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Jujuboside A

Cat No.:V18214 Purity: ≥98%
Jujuboside A is a glycoside found in the traditional Chinese medicine Ziziphus jujuba kernel, which may be utilized in research related to insomnia and anxiety symptoms.
Jujuboside A
Jujuboside A Chemical Structure CAS No.: 55466-04-1
Product category: New12
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Jujuboside A is a glycoside found in the traditional Chinese medicine Ziziphus jujuba kernel, which may be utilized in research related to insomnia and anxiety symptoms.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
In both the 24-hour and 72-hour treatments, jujuboside A at a low dose of 41 μM (around 0.05 g/L) significantly increased the mRNA for the GABA(A) receptor α1, α5, and β2 subunits. The levels of GABA(A) receptor α1 and α5 subunit mRNA were significantly increased and the level of β2 subunit mRNA was decreased after a 24-hour treatment with high-dose 82 μM (approximately 0.1 g/L) jujube glycoside A [1]. After a 72-hour treatment, GABA(A) Expression of mRNA of receptor subunits α1 and β2 was decreased. A pretreatment with jujuboside A can improve ISO damage to H9C2 cells and reverse the decline in cell viability. Jujuboside A has the ability to quicken PI3K, Akt, and mTOR phosphorylation. In H9C2 cells, jujuboside A has been shown to dramatically lower the ratio of microtubule-associated protein LC3-II/I [2].
ln Vivo
Ziziphus seeds considerably enhanced both total and rapid eye movement (REM) sleep throughout the day (9:00–15:00), but had no discernible impact on non-rapid eye movement (NREM) sleep. Ziziphus spinosa seeds considerably improved non-REM sleep, particularly light sleep, and total sleep during the nighttime hours of 21:00–3:00, but had no discernible impact on REM sleep or slow-wave sleep (SWS) [ 3]. Aβ1-42-induced learning and memory impairment in mice was considerably reduced by intraventricular administration with Jujuboside A, as assessed by the Y-maze, Morris water maze, and active avoidance. Jujube glycoside A injected intracerebroventricularly can decrease hippocampal Aβ1-42 levels, significantly inhibit NO and acetylcholinesterase (AChE) activities, and lessen the elevated levels of malondialdehyde (MDA) in the cerebral cortex and hippocampus of mice. Aβ1-42[4].
References

[1]. 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]. 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]. Hypnotic effect of jujubosides from Semen Ziziphi Spinosae. J Ethnopharmacol. 2010 Jul 6;130(1):163-6.

[4]. 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.

Additional Infomation
See also: Jujuboside A (annotation moved to).
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C58H94O26
Molecular Weight
1207.35
Exact Mass
1206.603
CAS #
55466-04-1
PubChem CID
53399223
Appearance
White to off-white solid powder
Density
1.5±0.1 g/cm3
Melting Point
222-225ºC
Index of Refraction
1.640
LogP
5.05
Hydrogen Bond Donor Count
14
Hydrogen Bond Acceptor Count
26
Rotatable Bond Count
13
Heavy Atom Count
84
Complexity
2330
Defined Atom Stereocenter Count
0
InChi Key
KVKRFLVYJLIZFD-UHFFFAOYSA-N
InChi Code
InChI=1S/C58H94O26/c1-23(2)15-25-16-56(8,72)47-26-9-10-32-54(6)13-12-33(53(4,5)31(54)11-14-55(32,7)57(26)21-58(47,84-25)76-22-57)80-51-46(83-50-43(71)38(66)34(62)24(3)77-50)44(28(61)19-74-51)81-52-45(82-49-41(69)35(63)27(60)18-73-49)40(68)37(65)30(79-52)20-75-48-42(70)39(67)36(64)29(17-59)78-48/h15,24-52,59-72H,9-14,16-22H2,1-8H3
Chemical Name
2-[4-[4,5-dihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-5-hydroxy-2-[[16-hydroxy-2,6,6,10,16-pentamethyl-18-(2-methylprop-1-enyl)-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~100 mg/mL (~82.83 mM)
H2O : ~50 mg/mL (~41.41 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (2.07 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (2.07 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (2.07 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


Solubility in Formulation 4: 50 mg/mL (41.41 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 0.8283 mL 4.1413 mL 8.2826 mL
5 mM 0.1657 mL 0.8283 mL 1.6565 mL
10 mM 0.0828 mL 0.4141 mL 0.8283 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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