N-methyl scopolamine - Moligand™ , Antagonist of M 1 receptor;Antagonist of M 3 receptor, CAS No.13265-10-6, Antagonist of M 1 receptor;Antagonist of M 3 receptor

CAS: 13265-10-6 Cat. No.: N612327 PubChem CID: 71183

GRADE & PURITY Moligand™

Synonyms

BDBM50241132 | GTPL316 | DTXSID0046931 | Q27087955 | BDBM50538323 | 7-(3-Hydroxy-2-phenyl-propionyloxy)-9,9-dimethyl-3-oxa-9-azonia-tricyclo[3.3.1.0*2,4*]nonane | AB00385828_19 | N-Methylhyoscine | Methscopolamine ion | METHYLSCOPOLAMINE [WHO-DD] | (-)-n-

Storage

Room temperature

Specifications

Synonyms

BDBM50241132 | GTPL316 | DTXSID0046931 | Q27087955 | BDBM50538323 | 7-(3-Hydroxy-2-phenyl-propionyloxy)-9, 9-dimethyl-3-oxa-9-azonia-tricyclo[3.3.1.0*2, 4*]nonane | AB00385828_19 | N-Methylhyoscine | Methscopolamine ion | METHYLSCOPOLAMINE [WHO-DD] | (-)-n-

Specifications & Purity

Moligand™

Storage

Room temperature

Grade

Moligand™

Action Type

ANTAGONIST

Mechanism of action

Antagonist of M 1 receptor;Antagonist of M 3 receptor

Names and Identifiers

• Canonical Smiles: OC[C@H](c1ccccc1)C(=O)OC1C[C@@H]2[C@@H]3[C@H]([C@H](C1)[N+]2(C)C)O3
• IUPAC Name: (1R,2R,4S,5S)-7-{[(2S)-3-hydroxy-2-phenylpropanoyl]oxy}-9,9-dimethyl-3-oxa-9-azatricyclo[3.3.1.0^{2,4}]nonan-9-ium
• InChIKey: LZCOQTDXKCNBEE-XJMZPCNVSA-N
• INCHI: 1S/C18H24NO4/c1-19(2)14-8-12(9-15(19)17-16(14)23-17)22-18(21)13(10-20)11-6-4-3-5-7-11/h3-7,12-17,20H,8-10H2,1-2H3/q+1/t12?,13-,14-,15+,16-,17+/m1/s1
• Isomeric SMILES: C[N+]1([C@@H]2CC(C[C@H]1[C@H]3[C@@H]2O3)OC(=O)[C@H](CO)C4=CC=CC=C4)C
• PubChem CID: 71183

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: Benzene and substituted derivatives Piperidines Morpholines N-alkylpyrrolidines Tetraalkylammonium salts Carboxylic acid esters Oxacyclic compounds Monocarboxylic acids and derivatives Epoxides Dialkyl ethers Azacyclic compounds Organic oxides Organopnictogen compounds Hydrocarbon derivatives Amines Carbonyl compounds Primary alcohols Organic salts Organic cations
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Beta-hydroxy acid - Monocyclic benzene moiety - Morpholine - Oxazinane - Piperidine - N-alkylpyrrolidine - Benzenoid - Tetraalkylammonium salt - Pyrrolidine - Quaternary ammonium salt - Carboxylic acid ester - Carboxylic acid derivative - Dialkyl ether - Oxirane - Ether - Monocarboxylic acid or derivatives - Oxacycle - Azacycle - Organoheterocyclic compound - Organonitrogen compound - Organic oxide - Organic oxygen compound - Organic nitrogen compound - Amine - Organooxygen compound - Hydrocarbon derivative - Carbonyl group - Primary alcohol - Alcohol - Organopnictogen compound - Organic salt - Organic cation - 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)

CHRM3 Tclin Muscarinic acetylcholine receptor M3 (1 Activities)

Discover Target: CHRM3

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CHRM2 Tclin Muscarinic acetylcholine receptor M2 (0 Activities)

Discover Target: CHRM2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CHRM1 Tclin Muscarinic acetylcholine receptor M1 (1 Activities)

Discover Target: CHRM1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Chemical and Physical Properties

• Molecular Weight: 318.400 g/mol
• XLogP3: 1.300
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 318.171 Da
• Monoisotopic Mass: 318.171 Da
• Topological Polar Surface Area: 59.100 Ų
• Heavy Atom Count: 23
• Formal Charge: 1
• Complexity: 454.000
• 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: 1

References

1. Lin Renbao, Luo Rui, Yu Xinyue, Zou Junjie, Huang Xiaowei, Guo Yanwu.  (2024)  Depleting parenchymal border macrophages alleviates cerebral edema and neuroinflammation following status epilepticus.  Journal of Translational Medicine,  22  (1): (1-16).  [PMID:39623451] [10.1186/s12967-024-05912-2]

2. Xingmei Chen, Lulu Wang, Qingfang Duan, Ziman Zheng, Yu Xue, Yinghui Feng, Yi Lu, Ji Liu.  (2025)  Integrated Hydrogel Optical Fiber Electronics with Mechanically Robust Interfaces Enable Simultaneous Electrophysiological Recording and Optogenetic Modulation.  ADVANCED MATERIALS,      [PMID:41307304] [10.1002/adma.202517771]