(-)-Scopolamine hydrochloride - analytical standard,Moligand™ , CAS No.55-16-3

CAS: 55-16-3 Cat. No.: S113892 Molecular Weight: 339.81 Beilstein Registry Number: 4168778 EC Number: 200-225-6 PubChem CID: 6852406

GRADE & PURITY Analytical standard, Moligand™

Synonyms

MLS002695952 | Q2P66EIP1F | SMR000058730 | 1-alpha-H,5-alpha-H-Tropan-3-alpha-ol, 6-beta,7-beta-epoxy-, (-)-tropate (ester), HCl, | Q27286926 | AKOS040758821 | SCHEMBL309267 | MLS000069776 | Ethyl-p-fluorfenylsulfon | (-)-Scopolamine hydrochloride; Hyosci

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

(-)-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.
An antimuscarinic agent

Specifications

Synonyms

MLS002695952 | Q2P66EIP1F | SMR000058730 | 1-alpha-H, 5-alpha-H-Tropan-3-alpha-ol, 6-beta, 7-beta-epoxy-, (-)-tropate (ester), HCl, | Q27286926 | AKOS040758821 | SCHEMBL309267 | MLS000069776 | Ethyl-p-fluorfenylsulfon | (-)-Scopolamine hydrochloride; Hyosci

Specifications & Purity

analytical standard, Moligand™

Biochemical and Physiological Mechanisms

Competitive nonselective muscarinic acetylcholine antagonist. Scopolamine-induced amnesia in laboratory animals is a commonly-used model of memory deficit.

Storage

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, Moligand™

Action Type

INHIBITOR

Names and Identifiers

• Canonical Smiles: CN1C2CC(CC1C3C2O3)OC(=O)C(CO)C4=CC=CC=C4.Cl
• 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
• InChIKey: KXPXJGYSEPEXMF-WYHSTMEOSA-N
• 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
• 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

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Hydroxy acids and derivatives
      • Subclass Beta hydroxy acids and derivatives

• 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.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

MBNL1 Tbio Muscleblind-like protein 1 (34431 Activities)

Discover Target: MBNL1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)

Discover Target: CBX1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

KPNB1 Tbio Importin subunit beta-1/Snurportin-1 (25097 Activities)

Discover Target: KPNB1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

vpr Aberrant vpr protein (14595 Activities)

Discover Target: vpr

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water: 50 mg/mL
• Sensitivity: Moisture sensitive.
• Flash Point(°F): 77 °C
• Flash Point(°C): 77°C
• Molecular Weight: 339.800 g/mol
• 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

XLogP3

References

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).  [PMID:37108332] [10.3390/ijms24087171]

2. Yanwen Wang, Miao Cai, Yue Lou, Siran Zhang, Xiaoli Liu.  (2022)  ZBTB20-AS1 promoted Alzheimer's disease progression through ZBTB20/GSK-3β/Tau pathway.  BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS,      [PMID:36502636] [10.1016/j.bbrc.2022.11.107]