1.0 2009-07-21 20:27:33 UTC 2026-05-14 16:47:46 UTC T3D2877 Scopolamine SmallMolecule Scopolamine is an exogenous solid compound with the formula C17H21NO4 and an average molecular weight of 303.35 g/mol. Scopolamine belongs to the beta hydroxy acids and derivatives, a subclass of hydroxy acids and derivatives within the organic compounds. It functions as a metabolite and a muscarinic antagonist, interfering with the transmission of nerve impulses by acetylcholine in the parasympathetic nervous system, specifically the vomiting center. Its recorded protein targets include the Muscarinic acetylcholine receptor M1 (CHRM1), which it inhibits, the Muscarinic acetylcholine receptor M2 (CHRM2), Muscarinic acetylcholine receptor M3 (CHRM3), Muscarinic acetylcholine receptor M4 (CHRM4), and the intestinal sucrase-isomaltase (SI), which it induces, among three other proteins. The compound is used as an antiemetic, antispasmodic drug, mydriatic agent, antidepressant, adjuvant, and anaesthesia adjuvant. It has been detected in the brain, nerve cells, neuron, adipose tissue, and stratum corneum. Exposure routes include oral, buccal, sublingual, inhalation, intravenous, intramuscular, subcutaneous, transdermal, transmucosal, topical, touch, and ophthalmic administration. Scopolamine is found in 40 recorded sources across various sectors. These include healthcare, pharmaceuticals and veterinary products (such as hypnotics and sedatives, mydriatics and cycloplegics, antiemetics and antinauseants, and medical devices); food, food processing and cookware (including food preservation, food packaging, and the preparation of vinegar, wine, or sparkling wine, as well as fermentation processes for beer); household cleaning and consumer products (including perfumes within detergents and soaps, cigar cigarettes, pipe accessories, and non-electric simulated smoking devices); electrical and electronic equipment (such as batteries, capacitors, cell phones, printed circuit boards, and wires and cables); textiles, leather and furnishings (including synthetic textiles, carpets and rugs); and drinking water and water supply. Drug Plant Toxin Food Toxin Natural Toxin Organic Compound Amine Ether Ester Drug Food Toxin Plant Toxin Adjuvant, Anesthesia Muscarinic Antagonist Adjuvant Mydriatic Metabolite Antimuscarinic Antispasmodic Cholinergic Antagonist Natural Compound PFAS Phytotoxin (+)-Hyoscine (+)-Scopolamine (-)-Hyoscine (-)-Hyoscine hydrobromide (-)-scopolamine (-)-Scopolamine bromide (-)-Scopolamine hydrobromide (1S,3S,5R,6R,7S)-6,7-epoxytropan-3-yl (2S)-3-hydroxy-2-phenylpropanoate 6,7-Epoxytropine Tropate 6-beta,7-beta-Epoxy-3-alpha-tropanyl S-(-)-tropate alpha-(Hydroxymethyl)benzeneacetic acid 9-methyl-3-oxa-9-azatricyclo(3.3.1.0(2.4))non-7-yl ester Atrochin Atroquin Beldavrin Buscopan Epoxytropine tropate Euscopol Hydroscine hydrobromide Hyosceine Hyoscine hyoscine Hyoscine bromide Hyoscine hydrobromide Hyoscyine hydrobromide Hyosol Hysco Isopto Hyoscine Isoscopil Kwells L-Hyoscine hydrobromide L-Scopolamine-hydrobromide Methscopolamine Bromide Oscine Pamine S-(-)-Tropate Scop Scopamin scopine (-)-tropate scopine (−)-tropate Scopine tropate Scopoderm Scopolamine bromide Scopolamine hydrobromide Scopolaminium bromide Scopolammonium bromide SEE Tranaxine Transderm-Scop C17H21NO4 303.3529 303.147058165 (1R,2R,4S,5S,7S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.0^{2,4}]nonan-7-yl (2S)-3-hydroxy-2-phenylpropanoate (1R,2R,4S,5S,7S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.0^{2,4}]nonan-7-yl (2S)-3-hydroxy-2-phenylpropanoate 51-34-3 CN1[C@H]2C[C@@H](C[C@@H]1[C@H]1O[C@@H]21)OC(=O)[C@H](CO)C1=CC=CC=C1 