoNA010202
- MoNA: MoNA010203
- MoNA: MoNA010204
- MoNA: MoNA010205
- MoNA: MoNA010206
- MoNA: MoNA010207
- MoNA: MoNA016620
- MoNA: MoNA016653
- MoNA: MoNA032256
- MoNA: MoNA032257
- MoNA: MoNA032260
- MoNA: MoNA036956
- MoNA: MoNA036958
- MoNA: MoNA036959
- MoNA: MoNA037223
- MoNA: MoNA038604
- MoNA: MoNA_0006685
- MoNA: MoNA_0006686
- MoNA: MoNA_0007448
- MoNA: MoNA_0007449
- MoNA: MoNA_0007450
- MoNA: MoNA_0007451
- MoNA: MoNA_0007452
- MoNA: MoNA_0007453
- MoNA: PB000347
- MoNA: PR100098
- MoNA: PR100099
- MoNA: PS016301
- MoNA: PS016302
- MoNA: PS016303
- MoNA: PS016304
- MoNA: PS016305
- MoNA: PS016306
- MoNA: PT101630
- MoNA: PT101633
- Coconut NaturalProduct: CNP0584438.0
Class / Ontology
- WishartLab ClassyFire: [Quaternary ammonium salts] Quaternary ammonium salts
- RefMet: [Acyl cholines] Acyl cholines
- ChEBI: [CHEBI:15355] acetylcholine
- Coconut NaturalProduct: [Wax monoesters] Wax monoesters
| ID | EC Number | Name |
|---|---|---|
| KEGG:R01023 | 2.3.1.6 | acetyl-CoA:choline O-acetyltransferase |
| KEGG:R01026 | 3.1.1.7 | acetylcholine aectylhydrolase |
| Rhea:RHEA:17562 | 3.1.1.7 | acetylcholine + H2O => choline + acetate + H+ |
| Rhea:RHEA:17563 | 3.1.1.7 | choline + acetate + H+ => acetylcholine + H2O |
| Rhea:RHEA:17564 | 3.1.1.7 | acetylcholine + H2O <=> choline + acetate + H+ |
| Rhea:RHEA:18822 | 2.3.1.6 | choline + acetyl-CoA => acetylcholine + CoA |
| Rhea:RHEA:18823 | 2.3.1.6 | acetylcholine + CoA => choline + acetyl-CoA |
| Rhea:RHEA:18824 | 2.3.1.6 | choline + acetyl-CoA <=> acetylcholine + CoA |
| Rhea:RHEA:72892 | acetylcholine(out) + 2 H+(in) => acetylcholine(in) + 2 H+(out) | |
| Rhea:RHEA:72893 | acetylcholine(in) + 2 H+(out) => acetylcholine(out) + 2 H+(in) | |
| Rhea:RHEA:72894 | acetylcholine(out) + 2 H+(in) <=> acetylcholine(in) + 2 H+(out) | |
| Rhea:RHEA:74664 | acetylcholine(in) => acetylcholine(out) | |
| Rhea:RHEA:74665 | acetylcholine(out) => acetylcholine(in) | |
| Rhea:RHEA:74666 | acetylcholine(in) <=> acetylcholine(out) | |
| BioCyc:ACETYLCHOLINESTERASE-RXN | 3.1.1.7 | WATER + ACETYLCHOLINE --> PROTON + ACET + CHOLINE |
| BioCyc:ACH3-RXN | ACETYLCHOLINE --> ACETYLCHOLINE | |
| BioCyc:CHOLINE-O-ACETYLTRANSFERASE-RXN | 2.3.1.6 | CHOLINE + ACETYL-COA<=>ACETYLCHOLINE + CO-A |
Taxonomy Source
- Aesculus turbinata [ncbi taxid: 83375]
- Alnus alnobetula [ncbi taxid: 38784]
- Alternanthera pungens [ncbi taxid: 240021]
- Apis cerana [ncbi taxid: 7461]
- Argyreia speciosa [ncbi taxid: ]
- Artocarpus styracifolius [ncbi taxid: 1009334]
- Capsella bursa [ncbi taxid: ]
- Capsella bursa-pastoris [ncbi taxid: 3719]
- Chondodendron toxicoferum [ncbi taxid: ]
- Citrus aurantium [ncbi taxid: ]
- Claviceps purpurea [ncbi taxid: 5111]
- Crataegus pinnatifida [ncbi taxid: 510735]
- Dacrydium intermedium [ncbi taxid: ]
- Dickeya chrysanthemi [ncbi taxid: 556]
- Diospyros kaki [ncbi taxid: 35925]
- Dorstenia mannii [ncbi taxid: 194258]
- Forsythia giraldiana [ncbi taxid: 205689]
- Homo sapiens [ncbi taxid: 9606]
- Krameria parvifolia [ncbi taxid: ]
- Laurencia nidifica [ncbi taxid: 689809]
- Lecanora coniza [ncbi taxid: ]
- Moringa oleifera [ncbi taxid: 3735]
- Mus musculus [ncbi taxid: 10090]
- Phyllidiella pustulosa [ncbi taxid: 154616]
- Solanum nigrum [ncbi taxid: 4112]
- Streptomyces griseolus [ncbi taxid: 1909]
- Swertia chinensis [ncbi taxid: 149060]
- Ursus arctos [ncbi taxid: 9644]
- Ursus thibetanus [ncbi taxid: 9642]
- Urtica dioica L. [ncbi taxid: ]
- Urtica urens L. [ncbi taxid: ]
- Vernonia profuga [ncbi taxid: 434704]
Pathway Synthetic
| pathway id | name |
|---|---|
| BioCyc:META_PWY-3301 | sinapate ester biosynthesis |
| PlantCyc:PLANT_PWY-3301 | sinapate ester biosynthesis |
| Reactome:R-HSA-9659379 | Sensory processing of sound |
| Reactome:R-HSA-9709957 | Sensory Perception |
| Reactome:R-HSA-9667769 | Acetylcholine inhibits contraction of outer hair cells |
| Reactome:R-HSA-9662361 | Sensory processing of sound by outer hair cells of the cochlea |
| Reactome:R-BTA-381771 | Synthesis, secretion, and inactivation of Glucagon-like Peptide-1 (GLP-1) |
| Reactome:R-BTA-1430728 | Metabolism |
| Reactome:R-BTA-556833 | Metabolism of lipids |
| Reactome:R-BTA-112310 | Neurotransmitter release cycle |
| Reactome:R-BTA-622327 | Postsynaptic nicotinic acetylcholine receptors |
| Reactome:R-BTA-500792 | GPCR ligand binding |
| Reactome:R-BTA-375280 | Amine ligand-binding receptors |
| Reactome:R-BTA-418594 | G alpha (i) signalling events |
| Reactome:R-CEL-112315 | Transmission across Chemical Synapses |
| Reactome:R-CEL-181431 | Acetylcholine binding and downstream events |
| Reactome:R-CEL-629587 | Highly sodium permeable postsynaptic acetylcholine nicotinic receptors |
| Reactome:R-CEL-373076 | Class A/1 (Rhodopsin-like receptors) |
| Reactome:R-CEL-388396 | GPCR downstream signalling |
| Reactome:R-CFA-381771 | Synthesis, secretion, and inactivation of Glucagon-like Peptide-1 (GLP-1) |