1.0 2011-09-21 00:26:10 UTC 2015-10-09 22:32:33 UTC FDB023199 Scopolamine Scopolamine, also known as hyoscine, is a tropane alkaloid drug obtained from plants of the family Solanaceae (nightshades), such as henbane or jimson weed (Datura species). It is part of the secondary metabolites of plants. Scopolamine is used criminally as a date rape drug and as an aid to robbery, the most common act being the clandestine drugging of a victim's drink. It is preferred because it induces retrograde amnesia, or an inability to recall events prior to its administration. Victims of this crime are often admitted to a hospital in police custody, under the assumption that the patient is experiencing a psychotic episode. A telltale sign is a fever accompanied by a lack of sweat. An alkaloid from Solanaceae, especially Datura metel L. and Scopola carniolica. Scopolamine and its quaternary derivatives act as antimuscarinics like atropine, but may have more central nervous system effects. Among the many uses are as an anesthetic premedication, in urinary incontinence, in motion sickness, as an antispasmodic, and as a mydriatic and cycloplegic. [HMDB] (-)-Hyoscine (-)-Hyoscine hydrobromide (-)-Scopolamine (-)-Scopolamine bromide (-)-Scopolamine hydrobromide (+)-Hyoscine (+)-Scopolamine (1S,3S,5R,6R,7S)-6,7-Epoxytropan-3-yl (2S)-3-hydroxy-2-phenylpropanoate (1S,3S,5R,6R,7S)-6,7-Epoxytropan-3-yl (2S)-3-hydroxy-2-phenylpropanoic acid 6-b,7-b-Epoxy-3-a-tropanyl S-(-)-tropate 6-b,7-b-Epoxy-3-a-tropanyl S-(-)-tropic acid 6-beta,7-beta-Epoxy-3-alpha-tropanyl S-(-)-tropate 6-beta,7-beta-Epoxy-3-alpha-tropanyl S-(-)-tropic acid 6-β,7-β-epoxy-3-α-tropanyl S-(-)-tropate 6-β,7-β-epoxy-3-α-tropanyl S-(-)-tropic acid 6,7-Epoxytropine Tropate 6,7-Epoxytropine tropic acid a-(Hydroxymethyl)benzeneacetate 9-methyl-3-oxa-9-azatricyclo(3.3.1.0(2.4))non-7-yl ester a-(Hydroxymethyl)benzeneacetic acid 9-methyl-3-oxa-9-azatricyclo(3.3.1.0(2.4))non-7-yl ester alpha-(Hydroxymethyl)benzeneacetate 9-methyl-3-oxa-9-azatricyclo(3.3.1.0(2.4))non-7-yl ester 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 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 (-)-tropic acid Scopine tropate Scopolamine bromide Scopolamine hydrobromide Scopolaminium bromide Scopolammonium bromide SEE Tranaxine Transderm-scop α-(hydroxymethyl)benzeneacetate 9-methyl-3-oxa-9-azatricyclo(3.3.1.0(2.4))non-7-yl ester α-(hydroxymethyl)benzeneacetic acid 9-methyl-3-oxa-9-azatricyclo(3.3.1.0(2.4))non-7-yl ester C17H21NO4 303.3529 303.147058165 9-methyl-3-oxa-9-azatricyclo[3.3.1.0^{2,4}]nonan-7-yl 3-hydroxy-2-phenylpropanoate 9-methyl-3-oxa-9-azatricyclo[3.3.1.0^{2,4}]nonan-7-yl 3-hydroxy-2-phenylpropanoate 51-34-3 CN1C2CC(CC1C1OC21)OC(=O)C(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 STECJAGHUSJQJN-UHFFFAOYSA-N belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom. Beta hydroxy acids and derivatives Organic compounds Organic acids and derivatives Hydroxy acids and derivatives Beta hydroxy acids and derivatives Aromatic heteropolycyclic compounds 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 a small molecule Solid 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 9-methyl-3-oxa-9-azatricyclo[3.3.1.0^{2,4}]nonan-7-yl 3-hydroxy-2-phenylpropanoate ChemAxon average_mass 303.3529 ChemAxon mono_mass 303.147058165 ChemAxon smiles CN1C2CC(CC1C1OC21)OC(=O)C(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 ChemAxon inchikey STECJAGHUSJQJN-UHFFFAOYSA-N ChemAxon polar_surface_area 62.3 ChemAxon refractivity 79.72 ChemAxon polarizability 31.7 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 4 ChemAxon donor_count 1 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Specdb::NmrTwoD 1913 Specdb::CMs 1961 Specdb::CMs 106202 Specdb::CMs 118368 Specdb::CMs 119630 Specdb::MsMs 2331 Specdb::MsMs 2332 Specdb::MsMs 2333 Specdb::MsMs 3391081 Specdb::MsMs 3391082 Specdb::MsMs 3391083 Specdb::MsMs 3391084 Specdb::MsMs 3391085 Specdb::MsMs 3391086 Specdb::NmrOneD 1978 Specdb::NmrOneD 181581 Specdb::NmrOneD 181582 Specdb::NmrOneD 181583 Specdb::NmrOneD 181584 Specdb::NmrOneD 181585 Specdb::NmrOneD 181586 Specdb::NmrOneD 181587 Specdb::NmrOneD 181588 Specdb::NmrOneD 181589 Specdb::NmrOneD 181590 Specdb::NmrOneD 181591 Specdb::NmrOneD 181592 Specdb::NmrOneD 181593 Specdb::NmrOneD 181594 Specdb::NmrOneD 181595 Specdb::NmrOneD 181596 Specdb::NmrOneD 181597 Specdb::NmrOneD 181598 Specdb::NmrOneD 181599 Specdb::NmrOneD 181600 HMDB03573 16794 #<Reference:0x000055ce30116148> #<Reference:0x000055ce30115f90> #<Reference:0x000055ce30115dd8> #<Reference:0x000055ce30115c20> #<Reference:0x000055ce30115a68> #<Reference:0x000055ce301158b0> #<Reference:0x000055ce301156f8> #<Reference:0x000055ce30115540> #<Reference:0x000055ce30115388> #<Reference:0x000055ce301151d0> #<Reference:0x000055ce30115018> #<Reference:0x000055ce30114e60> #<Reference:0x000055ce30114ca8> #<Reference:0x000055ce30114af0> #<Reference:0x000055ce30114938> #<Reference:0x000055ce30114780> #<Reference:0x000055ce301145c8>