InChI=1S/C17H21NO4/c1-18-13-7-11(8-14(18)16-15(13)22-16)21-17(20)12(9-19)10-5-3-2-4-6-10/h2-6,11-16,19H,7-9H2,1H3/t11-,12-,13-,14+,15-,16+/m1/s1 STECJAGHUSJQJN-FWXGHANASA-N Organic compounds Organic acids and derivatives Hydroxy acids and derivatives Beta hydroxy acids and derivatives Beta hydroxy acids and derivatives Amino acids and derivatives Azacyclic compounds Benzene and substituted derivatives Carbonyl compounds Carboxylic acid esters Dialkyl ethers Epoxides Hydrocarbon derivatives Monocarboxylic acids and derivatives Morpholines N-alkylpyrrolidines Organic oxides Organopnictogen compounds Oxacyclic compounds Piperidines Primary alcohols Trialkylamines Alcohol Amine Amino acid or derivatives Aromatic heteropolycyclic compound Azacycle Benzenoid Beta-hydroxy acid Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dialkyl ether Ether Hydrocarbon derivative Monocarboxylic acid or derivatives Monocyclic benzene moiety Morpholine N-alkylpyrrolidine Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Oxazinane Oxirane Piperidine Primary alcohol Pyrrolidine Tertiary aliphatic amine Tertiary amine Aromatic heteropolycyclic compounds epoxide propanoate ester tertiary amino compound tropane alkaloid Detected and Not Quantified Exogenous Cytoplasm Extracellular Membrane Adipose Tissue Brain Nerve Cells Neuron Stratum Corneum Scopolamine Drug Metabolism Action Pathway SMP0143190 Scopolamine Predicted Metabolism Pathway SMP0174818 Solid White powder. melting_point 59°C solubility 1E+005 mg/L logp 0.98 logp 1.40 ALOGPS logs -1.66 ALOGPS solubility 6.61e+00 g/l ALOGPS logp 0.89 ChemAxon pka_strongest_acidic 15.15 ChemAxon pka_strongest_basic 6.95 ChemAxon iupac (1R,2R,4S,5S,7S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.0^{2,4}]nonan-7-yl (2S)-3-hydroxy-2-phenylpropanoate ChemAxon average_mass 303.3529 ChemAxon mono_mass 303.147058165 ChemAxon smiles CN1[C@H]2C[C@@H](C[C@@H]1[C@H]1O[C@@H]21)OC(=O)[C@H](CO)C1=CC=CC=C1 ChemAxon formula C17H21NO4 ChemAxon inchi InChI=1S/C17H21NO4/c1-18-13-7-11(8-14(18)16-15(13)22-16)21-17(20)12(9-19)10-5-3-2-4-6-10/h2-6,11-16,19H,7-9H2,1H3/t11-,12-,13-,14+,15-,16+/m1/s1 ChemAxon inchikey STECJAGHUSJQJN-FWXGHANASA-N ChemAxon polar_surface_area 62.3 ChemAxon refractivity 79.72 ChemAxon polarizability 31.24 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 4 ChemAxon donor_count 1 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Parental (intravenous, intramuscular, and transdermal); oral Scopolamine acts by interfering with the transmission of nerve impulses by acetylcholine in the parasympathetic nervous system (specifically the vomiting center). Route of Elimination: Less than 10% of the total dose is excreted in the urine as parent and metabolites over 108 hours. Half Life: 4.5 hours No indication of carcinogenicity to humans (not listed by IARC). For the treatment of excessive salivation, colicky abdominal pain, bradycardia, sialorrhoea, diverticulitis, irritable bowel syndrome and motion sickness. #<HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f3bf0ce1048> DB00747 HMDB03573 5184 CHEMBL1201069 10194106 C01851 16794 SCOPOLAMINE Scopolamine Scopolamine 2762223 16810649 8064320 1727135 12088957 1620747 15080209 9566275 9187293 11144994 16175141 4056076 15663967 15792397 10525104 1897441 1878183 Drugs.com: http://www.drugs.com/cons/Hyoscine.html BE0000560 BE0000092 Scopolamine acts by interfering with the transmission of nerve impulses by acetylcholine in the parasympathetic nervous system (specifically the vomiting center). BE0000045 BE0000405 BE0000247 BE0001176 BE0000849 BE0000850