Schizandrol A - analytical standard,Moligand™,≥98% , CAS No.7432-28-2

CAS: 7432-28-2 Cat. No.: S117969 Peso molecular: 432.51 Número EC: 694-563-5 PubChem CID: 23915

GRADE & PURITY Analytical standard, Moligand™, ≥98%

Synonyms

CHEBI:80900 | YEFOAORQXAOVJQ-UHFFFAOYSA-N | FT-0630370 | Q-100805 | Dibenzo(a,c)cycloocten-6-ol, 5,6,7,8-tetrahydro-6,7-dimethyl-1,2 3,10,11,12-hexamethoxy-,stereoisomer | Schisandrin | Wuweizichun A | AKOS015918158 | C17064 | DTXSID20995843 | SCHEMBL2702

Storage

Room temperature

Shipped In

Normal

Descripción general

Schisandrin (Schizandrin), a dibenzocyclooctadiene lignan, is isolated from the fruit of Schisandra chinensis Baill. Schisandrin exhibits antioxidant, hepatoprotective, anti-cancer and anti-inflammatory activities. Schisandrin also can reverses memory impairment in rats.

Specifications

Sinónimos

CHEBI:80900 | YEFOAORQXAOVJQ-UHFFFAOYSA-N | FT-0630370 | Q-100805 | Dibenzo(a, c)cycloocten-6-ol, 5, 6, 7, 8-tetrahydro-6, 7-dimethyl-1, 2 3, 10, 11, 12-hexamethoxy-, stereoisomer | Schisandrin | Wuweizichun A | AKOS015918158 | C17064 | DTXSID20995843 | SCHEMBL2702

Especificaciones y pureza

analytical standard, Moligand™, ≥98%

Mecanismos bioquímicos y fisiológicos

Schizandrin is a natural product with several biological properties involved with antioxidant and anti-inflammatory activities. It reduces the formation of ROS, inhibits the mitochondrial pathway of the apoptotic process and oxidative stress. Schizandrin

Condiciones de almacenamiento de almacenamiento

Room temperature

Enviado en

Normal

Grado

Analytical standard, Moligand™

Tipo de acción

ACTIVATOR

Pureza

≥98%

Nombres e identificadores

• Sonrisas canónicas: CC1CC2=CC(=C(C(=C2C3=C(C(=C(C=C3CC1(C)O)OC)OC)OC)OC)OC)OC
• IUPAC Name: 3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.02,7]hexadeca-1(16),2,4,6,12,14-hexaen-9-ol
• InChIKey: YEFOAORQXAOVJQ-UHFFFAOYSA-N
• INCHI: 1S/C24H32O7/c1-13-9-14-10-16(26-3)20(28-5)22(30-7)18(14)19-15(12-24(13,2)25)11-17(27-4)21(29-6)23(19)31-8/h10-11,13,25H,9,12H2,1-8H3
• Isómeros SMILES: CC1CC2=CC(=C(C(=C2C3=C(C(=C(C=C3CC1(C)O)OC)OC)OC)OC)OC)OC
• WGK Alemania: 3
• PubChem CID: 23915
• Peso molecular: 432.51

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Clase Tannins
      • Subclass Hydrolyzable tannins

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Clase: Tannins
• Subclass: Hydrolyzable tannins
• Intermediate Tree Nodes: Not available
• Direct Parent: Hydrolyzable tannins
• Alternative Parents: Dibenzocyclooctadiene lignans Anisoles Alkyl aryl ethers Tertiary alcohols Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Hydrolyzable tannin - Dibenzocyclooctane lignan - Anisole - Alkyl aryl ether - Benzenoid - Tertiary alcohol - Ether - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Alcohol - Aromatic homopolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.
• External Descriptors: tannin

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

Propiedades químicas y físicas

• Rotación específica [α]: 75 to 95°, c = 1 in methanol
• Peso molecular: 432.500 g/mol
• XLogP3: 4.000
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 432.215 Da
• Monoisotopic Mass: 432.215 Da
• Topological Polar Surface Area: 75.600 Ų
• Heavy Atom Count: 31
• Formal Charge: 0
• Complexity: 574.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 2
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referencias

1. Jingyi Jian, Jiaming Yuan, Yu Fan, Jincai Wang, Tingting Zhang, Jeroen Kool, Zhengjin Jiang.  (2022)  High-Resolution Bioassay Profiling with Complemented Sensitivity and Resolution for Pancreatic Lipase Inhibitor Screening.  MOLECULES,  27  (20): (6923).  [PMID:36296516] [10.3390/molecules27206923]

2. Xiao-Hua Zhang, Hai-Long Wu, Xiao-Li Yin, Yong Li, Xiang-Dong Qing, Hui-Wen Gu, Chao Kang, Ru-Qin Yu.  (2016)  Exploiting third-order advantage using four-way calibration method for direct quantitative analysis of active ingredients of Schisandra chinensis in DMEM by processing four-way excitation–emission-solvent fluorescence data.  CHEMOMETRICS AND INTELLIGENT LABORATORY SYSTEMS,      [PMID:] [10.1016/j.chemolab.2016.04.008]

3. Zhang Jinpeng, Cui Xinyuan, Zhao Shuo, Chang Zenghui, Zhang Junshuo, Chen Yufeng, Liu Jiale, Sun Guohao, Wang Yiyuan, Liu Yuanyuan.  (2024)  Establishment of a pharmacokinetics and pharmacodynamics model of Schisandra lignans against hippocampal neurotransmitters in AD rats based on microdi-alysis liquid chromatography-mass spectrometry.  Frontiers in Pharmacology,      [PMID:38529184] [10.3389/fphar.2024.1342121]

4. Jiaming YUAN, Zhuoping ZHENG, Zhongkang WANG, Hao TIAN, Lingling XI, Jacques CROMMEN, Tingting ZHANG, Jincai WANG, Zhengjin JIANG.  (2025)  Integrating High-resolution Bioassay Profiling with Affinity-based Ligand Fishing for Unveiling Galloylated Derivatives as Novel Catechol-O-methyltransferase Inhibitors in Paeonia lactiflora Pall..  Journal of Pharmaceutical Analysis,      [PMID:41626564] [10.1016/j.jpha.2025.101449]

5. Jincai Wang, Xiaoling Huang, Jie Mei, Xinwei Chen, Rong Ma, Guowei Li, Zhengjin Jiang, Jialiang Guo.  (2023)  Screening of trypsin inhibitors in Cotinus coggygria Scop. extract using at-line nanofractionation coupled with semi-preparative reverse-phase liquid chromatography.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:36738572] [10.1016/j.chroma.2023.463817]

6. Yu Fan, Jincai Wang, Jingyi Jian, Yalei Wen, Jiahao Li, Hao Tian, Jacques Crommen, Wei Bi, Tingting Zhang, Zhengjin Jiang.  (2024)  High-throughput discovery of highly selective reversible hMAO-B inhibitors based on at-line nanofractionation.  Acta Pharmaceutica Sinica B,      [PMID:38572096] [10.1016/j.apsb.2024.01.020]