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Inherent Properties, Identifiers and References
ChemSpider ID: 10194106
Empirical Formula: C17H21NO4
Molecular Weight: 303.3529
Nominal Mass: 303 Da
Average Mass: 303.3529 Da
Monoisotopic Mass: 303.147058 Da
Quick Links: Permalink Similar Isomers
Systematic Name:
SMILES: OC[C@H](c1ccccc1)C(=O)O[C@@H]2C[C@H]3N(C)[C@@H](C2)[C@@H]4O[C@H]3​4
InChI: InChI=1/C17H21NO4/c1-18-13-7-11(8-14(18)16-15(13)22-16)21-17(20)1​2(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-FWXGHANABA
(Details...) Wikipedia Article(s)
Scopolamine, also known as hyoscine and "Devils Breath", is a tropane alkaloid drug with muscarinic antagonist effects. It is obtained from plants of the family Solanaceae (nightshades), such as henbane or jimson weed (Datura species). It is among the secondary metabolites of these plants. The drug can be highly toxic due its powerful anticholinergic properties and has legitimate medical applications in very minute doses. As an example, in the treatment of motion sickness, the dose, gradually released from a transdermal patch, is only 330 micrograms (µg) per day. An overdose can cause delirium, delusions, paralysis, stupor and death. Read more... or Edit at Wikipedia...
(Details...) Original Reference(s) Filter
Data Source External ID(s)
EINECS N/A
EPA DSSTox 1033_FDAMDD_v3b
FDA 17874
LeadScope LS-194418
MeSH Scopolamine
Nature Chemical Biology nchembio.78-comp19
Single Depositions 51-34-3, Scopolamine
SureChem (Patents) Patents - Patents Exist
Wikipedia Scopolamine
Disclaimer (Details...) Supplemental Information
(Details...) Names and Synonyms

Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

(1R,2R,4S​,5S,7S)-9​-methyl-3​-oxa-9-az​atricyclo​[3.3.1.0(​2,4)]non-​7-yl (2S)​-3-hydrox​y-2-pheny​lpropanoa​te

(1R,2R,4S​,5S,7S)-9​-methyl-3​-oxa-9-az​atricyclo​[3.3.1.0~​2,4~]non-​7-yl (2S)​-3-hydrox​y-2-pheny​lpropanoa​te

[7(S)-(1a​,2b,4b,5a​,7b)]-a-(​Hydroxyme​thyl)benz​eneacetic​ Acid 9-M​ethyl-3-o​xa-9-azat​ricyclo[3​.3.1.02,4​]non-7-yl​ Ester

200-090-3 [EINECS/ELINCS]

228-065-2 [EINECS/ELINCS]

6,7-Epoxy​tropine t​ropate

6b,7b-Epo​xy-1aH,5a​H-tropan-​3a-ol (-)​-Tropate

6b,7b-Epo​xy-3a-tro​panyl S-(​-)-Tropate

6beta,7be​ta-Epoxy-​3alpha-tr​opanyl S-​(-)-tropa​te

Atrochin

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(Details...) Database ID(s)

Validated by Experts, Validated by Users, Non-Validated, Removed by Users, Redirected by Users, Redirect Approved by Experts

HSDB 6104

nchembio.​78-comp19

(Details...) Predicted Properties
LogP: ACD/LogP: 0.76
# of Rule of 5 Violations: 0
ACD/LogD (pH 5.5): -1.65 ACD/LogD (pH 7.4): 0.05
ACD/BCF (pH 5.5): 1 ACD/BCF (pH 7.4): 1
ACD/KOC (pH 5.5): 1 ACD/KOC (pH 7.4): 12.15
#H bond acceptors: 5 #H bond donors: 1
#Freely Rotating Bonds: 6 Polar Surface Area: 62.3 Å2
Index of Refraction: 1.613 Molar Refractivity: 80.44 cm3
Molar Volume: 230.9 cm3 Polarizability: 31.89 10-24cm3
Surface Tension: 56.3 dyne/cm Density: 1.31 g/cm3
Flash Point: 232.2 °C Enthalpy of Vaporization: 75.97 kJ/mol
Boiling Point: 460.3 °C at 760 mmHg Vapour Pressure: 2.87E-09 mmHg at 25°C
(Details...) MeSH

MeSH Descriptor Data

MeSH Heading Scopolamine
Concept 1 (Preferred) Scopolamine
Scope Note An alkaloid from SOLANACEAE, especially DATURA and SCOPOLIA. 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.
Term Scopolamine
Term Hyoscine
Allowable Qualifiers AD AE AN AI BI BL CF CS CL DU EC GE HI IM IP ME PK PD PO RE SE ST SD TU TO UR CH CT AG
Pharm. Action Mydriatics
Muscarinic Antagonists
Cholinergic Antagonists
Adjuvants, Anesthesia
Registry Number 51-34-3

MeSH Tree Structures