Molecule

scopolamine

AlkaPlorer ID: AK000526

Synonym: 'scopine (-)-tropate', 'Hyoscine', '6,7-Epoxytropine tropate', '9-methyl-3-oxa-9-azatricyclo3.3.1.0~2,4~non-7-yl tropate', '(-)-hyoscine', 'MLS001074339', 'Scopolamine', '6-beta,7-beta-Epoxy-3-alpha-tropanyl S-(-)-tropate', '(-)-Hyoscine', '(-)-scopolamine', 'SMR001223688', 'MLS001202315', 'Scopine (-)-tropate', 'Hydroscine hydrobromide', '(1S,3S,5R,6R,7S)-6,7-epoxytropan-3-yl (2S)-3-hydroxy-2-phenylpropanoate', 'SMR000674614', 'MLSMR', 'MLS001360651', 'SMR000564993', 'scopolamine', 'Hyoscine hydrobromide', '9-methyl-3-oxa-9-azatricyclo3.3.1.0~2,4~non-7-yl 3-hydroxy-2-phenylpropanoate hydrochloride', 'alpha-(Hydroxymethyl)benzeneacetic acid 9-methyl-3-oxa-9-azatricyclo(3.3.1.0(2.4))non-7-yl ester', 'Scopine tropate'

IUPAC Name: [(1R,2R,4S,5S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl] (2S)-3-hydroxy-2-phenylpropanoate

Structure

SMILES: CN1[C@@H]2C[C@H](OC(=O)[C@H](CO)C3=CC=CC=C3)C[C@H]1[C@@H]1O[C@@H]12

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/t11-,12-,13+,14-,15+,16-/m1/s1

InChIKey: STECJAGHUSJQJN-VJQRDGCPSA-N

Reference

THE ALKALOIDS OF THE GENUSDATURA,SECTIONBRUGMANSIAIII.DATURA SANGUINEAR. and P.

LOTUS: LTS0224624

NPASS: NPC245836

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Sargassum yezoense	Sargassum	Sargassaceae	Fucales	Phaeophyceae	None	None	Eukaryota
Paeonia emodi	Paeonia	Paeoniaceae	Saxifragales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Streptomyces flaveolus	Streptomyces	Streptomycetaceae	Kitasatosporales	Actinomycetes	Actinomycetota	None	Bacteria
Lavandula multifida	Lavandula	Lamiaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Chenopodium album	Chenopodium	Chenopodiaceae	Caryophyllales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 303.358

TPSA？: 62.3

MolLogP？: 0.9180999999999996

Number of H-Donors: 1

Number of H-Acceptors: 5

RingCount: 4

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Potency	11220.2	nM	None
Leishmania amazonensis	Leishmania amazonensis	IC50	25000.0	nM	10.1016/j.ejmech.2018.08.033
Leishmania amazonensis	Leishmania amazonensis	IC50	100000.0	nM	10.1016/j.ejmech.2018.08.033
Leishmania major	Dihydroorotate dehydrogenase (fumarate)	IC50	794328.23	nM	10.1016/j.ejmech.2018.08.033
Leishmania major	Dihydroorotate dehydrogenase (fumarate)	IC50	795300.0	nM	10.1016/j.ejmech.2018.08.033
Rattus norvegicus	Muscarinic acetylcholine receptor	Inhibition	51.0	%	10.1016/j.bmcl.2018.12.022
Rattus norvegicus	Muscarinic acetylcholine receptor	Inhibition	59.0	%	10.1016/j.bmcl.2018.12.022
Rattus norvegicus	Thioredoxin reductase 1, cytoplasmic	Potency	398.1	nM	None
Rattus norvegicus	Thioredoxin reductase 1, cytoplasmic	Potency	4744.4	nM	None
Trypanosoma brucei	Trypanosoma brucei	IC50	100000.0	nM	10.1016/j.ejmech.2018.08.033
None	No relevant target	LogD	-0.89	None	10.1016/j.bmc.2023.117203
None	No relevant target	LogD	-0.1	None	10.1016/j.bmc.2023.117203
None	No relevant target	LogD	0.0	None	10.1016/j.bmc.2023.117203
None	No relevant target	LogP	0.0	None	10.1016/j.bmc.2023.117203
None	No relevant target	LogP	0.7	None	10.1016/j.bmc.2023.117203
None	No relevant target	pKa	5.8	None	10.1016/j.bmc.2023.117203
None	No relevant target	pKa	7.63	None	10.1016/j.bmc.2023.117203
None	No relevant target	pKa	7.64	None	10.1016/j.bmc.2023.117203
None	No relevant target	pKa	7.71	None	10.1016/j.bmc.2023.117203
None	No relevant target	pKa	7.72	None	10.1016/j.bmc.2023.117203
None	No relevant target	Retention_index	-0.47	None	10.1016/j.bmc.2023.117203
None	Unchecked	pKa	16.45	None	10.1016/j.bmc.2023.117203