Compound: Scopace
SMILES: O=C(O[C@@H]1C[C@H]2N(C)[C@@H](C1)[C@H]3[C@@H]2O3)[C@@H](c4ccccc4)CO
InChIKey: STECJAGHUSJQJN-FWXGHANASA-N
Synonyms: Scopace, Boro-Scopol, RefChem:570028, scopolamine, Hyoscine, (-)-Hyoscine, 51-34-3, Scopine tropate, Transderm-Scop, (-)-Scopolamine, Scopine (-)-tropate, Atrochin, Atroquin, Hyosol, l-Scopolamine, 6,7-Epoxytropine tropate, Epoxytropine tropate, Isopto Hyoscine, Scopolamine hydrobromide, Beldavrin, Scopamin, alpha-(Hydroxymethyl)benzeneacetic acid 9-methyl-3-oxa-9-azatricyclo(3.3.1.0(2.4))non-7-yl ester, Skopolamin, Hyosceine, Transcop, Scop, DL48G20X8X, Tropic acid, ester with scopine, CHEMBL3084722, Euscopol, Isoscopil, Tranaxine, (1S,3S,5R,6R,7S)-6,7-epoxytropan-3-yl (2S)-3-hydroxy-2-phenylpropanoate, Kwells, Hysco, Hyoscine bromide, Scopolamine HCl, Hyoscine hydrobromide, Scopolaminium bromide, 1alphaH,5alphaH-Tropan-3alpha-ol, 6beta,7beta-epoxy-, (-)-tropate (ester), Scopolammonium bromide, 114-49-8, l-Hyoscine hydrobromide, (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, SEE, (-)-Scopolamine bromide, l-Scopolamine-hydrobromide, SCOPOLAMINE BROMIDE, (-)-Hyoscine hydrobromide, Scopoderm, levo-duboisine, Transderm scop, (+)-Hyoscine, CHEMBL4065982, (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,7s)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl (S)-3-hydroxy-2-phenylpropanoate, Hyoscyine hydrobromide, Hydroscine hydrobromide, hydrobromicum, Scopolaminum, UNII-DL48G20X8X, Tropane alkaloid, HSDB 4074, Hyoscine CRS, 6.beta.,7.beta.-Epoxy-1.alpha.H,5.alpha.H-tropan-3.alpha.-ol (-)-tropate (ester), EINECS 200-090-3, NSC61806, S-(-)-Tropate, Atropine EP Impurity F, SCOPOLAMINE [MI], Prestwick3_000877, HYOSCINE [MART.], SCOPOLAMINE [HSDB], HYOSCINE [WHO-DD], EC 200-090-3, SCOPOLAMINE [VANDF], (-)-Scopolamin (Hyoscine), 6beta,7beta-Epoxy-3alpha-tropanyl S-(-)-tropate, SCHEMBL16226, BSPBio_000953, GTPL330, 6beta,7beta-Epoxy-1alpha,5alpha-tropan-3alpha-ol, HYOSCINE [EP IMPURITY], BPBio1_001049, CHEMBL569713, HYOSCINE [EP MONOGRAPH], CHEMBL1906925, DTXSID6023573, SCHEMBL22393238, SCHEMBL29349990, CHEBI:16794, CHEBI:93572, SCOPOLAMINE [ORANGE BOOK], STECJAGHUSJQJN-FWXGHANASA-N, HMS2090N13, HMS3886L22, SCOPOLAMINE [USP IMPURITY], HY-N0296, LSM-4015, MSK10286, AC-968, BDBM50248295, BDBM50263508, EBC-12877, s9326, AKOS025402477, Scopolamine dried down 100 microg/mL, Tropic acid, 9-methyl-3-oxa-9-azatricyclo(3.3.1.0(sup 2,4))non-7-yl ester, CCG-267504, CS-6609, DB00747, FS16424, 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, DA-67494, Scopolamine 100 microg/mL in Acetonitrile, AB00429689, AB00429689-30, AB00429689-31, AB00429689_32, EN300-1718536, ATROPINE SULFATE IMPURITY F [EP IMPURITY], Q337188, (methyl[?]yl) (2S)-3-hydroxy-2-phenyl-propanoate, BRD-K89923877-003-02-4, BRD-K89923877-004-15-4, BRD-K89923877-004-16-2, Q27165268, Atropine Sulfate EP Impurity F; Hyoscine; Hyoscyamine EP Impurity D, (1R,2R,4S,5S,7R)-9-methyl-3-oxa-9-azatricyclo[3.3.1.0,2,4]nonan-7-yl (2S)-3-hydroxy-2-phenylpropanoate, (1R,2R,4S,5S,7R)-9-methyl-3-oxa-9-azatricyclo[3.3.1.0,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 (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, (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,7s)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-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-phenyl-propanoate, [(1R,2R,4S,5S)-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)-,(1.ALPHA.,2.BETA.,4.BETA.,5.ALPHA.,7.BETA.)-9-METHYL-3-OXA-9-AZATRICYCLO(3.3.1.02,4)NON-7-YL ESTER, (.ALPHA.S)-, BENZENEACETIC ACID, .ALPHA.-(HYDROXYMETHYL)-, 9-METHYL-3-OXA-9-AZATRICYCLO(3.3.1.02,4)NON-7-YL ESTER, (7(S)-(1.ALPHA.,2.BETA.,4.BETA.,5.ALPHA.,7.BETA.))-, 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))-, OW0
Theoretical properties:
