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3',6-Disinapoylsucrose

Cat No.:V32997 Purity: ≥98%
(E)-3',6-Disinapoylsucrose is an index component of Polygala tenuifolia Willd and has strong anti-oxidant effect and antidepressant effects.
3',6-Disinapoylsucrose
3',6-Disinapoylsucrose Chemical Structure CAS No.: 139891-98-8
Product category: Plants
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
(E)-3',6-Disinapoylsucrose is an index component of Polygala tenuifolia Willd and has strong anti-oxidant effect and antidepressant effects.
3',6-Disinapoylsucrose ((E)-3',6-Disinapoylsucrose, CAS 139891-98-8) is an index component of Polygala tenuifolia Willd (a traditional Chinese medicinal herb). It has a molecular formula of C₃₄H₄₂O₁₉ and a molecular weight of 754.69. The compound has strong antioxidant effects and antidepressant effects. It also exhibits anti-inflammatory and memory-enhancing effects by modulating monoaminergic neurotransmission and reducing oxidative stress.
Biological Activity I Assay Protocols (From Reference)
Targets
3',6-Disinapoylsucrose targets monoaminergic neurotransmitter systems and oxidative stress pathways. Its mechanism involves modulating monoaminergic neurotransmission and reducing oxidative stress. The compound's ability to protect neurons and improve cognitive function makes it a promising natural compound for treating neurodegenerative and mood disorders.
ln Vitro
In vitro, 3',6-disinapoylsucrose exhibits strong antioxidant effects. It protects neurons and has neuroprotective properties. The compound's anti-inflammatory and memory-enhancing effects have been demonstrated in cell-based studies. It is used as an index component for quality control of Polygala tenuifolia extracts.
ln Vivo
In vivo activity of 3',6-disinapoylsucrose has been studied in animal models for its antidepressant and memory-enhancing effects. The compound exhibits antidepressant effects and improves cognitive function by modulating monoaminergic neurotransmission and reducing oxidative stress. However, specific in vivo study protocols are not detailed in the available literature.
Enzyme Assay
In vitro enzyme/receptor binding assays for 3',6-disinapoylsucrose typically involve studying its effects on monoaminergic neurotransmitter systems. The compound is incubated with relevant enzymes or receptors (e.g., monoamine oxidase, serotonin receptors), and activity is measured using appropriate substrate or ligand binding assays. Antioxidant activity is assessed using standard assays such as DPPH radical scavenging, ABTS, or FRAP assays.
Cell Assay
In vitro cell-based assays for 3',6-disinapoylsucrose typically employ neuronal cell lines or primary neurons. Cells are cultured and treated with various concentrations of the compound. Endpoints include assessment of cell viability, oxidative stress markers, neuroprotection against toxic insults, and measurement of inflammatory cytokine production. Neurite outgrowth and synaptic protein expression may also be assessed.
Animal Protocol
In vivo animal studies with 3',6-disinapoylsucrose have been conducted in models of depression and cognitive impairment. The compound is administered orally or intraperitoneally to rodents. Behavioral tests such as forced swim test, tail suspension test, and novel object recognition test are performed to assess antidepressant and memory-enhancing effects. Brain tissue is collected for biochemical analysis.
ADME/Pharmacokinetics
Pharmacokinetic (PK) properties of 3',6-disinapoylsucrose have not been characterized. As a glycosylated natural product with a molecular weight of 754.69, it may have limited oral bioavailability due to extensive metabolism in the gastrointestinal tract. Specific PK parameters have not been determined. The compound is intended for research use only.
Toxicity/Toxicokinetics
The toxicity profile of 3',6-disinapoylsucrose has not been extensively characterized. As a natural product from a traditional medicinal herb, it is generally considered to have low toxicity. No specific toxicology data are available. The compound is intended for research use only.
References

[1]. Naturally Occurring Cinnamic Acid Sugar Ester Derivatives. Molecules. 2016 Oct 24;21(10).

[2]. Indirect identification of antioxidants in Polygalae Radix through their reaction with 2,2-diphenyl-1-picrylhydrazyl and subsequent HPLC-ESI-Q-TOF-MS/MS. Talanta. 2015 Nov 1;144:830-5.

Additional Infomation
3',6-Disinosylsucrose is a hydroxycinnamic acid. (3-Sinosyl)furanofructosyl-(6-sinosyl)glucopyranoside has been reported in Polygala tenuifolia, Polygala syn., and other organisms with available data.
3',6-Disinapoylsucrose is a research-grade natural product from Polygala tenuifolia Willd with antidepressant, antioxidant, anti-inflammatory, and memory-enhancing effects. It is not an approved therapeutic drug and has no clinical trial history. The compound is supplied as a powder. Synonyms include 3,6'-Disinapoyl Sucrose and beta-D-(3-O-Sinapoyl)-fructofuranosyl-(2→1)-alpha-D-[6-O-sinapoyl]-glucopyranoside.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C34H42O19
Molecular Weight
754.6859
Exact Mass
754.232
CAS #
139891-98-8
Related CAS #
(E)-3',6-Disinapoylsucrose; 139891-98-8
PubChem CID
11968389
Appearance
White to yellow solid
Density
1.56±0.1 g/cm3
Boiling Point
988.0±65.0 °C at 760 mmHg
Melting Point
129-130 ºC
Flash Point
306.6±27.8 °C
Vapour Pressure
0.0±0.3 mmHg at 25°C
Index of Refraction
1.654
Source
Originated from plants: Brassicaceae Raphanus sativus Linn.
LogP
2.4
Hydrogen Bond Donor Count
8
Hydrogen Bond Acceptor Count
19
Rotatable Bond Count
17
Heavy Atom Count
53
Complexity
1210
Defined Atom Stereocenter Count
9
SMILES
O1[C@@]([H])(C([H])([H])O[H])[C@@]([H])([C@]([H])([C@@]1(C([H])([H])O[H])O[C@]1([H])[C@@]([H])([C@]([H])([C@@]([H])([C@@]([H])(C([H])([H])OC(/C(/[H])=C(\[H])/C2C([H])=C(C(=C(C=2[H])OC([H])([H])[H])O[H])OC([H])([H])[H])=O)O1)O[H])O[H])O[H])OC(/C(/[H])=C(\[H])/C1C([H])=C(C(=C(C=1[H])OC([H])([H])[H])O[H])OC([H])([H])[H])=O)O[H]
InChi Key
FHIJMQWMMZEFBL-OPSYHMPNSA-N
InChi Code
InChI=1S/C34H42O19/c1-45-18-9-16(10-19(46-2)26(18)39)5-7-24(37)49-14-23-28(41)30(43)31(44)33(50-23)53-34(15-36)32(29(42)22(13-35)52-34)51-25(38)8-6-17-11-20(47-3)27(40)21(12-17)48-4/h5-12,22-23,28-33,35-36,39-44H,13-15H2,1-4H3/b7-5+,8-6+/t22-,23-,28-,29-,30+,31-,32+,33-,34+/m1/s1
Chemical Name
[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(2S,3S,4R,5R)-4-hydroxy-3-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)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: This product requires protection from light (avoid light exposure) during transportation and storage.
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 : ~50 mg/mL (~66.25 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (3.31 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.

Solubility in Formulation 2: ≥ 2.5 mg/mL (3.31 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 1.3250 mL 6.6252 mL 13.2505 mL
5 mM 0.2650 mL 1.3250 mL 2.6501 mL
10 mM 0.1325 mL 0.6625 mL 1.3250 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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