Drug Details

General Information of the Drug (ID: DR0456)
Name
Scopolamine
Synonyms
scopolamine; Hyoscine; (-)-Hyoscine; 51-34-3; Scopine (-)-tropate; l-Scopolamine; Scopine tropate; 6,7-Epoxytropine tropate; Transderm-Scop; (-)-Scopolamine; Hyosol; Atrochin; Atroquin; Isopto Hyoscine; Epoxytropine tropate; Scopolamine hydrobromide; 6-beta,7-beta-Epoxy-3-alpha-tropanyl S-(-)-tropate; UNII-DL48G20X8X; Beldavrin; Scopamin; CHEMBL3084722; alpha-(Hydroxymethyl)benzeneacetic acid 9-methyl-3-oxa-9-azatricyclo(3.3.1.0(2.4))non-7-yl ester; Skopolamin; Hyosceine; Scop; DL48G20X8X; Tropic acid, ester with scopine; CHEBI:16794; LSM-4015; Isoscopil; Tranaxine; (1S,3S,5R,6R,7S)-6,7-epoxytropan-3-yl (2S)-3-hydroxy-2-phenylpropanoate; Hysco; Hyoscine bromide; Scopace; Transderm scop; Scopolamine HCl; Boro-Scopol; Scopolaminium bromide; 1alphaH,5alphaH-Tropan-3alpha-ol, 6beta,7beta-epoxy-, (-)-tropate (ester); Scopolammonium bromide; l-Hyoscine hydrobromide; (1R,2R,4S,5S,7s)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl (S)-3-hydroxy-2-phenylpropanoate; SEE; (-)-Scopolamine bromide; l-Scopolamine-hydrobromide; SCOPOLAMINE BROMIDE; (-)-Hyoscine hydrobromide; Scopoderm; (+)-Scopolamine; levo-duboisine; (+)-Hyoscine; (1R,2R,4S,5S,7S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.0(2,4)]non-7-yl (2S)-3-hydroxy-2-phenylpropanoate; [(1R,2R,4S,5S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl] (2S)-3-hydroxy-2-phenylpropanoate; Hyoscyine hydrobromide; Atroscine Hydrobromide; Hydroscine hydrobromide; hydrobromicum, Scopolaminum; Tropane alkaloid; HSDB 4074; EINECS 200-090-3; NSC61806; S-(-)-Tropate; Prestwick3_000877; EC 200-090-3; 6beta,7beta-Epoxy-3alpha-tropanyl S-(-)-tropate; SCHEMBL16226; BSPBio_000953; GTPL330; 6beta,7beta-Epoxy-1alpha,5alpha-tropan-3alpha-ol; BPBio1_001049; CHEMBL569713; CHEMBL1906925; DTXSID6023573; SCHEMBL22393238; CHEBI:93572; HMS2090N13; HMS3886L22; HY-N0296; AC-968; BDBM50263508; CS0019; s9326; ZINC13118910; AKOS025402477; Tropic acid, 9-methyl-3-oxa-9-azatricyclo(3.3.1.0(sup 2,4))non-7-yl ester; ZINC100037020; ZINC101147375; CCG-267504; CS-6609; DB00747; 3-Oxa-9-azatricyclo(3.3.1.0(sup 2,4))nonan-7-ol, 9-methyl-, tropate (ester); 3-Oxa-9-azatricyclo(3.3.1.O(sup 2,4))nonan-7-ol, 9-methyl-, tropate (ester); SMP1_000270; NCGC00024357-04; NCGC00024357-05; (1R,2R,4S,5S,7S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.0~2,4~]non-7-yl (2S)-3-hydroxy-2-phenylpropanoate; AB00429689; AB00429689-30; AB00429689-31; AB00429689_32; Q337188; (methyl[?]yl) (2S)-3-hydroxy-2-phenyl-propanoate; BRD-K89923877-003-02-4; Q27165268; (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[3.3.1.02,4]non-7-yl (2R)-3-hydroxy-2-phenylpropanoate; (1R,2R,4S,5S,7s)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl (2S)-3-hydroxy-2-phenylpropanoate; [7(S)-(1.alpha.,2.beta.,4.beta.,5.alpha.,7.beta.)]-.alpha.-(Hydroxymethyl)benzeneacetic acid 9-methyl-3-oxa-9-azatricyclo-[3.3.1.0^2,4]non-7-yl ester; Benzeneacetic acid, alpha-(hydroxymethyl)-, (1alpha,2beta,4beta,5alpha,7beta)-9-methyl-3-oxa-9-azatricyclo(3.3.1.02,4)non-7-yl ester, (alphaS)-; Benzeneacetic acid, alpha-(hydroxymethyl)-, 9-methyl-3-oxa-9-azatricyclo(3.3.1.02,4)non-7-yl ester, (7(S)-(1alpha,2beta,4beta,5alpha,7beta))-
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Molecular Type
Small molecule
Disease Addictive disorder [ICD-11: 6C50-6C5Z] Approved [1]
Structure
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2D MOL

3D MOL

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Formula
C17H21NO4
PubChem CID
3000322
Canonical SMILES
CN1C2CC(CC1C3C2O3)OC(=O)C(CO)C4=CC=CC=C4
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
InChIKey
STECJAGHUSJQJN-USLFZFAMSA-N
CAS Number
CAS 114-49-8
ChEBI ID
CHEBI:16794
TTD Drug ID
D0B7YT
DrugBank ID
DB00747
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Natural Product(s) Able to Decrease the Adverse Effect of This Drug
          Acteoside      Cistanche     Click to Show/Hide the Molecular Data of This NP
                 Decreasing Adverse Drug Reaction     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    In-vivo Model Male ICR mice, weighing 25-30 g, were used for passive avoidance and water maze tests.
                    Experimental
                    Result(s)		 Acteoside of Callicarpa dichotoma attenuates scopolamine-induced memory impairments.
Target and Pathway
Target(s) Muscarinic acetylcholine receptor M2 (CHRM2)  Molecule Info  [3]
KEGG Pathway Calcium signaling pathway Click to Show/Hide
2 cAMP signaling pathway
3 Neuroactive ligand-receptor interaction
4 PI3K-Akt signaling pathway
5 Cholinergic synapse
6 Regulation of actin cytoskeleton
Panther Pathway Alzheimer disease-amyloid secretase pathway Click to Show/Hide
2 Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathway
3 Heterotrimeric G-protein signaling pathway-Gq alpha and Go alpha mediated pathway
4 Muscarinic acetylcholine receptor 2 and 4 signaling pathway
Pathwhiz Pathway Muscle/Heart Contraction Click to Show/Hide
Reactome Muscarinic acetylcholine receptors Click to Show/Hide
2 G alpha (i) signalling events
WikiPathways SIDS Susceptibility Pathways Click to Show/Hide
2 Monoamine GPCRs
3 Calcium Regulation in the Cardiac Cell
4 Regulation of Actin Cytoskeleton
5 GPCRs, Class A Rhodopsin-like
6 GPCR ligand binding
7 GPCR downstream signaling
8 GPCRs, Other
References
Reference 1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 330).
Reference 2 Acteoside of Callicarpa dichotoma attenuates scopolamine-induced memory impairments. Biol Pharm Bull. 2006 Jan;29(1):71-4.
Reference 3 The amygdala modulates morphine-induced state-dependent memory retrieval via muscarinic acetylcholine receptors. Neuroscience. 2009 May 5;160(2):255-63.
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