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(-)-Scopolamine hydrochloride - analytical standard, high purity , CAS No.55-16-3
Basic Description
Synonyms
Hyoscine hydrochloride | Scopolamine hydrochloride | 55-16-3 | Scopolamine, hydrochloride | (-)-Scopolamine hydrochloride | Q2P66EIP1F | MLS000069776 | DTXSID6044692 | SMR000058730 | Scopolamine (hydrochloride) | Chlorhydrate de scopolamine | UNII-Q2P66EIP1F | EINECS 200-225-6 | C
Specifications & Purity
analytical standard
Biochemical and Physiological Mechanisms
Competitive nonselective muscarinic acetylcholine antagonist. Scopolamine-induced amnesia in laboratory animals is a commonly-used model of memory deficit.
Storage Temp
Store at -20°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Grade
analytical standard
Product Description
(-)-Scopolamine hydrochloride is a competitive nonselective mAChR M antagonist. This compound blocks the binding of the acetylcholine ligand and prevents the opening of ion channels.
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Organic acids and derivatives
Class
Hydroxy acids and derivatives
Subclass
Beta hydroxy acids and derivatives
Intermediate Tree Nodes
Not available
Direct Parent
Beta hydroxy acids and derivatives
Alternative Parents
Piperidines N-alkylpyrrolidines Morpholines Benzene and substituted derivatives Trialkylamines Carboxylic acid esters Amino acids and derivatives Oxacyclic compounds Monocarboxylic acids and derivatives Epoxides Dialkyl ethers Azacyclic compounds Primary alcohols Organopnictogen compounds Organic oxides Hydrochlorides Hydrocarbon derivatives Carbonyl compounds
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
Beta-hydroxy acid - Benzenoid - N-alkylpyrrolidine - Piperidine - Oxazinane - Morpholine - Monocyclic benzene moiety - Pyrrolidine - Tertiary aliphatic amine - Tertiary amine - Carboxylic acid ester - Amino acid or derivatives - Oxacycle - Azacycle - Organoheterocyclic compound - Monocarboxylic acid or derivatives - Ether - Oxirane - Dialkyl ether - Carboxylic acid derivative - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Hydrochloride - Primary alcohol - Organooxygen compound - Organonitrogen compound - Carbonyl group - Amine - Alcohol - Aromatic heteropolycyclic compound
Description
This compound belongs to the class of organic compounds known as beta hydroxy acids and derivatives. These are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom.
External Descriptors
Not available
Data sources
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.
Associated Targets(Human)
Associated Targets(non-human)
Mechanisms of Action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
References
Names and Identifiers
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;hydrochloride
INCHI
InChI=1S/C17H21NO4.ClH/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;1H/t11?,12-,13-,14+,15-,16+;/m1./s1
InChIKey
KXPXJGYSEPEXMF-WYHSTMEOSA-N
Smiles
CN1C2CC(CC1C3C2O3)OC(=O)C(CO)C4=CC=CC=C4.Cl
Isomeric SMILES
CN1[C@@H]2CC(C[C@H]1[C@H]3[C@@H]2O3)OC(=O)[C@H](CO)C4=CC=CC=C4.Cl
WGK Germany
3
RTECS
CY1634501
PubChem CID
6852406
UN Number
1544
Molecular Weight
339.81
Beilstein
4168778
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Solubility
Soluble in water: 50 mg/mL
Flash Point(°F)
77 °C
Flash Point(°C)
77°C
Molecular Weight
339.800 g/mol
XLogP3
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
5
Exact Mass
339.124 Da
Monoisotopic Mass
339.124 Da
Topological Polar Surface Area
62.300 Ų
Heavy Atom Count
23
Formal Charge
0
Complexity
418.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
5
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
The total count of all stereochemical bonds
0
Covalently-Bonded Unit Count
2
Citations of This Product
1.
Hushuai Fan, Xiaomin Huang, Ziru Zhang, Ting Wang, Ludan Wang, Yajun Zhang.
(2023)
Immobilization of M3 Muscarinic Receptor to Rapidly Analyze Drug—Protein Interactions and Bioactive Components in a Natural Plant. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES,
24
(8):
(7171).
2.
Yanwen Wang, Miao Cai, Yue Lou, Siran Zhang, Xiaoli Liu.
(2023)
ZBTB20-AS1 promoted Alzheimer's disease progression through ZBTB20/GSK-3β/Tau pathway. BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS,
640
(88).
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2 Citations
F2229290