1.02011-09-21 00:26:10 UTC2015-10-09 22:32:33 UTCFDB023199ScopolamineScopolamine, 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 acid6-b,7-b-Epoxy-3-a-tropanyl S-(-)-tropate6-b,7-b-Epoxy-3-a-tropanyl S-(-)-tropic acid6-beta,7-beta-Epoxy-3-alpha-tropanyl S-(-)-tropate6-beta,7-beta-Epoxy-3-alpha-tropanyl S-(-)-tropic acid6-β,7-β-epoxy-3-α-tropanyl S-(-)-tropate6-β,7-β-epoxy-3-α-tropanyl S-(-)-tropic acid6,7-Epoxytropine Tropate6,7-Epoxytropine tropic acida-(Hydroxymethyl)benzeneacetate 9-methyl-3-oxa-9-azatricyclo(3.3.1.0(2.4))non-7-yl estera-(Hydroxymethyl)benzeneacetic acid 9-methyl-3-oxa-9-azatricyclo(3.3.1.0(2.4))non-7-yl esteralpha-(Hydroxymethyl)benzeneacetate 9-methyl-3-oxa-9-azatricyclo(3.3.1.0(2.4))non-7-yl esteralpha-(Hydroxymethyl)benzeneacetic acid 9-methyl-3-oxa-9-azatricyclo(3.3.1.0(2.4))non-7-yl esterAtrochinAtroquinBeldavrinBuscopanEpoxytropine tropateEuscopolHydroscine hydrobromideHyosceineHyoscineHyoscine bromideHyoscine hydrobromideHyoscyine hydrobromideHyosolHyscoIsopto HyoscineIsoscopilKwellsL-Hyoscine hydrobromidel-Scopolamine-hydrobromideMethscopolamine BromideOscinePamineS-(-)-TropateScopScopaminScopine (-)-tropateScopine (-)-tropic acidScopine tropateScopolamine bromideScopolamine hydrobromideScopolaminium bromideScopolammonium bromideSEETranaxineTransderm-scopα-(hydroxymethyl)benzeneacetate 9-methyl-3-oxa-9-azatricyclo(3.3.1.0(2.4))non-7-yl esterα-(hydroxymethyl)benzeneacetic acid 9-methyl-3-oxa-9-azatricyclo(3.3.1.0(2.4))non-7-yl esterC17H21NO4303.3529303.1470581659-methyl-3-oxa-9-azatricyclo[3.3.1.0^{2,4}]nonan-7-yl 3-hydroxy-2-phenylpropanoate9-methyl-3-oxa-9-azatricyclo[3.3.1.0^{2,4}]nonan-7-yl 3-hydroxy-2-phenylpropanoate51-34-3CN1C2CC(CC1C1OC21)OC(=O)C(CO)C1=CC=CC=C1InChI=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,7-9H2,1H3STECJAGHUSJQJN-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 derivativesOrganic compoundsOrganic acids and derivativesHydroxy acids and derivativesBeta hydroxy acids and derivativesAromatic heteropolycyclic compoundsAmino acids and derivativesAzacyclic compoundsBenzene and substituted derivativesCarbonyl compoundsCarboxylic acid estersDialkyl ethersEpoxidesHydrocarbon derivativesMonocarboxylic acids and derivativesMorpholinesN-alkylpyrrolidinesOrganic oxidesOrganopnictogen compoundsOxacyclic compoundsPiperidinesPrimary alcoholsTrialkylaminesAlcoholAmineAmino acid or derivativesAromatic heteropolycyclic compoundAzacycleBenzenoidBeta-hydroxy acidCarbonyl groupCarboxylic acid derivativeCarboxylic acid esterDialkyl etherEtherHydrocarbon derivativeMonocarboxylic acid or derivativesMonocyclic benzene moietyMorpholineN-alkylpyrrolidineOrganic nitrogen compoundOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganonitrogen compoundOrganooxygen compoundOrganopnictogen compoundOxacycleOxazinaneOxiranePiperidinePrimary alcoholPyrrolidineTertiary aliphatic amineTertiary aminea small moleculeSolidlogp1.40logs-1.66solubility6.61e+00 g/llogp0.89pka_strongest_acidic15.15pka_strongest_basic6.95iupac9-methyl-3-oxa-9-azatricyclo[3.3.1.0^{2,4}]nonan-7-yl 3-hydroxy-2-phenylpropanoateaverage_mass303.3529mono_mass303.147058165smilesCN1C2CC(CC1C1OC21)OC(=O)C(CO)C1=CC=CC=C1formulaC17H21NO4inchiInChI=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,7-9H2,1H3inchikeySTECJAGHUSJQJN-UHFFFAOYSA-Npolar_surface_area62.3refractivity79.72polarizability31.7rotatable_bond_count5acceptor_count4donor_count1physiological_charge1formal_charge0Specdb::NmrTwoD1913Specdb::CMs1961Specdb::CMs106202Specdb::CMs118368Specdb::CMs119630Specdb::MsMs2331Specdb::MsMs2332Specdb::MsMs2333Specdb::MsMs3391081Specdb::MsMs3391082Specdb::MsMs3391083Specdb::MsMs3391084Specdb::MsMs3391085Specdb::MsMs3391086Specdb::NmrOneD1978Specdb::NmrOneD181581Specdb::NmrOneD181582Specdb::NmrOneD181583Specdb::NmrOneD181584Specdb::NmrOneD181585Specdb::NmrOneD181586Specdb::NmrOneD181587Specdb::NmrOneD181588Specdb::NmrOneD181589Specdb::NmrOneD181590Specdb::NmrOneD181591Specdb::NmrOneD181592Specdb::NmrOneD181593Specdb::NmrOneD181594Specdb::NmrOneD181595Specdb::NmrOneD181596Specdb::NmrOneD181597Specdb::NmrOneD181598Specdb::NmrOneD181599Specdb::NmrOneD181600HMDB0357316794#<Reference:0x000055567356c498>#<Reference:0x000055567356c1f0>#<Reference:0x000055567357ff98>#<Reference:0x000055567357fa20>#<Reference:0x000055567357f728>#<Reference:0x000055567357f4f8>#<Reference:0x000055567357f1d8>#<Reference:0x000055567357eeb8>#<Reference:0x000055567357ea08>#<Reference:0x000055567357e6c0>#<Reference:0x000055567357e1c0>#<Reference:0x000055567357de78>#<Reference:0x000055567357dbf8>#<Reference:0x000055567357d900>#<Reference:0x000055567357d630>#<Reference:0x000055567357d478>#<Reference:0x000055567357d130>