Plexonal - 10mM in DMSO , CAS No.51-34-3

CAS: 51-34-3 Cat. No.: P424411 Molecular Weight: 303.35 EC Number: 200-090-3 PubChem CID: 3000322

GRADE & PURITY 10mM in DMSO

Synonyms

scopolamine|Hyoscine|(-)-Hyoscine|51-34-3|Scopine (-)-tropate|Scopine tropate|(-)-Scopolamine|6,7-Epoxytropine tropate|Hyosol|Atrochin|Atroquin|Isopto Hyoscine|Skopolamin|Transderm-Scop|l-Scopolamine|Epoxytropine tropate|Scopolamine hydrobromide|6-beta,7-

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Product Describtion:

Scopolamine (Skopolamin) is a tropane alkaloid derived from plants of the nightshade family, specifically Hyoscyamus niger and Atropa belladonna, with anticholinergic, antiemetic and antivertigo properties.

Product Application:

Scopolamine is an acetylcholine antagonist. Used in treatment of motion sickness; antiemetic; antispasmodic; mydriatic; preanesthetic medicant.

Specifications

Synonyms

scopolamine | Hyoscine | (-)-Hyoscine | 51-34-3 | Scopine (-)-tropate | Scopine tropate | (-)-Scopolamine | 6, 7-Epoxytropine tropate | Hyosol | Atrochin | Atroquin | Isopto Hyoscine | Skopolamin | Transderm-Scop | l-Scopolamine | Epoxytropine tropate | Scopolamine hydrobromide | 6-beta, 7-

Specifications & Purity

10mM in DMSO

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

• Pubchem Sid: 528769267
• Canonical Smiles: CN1C2CC(CC1C3C2O3)OC(=O)C(CO)C4=CC=CC=C4
• 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
• InChIKey: STECJAGHUSJQJN-USLFZFAMSA-N
• 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
• 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
• PubChem CID: 3000322
• Molecular Weight: 303.35

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 Benzene and substituted derivatives Morpholines N-alkylpyrrolidines Trialkylamines Amino acids and derivatives Carboxylic acid esters Azacyclic compounds Oxacyclic compounds Dialkyl ethers Epoxides Monocarboxylic acids and derivatives Primary alcohols Carbonyl compounds Hydrocarbon derivatives Organopnictogen compounds Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Beta-hydroxy acid - Monocyclic benzene moiety - Morpholine - Oxazinane - Piperidine - N-alkylpyrrolidine - Benzenoid - Pyrrolidine - Amino acid or derivatives - Carboxylic acid ester - Tertiary amine - Tertiary aliphatic amine - Oxacycle - Organoheterocyclic compound - Azacycle - Carboxylic acid derivative - Dialkyl ether - Oxirane - Ether - Monocarboxylic acid or derivatives - Primary alcohol - Organopnictogen compound - Organonitrogen compound - Organooxygen compound - Amine - Organic oxide - Carbonyl group - Organic oxygen compound - Organic nitrogen compound - Alcohol - Hydrocarbon derivative - 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 (0 Activities)

Discover Target: CHRM3

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

CHRM4 Tclin Muscarinic acetylcholine receptor M4 (0 Activities)

Discover Target: CHRM4

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 (0 Activities)

Discover Target: CHRM1

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

Chemical and Physical Properties

• Flash Point(°C): 232.2ºC
• Boil Point(°C): 460.3ºC at 760 mmHg
• Melt Point(°C): 59ºC
• Molecular Weight: 303.350 g/mol
• XLogP3: 0.900
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 303.147 Da
• Monoisotopic Mass: 303.147 Da
• Topological Polar Surface Area: 62.300 Ų
• Heavy Atom Count: 22
• 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: 1

References

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4. Jingru Zheng, Yuanhong Gao, Jie Ding, Na Sun, Songyi Lin.  (2022)  Antarctic krill peptides improve scopolamine-induced memory impairment in mice.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2022.101987]

5. Wang Yue, Wu Xinyan, Yang Kailin, Liu Qing, Jiang Baoping, Yang Runmei, Xiao Peigen, He Chunnian.  (2022)  Integrating network pharmacology analysis and pharmacodynamic evaluation for exploring the active components and molecular mechanism of moutan seed coat extract to improve cognitive impairment.  Frontiers in Pharmacology,      [PMID:36034803] [10.3389/fphar.2022.952876]

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7. Yue Zhao, Zhiqiang Lu, Xiaomeng Xu, Na Sun, Songyi Lin.  (2022)  Sea Cucumber-Derived Peptide Attenuates Scopolamine-Induced Cognitive Impairment by Preventing Hippocampal Cholinergic Dysfunction and Neuronal Cell Death.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:34989228] [10.1021/acs.jafc.1c07232]

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9. Min Wang, Longji Fang, Tongtong Liu, Xuejie Chen, Yan Zheng, Yilong Zhang, Shiming Chen, Zeng Li.  (2021)  Discovery of 7-O-1, 2, 3-triazole hesperetin derivatives as multi-target-directed ligands against Alzheimer's disease.  CHEMICO-BIOLOGICAL INTERACTIONS,      [PMID:33905740] [10.1016/j.cbi.2021.109489]

10. Yilei Song, Xiangyu Wang, Xingrong Wang, Jianze Wang, Qiulian Hao, Jifu Hao, Xueqin Hou.  (2021)  Osthole-Loaded Nanoemulsion Enhances Brain Target in the Treatment of Alzheimer’s Disease via Intranasal Administration.  Oxidative Medicine and Cellular Longevity,      [PMID:33564364] [10.1155/2021/8844455]

