CAS 55466-04-1|Jujuboside A
Introduction：Basic information about CAS 55466-04-1|Jujuboside A, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Jujuboside A | ||
|---|---|---|---|
| CAS Number | 55466-04-1 | Molecular Weight | 1207.351 |
| Density | 1.5±0.1 g/cm3 | Boiling Point | / |
| Molecular Formula | C58H94O26 | Melting Point | 222-225ºC |
| MSDS | Chinese | Flash Point | / |
Names
| Name | Jujuboside A |
|---|---|
| Synonym | More Synonyms |
Jujuboside A BiologicalActivity
| Description | Jujuboside A is a glycoside extracted from Semen Ziziphi Spinosae, a Chinese herbal medicine used to treat insomnia and anxiety. |
|---|---|
| Related Catalog | Signaling Pathways >>Membrane Transporter/Ion Channel >>GABA ReceptorSignaling Pathways >>Neuronal Signaling >>GABA ReceptorResearch Areas >>Neurological DiseaseNatural Products >>Saccharides and Glycosides |
| Target | GABA Receptor, mTOR, PI3K, Akt[1][2] |
| In Vitro | Jujuboside A at the low dose of 41 μM (about 0.05 g/L) induces significant increase of GABA(A) receptor α1, α5, β2 subunit mRNAs in both 24 and 72h treatments. Jujuboside A at the high dose of 82 μM (about 0.1 g/L) significantly increases GABA(A) receptor α1, α5 subunit mRNA levels and decreases β2 subunit mRNA level at 24h treatment, and decreases GABA(A) receptor subunit α1, β2 mRNAs expression at 72h treatment[1]. Jujuboside A pretreatment could reverse the reduction of cell viability and better the injury of H9C2 cells induced by ISO. Jujuboside A could accelerate the phosphorylation of PI3K, Akt, and mTOR. Jujuboside A could significantly decrease the ratio of microtubule-associated protein LC3-II/I in H9C2 cells[2]. |
| In Vivo | During daytime (9:00-15:00), jujubosides significantly increases the total sleep and rapid eye movement (REM) sleep without significant influence on non-REM (NREM) sleep. During nighttime (21:00-3:00), jujubosides significantly increases the total sleep and NREM sleep especially the light sleep while shows no significant effect on REM sleep and slow wave sleep (SWS)[3]. Intracerebroventricular treatment with Jujuboside A significantly mitigates learning and memory impairment in mice induced by Aβ1–42 as measured by the Y-maze, active avoidance and Morris water maze. Intracerebroventricular treatment with Jujuboside A reduces the level of Aβ1–42 in hippocampus, significantly inhibits the activities of acetylcholinesterase (AChE) and NO, and decreases the amount of the increased malondialdehyde (MDA) in the hippocampus and cerebral cortex of mice treated with intracerebroventricular injection of Aβ1–42[4]. |
| Cell Assay | After 7 days in culture in vitro, cells are exposed continuously for the next 24 or 72 h to the culture medium with either Jujuboside A or diazepam, or neither of them. Vehicle is added for the control group; 10 μM diazepam is added for the diazepam group; Jujuboside A 82 μM (about 0.1 g/L) and 41 μM (about 0.05 g/L) are added for the JuA-H (high dose Jujuboside A) and the JuA-L (low dose Jujuboside A) groups respectively. Total RNA is isolated from cells for further analysis[1]. |
| Animal Admin | Mice: Cognitive impairment of mice is induced by ICV injection of Aβ1-42. Then mice are given intracerebroventricular (ICV) injection of Jujuboside A (0.02 and 0.2 mg/kg) for five consecutive days. Y-maze, active avoidance and Morris water maze tests are performed on mice[1]. |
| References | [1]. You ZL, et al. Effects on the expression of GABAA receptor subunits by jujuboside A treatment in rathippocampal neurons. J Ethnopharmacol. 2010 Mar 24;128(2):419-23. [2]. Han D, et al. Jujuboside A Protects H9C2 Cells from Isoproterenol-Induced Injury via Activating PI3K/Akt/mTOR Signaling Pathway. Evid Based Complement Alternat Med. 2016;2016:9593716. [3]. Cao JX, et al. Hypnotic effect of jujubosides from Semen Ziziphi Spinosae. J Ethnopharmacol. 2010 Jul 6;130(1):163-6. [4]. Liu Z, et al. Jujuboside A, a neuroprotective agent from semen Ziziphi Spinosae ameliorates behavioral disorders of the dementia mouse model induced by Aβ 1-42. Eur J Pharmacol. 2014 Sep 5;738:206-13. |
Chemical & Physical Properties
| Density | 1.5±0.1 g/cm3 |
|---|---|
| Melting Point | 222-225ºC |
| Molecular Formula | C58H94O26 |
| Molecular Weight | 1207.351 |
| Exact Mass | 1206.603394 |
| PSA | 393.98000 |
| LogP | 5.05 |
| Index of Refraction | 1.640 |
| InChIKey | KVKRFLVYJLIZFD-QFBKBHHFSA-N |
| SMILES | CC(C)=CC1CC(C)(O)C2C3CCC4C5(C)CCC(OC6OCC(O)C(OC7OC(COC8OC(CO)C(O)C(O)C8O)C(O)C(O)C7OC7OCC(O)C(O)C7O)C6OC6OC(C)C(O)C(O)C6O)C(C)(C)C5CCC4(C)C34COC2(C4)O1 |
Safety Information
| Safety Phrases | 24/25 |
|---|---|
| RIDADR | NONH for all modes of transport |
| HS Code | 29389090 |
Synonyms
| Ziziphus jujuba Mill. Var |
| α-L-arabinopyranoside, (3β,16β,23R)-16,23:16,30-diepoxy-20-hydroxydammar-24-en-3-yl O-6-deoxy-α-L-mannopyranosyl-(1->2)-O-[O-β-D-glucopyranosyl-(1->6)-O-[β-D-xylopyranosyl-(1->2)]-β-D-glucopyranosyl-(1->3)]- |
| (3β,16β,23R)-20-Hydroxy-16,23:16,30-diepoxydammar-24-en-3-yl 6-deoxy-α-L-mannopyranosyl-(1->2)-[β-D-glucopyranosyl-(1->6)-[β-D-xylopyranosyl-(1->2)]-β-D-glucopyranosyl-(1->3)]-α
 -L-arabinopyranoside |
| jujuboside C |
| α-L-Arabinopyranoside, (3β,16β,23R)-16,23:16,30-diepoxy-20-hydroxydammar-24-en-3-yl O-6-deoxy-α-L-mannopyranosyl-(1->2)-O-[O-β-D-glucopyranosyl-(1->6)-O-[β-D-xylopyranosyl-(1->2)]-
 β-D-glucopyranosyl-(1->3)]- |
| JujubosideA |
| (3β,16β,23R)-20-Hydroxy-16,23:16,30-diepoxydammar-24-en-3-yl 6-deoxy-α-L-mannopyranosyl-(1->2)-[β-D-glucopyranosyl-(1->6)-[β-D-xylopyranosyl-(1->2)]-β-D-glucopyranosyl-(1->3)]-α-L-arabinopyranoside |
