Jujuboside A CAS 55466-04-1

Introduction：Basic information about Jujuboside A CAS 55466-04-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Jujuboside A Basic information

• Product Name: Jujuboside A
• Synonyms: JUJUBOSIDE A;Jujuboside A 55466-04-1;-diepoxy-20-hydroxydammar-24-en-3-ylO-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)]-;α-L-Arabinopyranoside, (3β,16β,23R)-16,23:16,30;(16S,20S,23R)-16,23:16,30-Diepoxy-3β-[2-O-(6-deoxy-α-L-mannopyranosyl)-3-O-[6-O-(β-D-glucopyranosyl)-2-O-(β-D-xylopyranosyl)-β-D-glucopyranosyl]-α-L-arabinopyranosyloxy]-5α-dammar-24-en-20-ol;Ziziphus jujuba Mill. Var;O-6-Deoxy-a-L-mannopyranosyl-(1(r)2)-O-[O-b-D-glucopyranosyl-(1(r)6)-O-[b-D-xylopyranosyl-(1(r)2)]-b-D-glucopyranosyl-(1(r)3)]-(3b,16b,23R)-16,23:16,30-diepoxy-20-hydroxydammar-24-en-3-yl-a-L-arabinopyranoside
• CAS: 55466-04-1
• MF: C58H94O26
• MW: 1207.35
• Product Categories: chemical reagent;pharmaceutical intermediate;Miscellaneous Natural Products;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;The group of Jujubosides
• Mol File: 55466-04-1.mol

Jujuboside A Chemical Properties

• Melting point: 222-225°C
• density: 1.50
• storage temp.: 2-8°C
• solubility: H2O : 50 mg/mL (41.41 mM; Need ultrasonic)
• form: powder
• pka: 12.81±0.70(Predicted)
• color: White-beige
• biological source: plant (Semen Ziziphus spinosa)
• Major Application: metabolomics vitamins, nutraceuticals, and natural products
• InChIKey: KVKRFLVYJLIZFD-OWQSYLKINA-N
• LogP: -0.194 (est)

Safety Information

• Safety Statements: 24/25
• WGK Germany: WGK 3
• HS Code: 29389090
• Storage Class: 11 - Combustible Solids
• Hazard Classifications: Acute Tox. 4 Oral

Jujuboside A Usage And Synthesis

Uses

Jujuboside A is a neuroprotective agent from semen Ziziphi Spinosae, and is used as a hypnotic-sedative compounds.

Chemical Properties

White crystalline powder, easily soluble in methanol, almost insoluble in ether, derived from sour jujube seeds.

Uses

Jujuboside A is a neuroprotective agent from semen Ziziphi Spinosae, and is used as a hypnotic-sedative compounds.

Definition

ChEBI: Jujuboside A is a triterpenoid.

General Description

Jujuboside A (JuA) is a saponin isolated from Semen Ziziphus spinosa (SZS) used in Traditional Chinese Medicine.

Biochem/physiol Actions

Jujuboside A has been shown to be a major hypnotic-sedative and is used for treating insomnia and anxiety.

Synthesis

Preparation of high-purity Jujuboside A reference standard: A. Ethanol extraction of sour jujube seed. B. Enrichment on macroporous resin (water and low-conc. ethanol remove impurities, 50-65% ethanol elutes the target). C. n-Butanol extraction. D. Medium-pressure prep chromatography (50% acetonitrile loading, 30% acetonitrile elution). E. Gel column purification (50% methanol elution). F. Further purification by high-pressure prep chromatography (58% methanol elution). G. Concentration and freeze-drying.

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].