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6‴-Feruloylspinosin

Cat No.:V29342 Purity: ≥98%
6'''-Feruloylspinosin is a natural flavonoid extracted from Ziziphus jujuba seeds.
6‴-Feruloylspinosin
6‴-Feruloylspinosin Chemical Structure CAS No.: 77690-92-7
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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5mg
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Product Description
6'''-Feruloylspinosin is a natural flavonoid extracted from Ziziphus jujuba seeds. In rat hippocampal neurons, 6'''-Feruloylspinosin can penetrate the BBB (blood-brain barrier) and enhance the mRNA expression of GABAAα1, GABAAα5, and GABABR1.
6‴-Feruloylspinosin (CAS 77690-92-7) is a flavonoid C-glycoside compound isolated from the seeds of Ziziphus jujuba (jujube) and other plants. It is a derivative of spinosin with a feruloyl group attached. It is studied for its potential sedative, hypnotic, and neuroprotective effects, and is used in traditional Chinese medicine for treating insomnia and anxiety.
Biological Activity I Assay Protocols (From Reference)
Targets
Not well characterized; potential targets include GABA receptors, serotonin receptors, and other central nervous system targets involved in sleep and anxiety.
ln Vitro
In vitro, 6‴-Feruloylspinosin may exhibit sedative and anxiolytic effects through modulation of neurotransmitter systems (e.g., GABAergic or serotonergic pathways). It may also show antioxidant and neuroprotective activities. Quantitative in vitro activity data is not detailed in publicly available sources.
ln Vivo
In vivo, 6‴-Feruloylspinosin has been studied for its sedative and hypnotic effects in animal models. It may increase sleep duration and reduce anxiety-like behaviors. Detailed dose-response and pharmacokinetic data are limited in publicly available literature.
Enzyme Assay
No specific cell-free receptor binding assay protocol is detailed for 6‴-Feruloylspinosin. For flavonoid C-glycosides, typical cell-free assays include receptor binding studies using radioligands for GABA-A, 5-HT1A, or other CNS targets.
Cell Assay
Cellular activity is assessed in neuronal cell lines or primary neurons. Cells are treated with 6‴-Feruloylspinosin, and endpoints include neurotransmitter release measurement, calcium imaging, and receptor activation assays (e.g., cAMP or IP3 accumulation).
Animal Protocol
In vivo efficacy is evaluated in rodent models of insomnia or anxiety. 6‴-Feruloylspinosin is administered via oral gavage or intraperitoneal injection. Endpoints include sleep parameters (EEG, duration), behavioral tests (elevated plus maze, open field test), and neurotransmitter levels in brain tissue.
ADME/Pharmacokinetics
Molecular weight: approximately 784.75; molecular formula: C37H40O19 (typical for feruloyl spinosin). Solubility: soluble in DMSO, methanol; poorly soluble in water. Storage: typical for flavonoids (desiccated, protected from light, -20°C).
Toxicity/Toxicokinetics
No detailed toxicity data is publicly available. As a natural flavonoid from an edible plant, it is likely to have low toxicity, but standard toxicological studies would be required for drug development.
References

[1]. A HPLC-MS/MS method for determination of 6'''-feruloylspinosin in rat plasma and tissues: Pharmacokinetics and tissue distribution study. J Pharm Biomed Anal. 2016 Mar 20;121:77-83.

Additional Infomation
According to reports, jujubes and dates contain 6'''-feruloylinosine, and there is available data.
6‴-Feruloylspinosin is a research-grade compound, not approved for therapeutic use. It is primarily used for pharmacological research in neuroscience, sleep, and anxiety. No clinical trials have been reported. It is a natural product from Ziziphus jujuba used in traditional medicine for insomnia.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C38H40O18
Molecular Weight
784.7134
Exact Mass
784.221
CAS #
77690-92-7
PubChem CID
21597353
Appearance
Light yellow to yellow solid powder
Density
1.6±0.1 g/cm3
Boiling Point
1029.8±65.0 °C at 760 mmHg
Flash Point
317.7±27.8 °C
Vapour Pressure
0.0±0.3 mmHg at 25°C
Index of Refraction
1.721
LogP
3.37
Hydrogen Bond Donor Count
9
Hydrogen Bond Acceptor Count
18
Rotatable Bond Count
12
Heavy Atom Count
56
Complexity
1390
Defined Atom Stereocenter Count
10
SMILES
COC1=C(C=CC(=C1)/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3C4=C(C=C5C(=C4O)C(=O)C=C(O5)C6=CC=C(C=C6)O)OC)CO)O)O)O)O)O)O
InChi Key
WZAXZHIVHPRTIU-IHIXZLSHSA-N
InChi Code
InChI=1S/C38H40O18/c1-50-22-11-16(3-9-19(22)41)4-10-27(43)52-15-26-31(45)33(47)35(49)38(55-26)56-37-34(48)30(44)25(14-39)54-36(37)29-23(51-2)13-24-28(32(29)46)20(42)12-21(53-24)17-5-7-18(40)8-6-17/h3-13,25-26,30-31,33-41,44-49H,14-15H2,1-2H3/b10-4+/t25-,26-,30-,31-,33+,34+,35-,36+,37-,38+/m1/s1
Chemical Name
[(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxochromen-6-yl]-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
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

Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
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 (~127.44 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (3.19 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 (3.19 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 (3.19 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.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.2744 mL 6.3718 mL 12.7436 mL
5 mM 0.2549 mL 1.2744 mL 2.5487 mL
10 mM 0.1274 mL 0.6372 mL 1.2744 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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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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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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