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12. Xu Yi, Zhang Shuai, Sun Qiang, Wang Xu-Qiao, Chai Ya-Ni, Mishra Chandan, Chandra Shah Ram, Ai Jing.  (2020)  Cholinergic Dysfunction Involvement in Chronic Cerebral Hypoperfusion-Induced Impairment of Medial Septum–dCA1 Neurocircuit in Rats.  Frontiers in Cellular Neuroscience,      [PMID:33132852] [10.3389/fncel.2020.586591]

13. Shuangshuang Liu, Yue Li, Fan Yi, Qing Liu, Naihong Chen, Xiaoli He, Chunnian He, Peigen Xiao.  (2020)  Resveratrol oligomers from Paeonia suffruticosa protect mice against cognitive dysfunction by regulating cholinergic, antioxidant and anti-inflammatory pathways.  JOURNAL OF ETHNOPHARMACOLOGY,      [PMID:32442589] [10.1016/j.jep.2020.112983]

14. Huimin Wu, Longfei Lin, Xueying Du, Lingling Zhang, Xingbin Yin, Xiaoxv Dong, Xiaofeng Hao, Like Xie, Changhai Qu, Jian Ni.  (2020)  Study on the potential effective ingredients of Xiaosheng prescription for dry eye disease.  BIOMEDICINE & PHARMACOTHERAPY,      [PMID:32428832] [10.1016/j.biopha.2020.110051]

15. Zhijie Bao, Penglin Zhang, Jin Chen, Jie Gao, Songyi Lin, Na Sun.  (2020)  Egg yolk phospholipids reverse scopolamine–induced spatial memory deficits in mice by attenuating cholinergic damage.  Journal of Functional Foods,      [PMID:] [10.1016/j.jff.2020.103948]

16. Xiaomeng Xu, Rong Liang, Dongmei Li, Chengyao Jiang, Songyi Lin.  (2020)  Evaluation of sea cucumber peptides-assisted memory activity and acetylation modification in hippocampus of test mice based on scopolamine-induced experimental animal model of memory disorder.  Journal of Functional Foods,      [PMID:] [10.1016/j.jff.2020.103909]

17. Huihong Zeng, Huan Li, Mengzhen Yue, Ying Fan, Jiaoqi Cheng, Xincheng Wu, Rui Xu, Wuping Yang, Manjun Li, Jiahui Tang, Hongping Chen, Bohai Kuang, Guangqin Fan, Qingxian Zhu, Lijian Shao.  (2019)  Isoprenaline protects intestinal stem cells from chemotherapy-induced damage.  BRITISH JOURNAL OF PHARMACOLOGY,  177  (3): (687-700).  [PMID:31648381] [10.1111/bph.14883]

18. Yu-Min Xu, Xin-Chen Wang, Ting-Ting Xu, Hong-Ying Li, Shang-Yan Hei, Na-Chuan Luo, Hong Wang, Wei Zhao, Shu-Huan Fang, Yun-Bo Chen, Li Guan, Yong-Qi Fang, Shi-Jie Zhang, Qi Wang, Wei-Xiong Liang.  (2019)  Kai Xin San ameliorates scopolamine-induced cognitive dysfunction.  Neural Regeneration Research,      [PMID:30688265] [10.4103/1673-5374.249227]

19. Jing Zhang, Jun Wang, Gui-Sheng Zhou, Ya-Jie Tan, Hui-Juan Tao, Jia-Qian Chen, Zong-Jin Pu, Jia-Yan Ma, Wen She, An Kang, Yue Zhu, Pei Liu, Zhen-Hua Zhu, Xu-Qin Shi, Yu-Ping Tang, Jin-Ao Duan.  (2019)  Studies of the Anti-amnesic Effects and Mechanisms of Single and Combined Use of Donepezil and Ginkgo Ketoester Tablet on Scopolamine-Induced Memory Impairment in Mice.  Oxidative Medicine and Cellular Longevity,      [PMID:30911351] [10.1155/2019/8636835]

20. Sun Kaiyue, Bai Yuting, Zhao Rong, Guo Zijiao, Su Xiang, Li Peiqi, Yang Pengyu.  (2018)  Neuroprotective effects of matrine on scopolamine-induced amnesia via inhibition of AChE/BuChE and oxidative stress.  METABOLIC BRAIN DISEASE,  34  (1): (173-181).  [PMID:30406376] [10.1007/s11011-018-0335-y]

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26. Qi Li, Ying Chen, Shuaishuai Xing, Qinghong Liao, Baichen Xiong, Yuanyuan Wang, Weixuan Lu, Siyu He, Feng Feng, Wenyuan Liu, Yao Chen, Haopeng Sun.  (2021)  Highly Potent and Selective Butyrylcholinesterase Inhibitors for Cognitive Improvement and Neuroprotection.  JOURNAL OF MEDICINAL CHEMISTRY,      [PMID:33973470] [10.1021/acs.jmedchem.1c00167]

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28. Xiaona Sun, Yujin Wang, Zhichao Lei, Shasha Yue, Li Chen, Jianbo Sun.  (2022)  Development of 5-hydroxyl-1-azabenzanthrone derivatives as dual binding site and selective acetylcholinesterase inhibitors.  EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY,      [PMID:35303485] [10.1016/j.ejmech.2022.114210]

29. Zhiqiang Lu, Yuan Gao, Zhijie Bao, Songyi Lin.  (2024)  A novel neuroprotective peptide against cognitive disorder in mice by regulating hippocampal oxidative stress and synaptic plasticity.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2024.104575]

30. Xiaomeng Xu, Jingqi Yang, Zhiqiang Lu, Jie Ding, Songyi Lin.  (2024)  Folic acid ameliorated the scopolamine-induced memory impairment in mice and the neuroprotective mechanisms.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2024.104351]

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