1.0 2009-07-03 20:53:35 UTC 2026-04-03 21:35:00 UTC T3D2452 (2S,4R,5S)-Muscarine SmallMolecule (2S,4R,5S)-Muscarine is an exogenous organic compound with the formula C9H20NO2 and an average molecular weight of 174.26 g/mol. It exists as a solid at room temperature. (2S,4R,5S)-Muscarine belongs to the carbohydrates and carbohydrate conjugates, a subclass of organooxygen compounds within the organic compounds. The compound acts as a competitive inhibitor that mimics the action of the neurotransmitter acetylcholine at acetylcholine receptors. It has eight recorded protein targets, including the acetylcholine receptor subunits alpha (CHRNA1), beta (CHRNB1), delta (CHRND), and epsilon (CHRNE). Additionally, it targets the muscarinic acetylcholine receptors M1 (CHRM1), M2 (CHRM2), and M4 (CHRM4). Fungal Toxin Food Toxin Natural Toxin Organic Compound Ether Food Toxin Mycotoxin Metabolite Fungal Toxin Natural Compound (+)-(2S,4R,5S)-Muscarine (+)-muscarine L-(+)-Muscarine Muscarin Muscarine Muscarine (alkaloid) Muscarine (the alkaloid) Muscarine chloride Muscarine II Muskarin Trimethyl(tetrahydro-4-hydroxy-5-methylfurfuryl)-Ammonium C9H20NO2 174.2601 174.148855309 {[(2S,4R,5S)-4-hydroxy-5-methyloxolan-2-yl]methyl}trimethylazanium (+)-muscarine 300-54-9 [H][C@@]1(C)O[C@]([H])(C[N+](C)(C)C)C[C@@]1([H])O InChI=1S/C9H20NO2/c1-7-9(11)5-8(12-7)6-10(2,3)4/h7-9,11H,5-6H2,1-4H3/q+1/t7-,8-,9+/m0/s1 UQOFGTXDASPNLL-XHNCKOQMSA-N Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Pentoses Amines Dialkyl ethers Hydrocarbon derivatives Organic cations Organic salts Organopnictogen compounds Oxacyclic compounds Secondary alcohols Tetraalkylammonium salts Tetrahydrofurans Alcohol Aliphatic heteromonocyclic compound Amine Dialkyl ether Ether Hydrocarbon derivative Organic cation Organic nitrogen compound Organic salt Organoheterocyclic compound Organonitrogen compound Organopnictogen compound Oxacycle Pentose monosaccharide Quaternary ammonium salt Secondary alcohol Tetraalkylammonium salt Tetrahydrofuran Aliphatic heteromonocyclic compounds Alkaloids monosaccharide Detected and Not Quantified Exogenous Cytoplasm Extracellular Membrane Solid White powder. logp -2.98 ALOGPS logs -2.51 ALOGPS solubility 6.41e-01 g/l ALOGPS logp -4.3 ChemAxon pka_strongest_acidic 14.11 ChemAxon pka_strongest_basic -3.2 ChemAxon iupac {[(2S,4R,5S)-4-hydroxy-5-methyloxolan-2-yl]methyl}trimethylazanium ChemAxon average_mass 174.2601 ChemAxon mono_mass 174.148855309 ChemAxon smiles [H][C@@]1(C)O[C@]([H])(C[N+](C)(C)C)C[C@@]1([H])O ChemAxon formula C9H20NO2 ChemAxon inchi InChI=1S/C9H20NO2/c1-7-9(11)5-8(12-7)6-10(2,3)4/h7-9,11H,5-6H2,1-4H3/q+1/t7-,8-,9+/m0/s1 ChemAxon inchikey UQOFGTXDASPNLL-XHNCKOQMSA-N ChemAxon polar_surface_area 29.46 ChemAxon refractivity 59.89 ChemAxon polarizability 20.1 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge 1 ChemAxon formal_charge 1 ChemAxon Oral, dermal, inhalation, and parenteral (contaminated drugs). (A3101) Muscarine is a competitive inhibitor. It mimics the action of the neurotransmitter acetylcholine at acetylcholine receptors. (L1011) No indication of carcinogenicity to humans (not listed by IARC). Muscarine is only a trace compound in the fly agaric Amanita muscaria; the pharmacologically more relevant compound from this mushroom is muscimol. Mushrooms in the genera Entoloma and Mycena have also been found to contain levels of muscarine which can be dangerous if ingested. Muscarine has been found in harmless trace amounts in Boletus, Hygrocybe, Lactarius and Russula. (L1011) #<HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f7227bbc588> Muscarine poisoning is characterized by increased salivation, sweating (perspiration), and tearflow (lacrimation) within 15 to 30 minutes after ingestion of the mushroom. With large doses, these symptoms may be followed by abdominal pain, severe nausea, diarrhea, blurred vision, and labored breathing. (L1011) The specific antidote is atropine. (L1011) HMDB29936 5079496 4255959 C07473 522933 D009116 Muscarine http://en.wikipedia.org/wiki/Muscarine 11370295 Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC. Wikipedia. Muscarine. Last Updated 3 July 2009. : http://en.wikipedia.org/wiki/Muscarine Wikipedia. Mushroom poisoning. Last Updated 10 August 2009.: http://en.wikipedia.org/wiki/Mushroom_poisoning BE0000560 Inhibitory 0.025 uM BindingDB 50008066 Inhibitory 0.072 uM BindingDB 50008066 Inhibitory 0.075 uM BindingDB 50008066 IC50 0.49 uM BindingDB 50008066 IC50 3.9 uM BindingDB 50008066 BE0000405 Inhibitory 0.023 uM BindingDB 50008066 Inhibitory 1.4 uM BindingDB 50008066 Inhibitory 28 uM BindingDB 50008066 BE0004661 Muscarine is a competitive inhibitor. It mimics the action of the neurotransmitter acetylcholine at acetylcholine receptors. (L1011) Wikipedia. Muscarine. Last Updated 3 July 2009. : http://en.wikipedia.org/wiki/Muscarine BE0004662 Muscarine is a competitive inhibitor. It mimics the action of the neurotransmitter acetylcholine at acetylcholine receptors. (L1011) Wikipedia. Muscarine. Last Updated 3 July 2009. : http://en.wikipedia.org/wiki/Muscarine BE0004663 Muscarine is a competitive inhibitor. It mimics the action of the neurotransmitter acetylcholine at acetylcholine receptors. (L1011) Wikipedia. Muscarine. Last Updated 3 July 2009. : http://en.wikipedia.org/wiki/Muscarine BE0004665 Muscarine is a competitive inhibitor. It mimics the action of the neurotransmitter acetylcholine at acetylcholine receptors. (L1011) Wikipedia. Muscarine. Last Updated 3 July 2009. : http://en.wikipedia.org/wiki/Muscarine BE0004664 Muscarine is a competitive inhibitor. It mimics the action of the neurotransmitter acetylcholine at acetylcholine receptors. (L1011) Wikipedia. Muscarine. Last Updated 3 July 2009. : http://en.wikipedia.org/wiki/Muscarine BE0000092 Inhibitory 0.056 uM BindingDB 50008066