molecular_formula: C17H21NO4
molecular_weight: 303.35 g/mol
exact_mass: 303.14705815 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 5
heavy_atom_count: 22
topological_polar_surface_area: 62.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Viscous liquid
color: Viscous liquid
melting_point: 387 °F (decomposes) (NTP, 1992)
solubility: greater than or equal to 100 mg/mL at 68 °F (NTP, 1992)
Descriptions:
{"pubchem": "Scopolamine is a tropane alkaloid that is the (S)-tropic acid ester of 6beta,7beta-epoxy-1alphaH,5alphaH-tropan-3alpha-ol. It has a role as a metabolite, an antidepressant, a muscarinic antagonist, a mydriatic agent, an antiemetic, an antispasmodic drug, an anaesthesia adjuvant and an adjuvant. It is an epoxide, a propanoate ester, a tropane alkaloid and a tertiary amino compound. It is functionally related to a (S)-tropic acid. It is a conjugate base of a scopolamine(1+).", "chebi": "A tropane alkaloid that is the (<i>S</i>)-tropic acid ester of 6\u03b2,7\u03b2-epoxy-1\u03b1<em>H</em>,5\u03b1<em>H</em>-tropan-3\u03b1-ol.", "chembl": "SCOPOLAMINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.", "wikipedia": "A muscarinic acetylcholine receptor antagonist, also simply known as a muscarinic antagonist or as an antimuscarinic agent, is a type of anticholinergic drug that blocks the activity of the muscarinic acetylcholine receptors (mAChRs). The muscarinic receptors are proteins involved in the transmission of signals through certain parts of the nervous system, and muscarinic receptor antagonists work to prevent this transmission from occurring. Notably, muscarinic antagonists reduce the activation of the parasympathetic nervous system. The normal function of the parasympathetic system is often summarised as \"rest-and-digest\", and includes slowing of the heart, an increased rate of digestion, narrowing of the airways, promotion of urination, and sexual arousal. Muscarinic antagonists counter this parasympathetic \"rest-and-digest\" response, and also work elsewhere in both the central and peripheral nervous systems.\nDrugs with muscarinic antagonist activity are widely used in medicine, in the treatment of low heart rate, overactive bladder, respiratory problems such as asthma and chronic obstructive pulmonary disease (COPD). A number of other drugs, such as antipsychotics and the tricyclic family of antidepressants, have incidental muscarinic antagonist activity which can cause unwanted side effects such as difficulty urinating, dry mouth and skin, and constipation.\nAcetylcholine (often abbreviated ACh) is a neurotransmitter whose receptors are proteins found in synapses and other cell membranes. Besides responding to their primary neurochemical, neurotransmitter receptors can be sensitive to a variety of other molecules. Acetylcholine receptors are classified into two groups based on this:\n\nmuscarinic, which respond to muscarine\nnicotinic, which respond to nicotine\nMost muscarinic receptor antagonists are synthetic chemicals; however, the two most commonly used anticholinergics, scopolamine and atropine, are belladonna alkaloids, and are naturally extracted from plants such as Atropa belladonna, commonly known as deadly nightshade. The name \"belladonna\", Italian for \"beautiful woman\", is thought to derive from one of the antimuscarinic effects of these alkaloids, having been put into use by women for the cosmetic purpose of promoting dilation of the pupils.\nMuscarinic antagonist effects and muscarinic agonist effects counterbalance each other for homeostasis.\nCertain muscarinic antagonists can be classified into either long-acting muscarinic receptor antagonists (LAMAs) or short-acting muscarinic receptor antagonists (SAMAs), depending on when maximum effect occurs and for how long the effect persists."}