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Schaftoside 51938-32-0

Schaftoside 51938-32-0

CAS No.: 51938-32-0

Schaftoside is a flavonoid found in many Chinese herbal medicines, like Eleusine indica. Schaftoside inhibits TLR4 and M
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Schaftoside is a flavonoid found in many Chinese herbal medicines, like Eleusine indica. Schaftoside inhibits TLR4 and Myd88 expression. Schaftoside also reduces Drp1 expression and phosphorylation and reduces mitochondrial fission.

Physicochemical Properties


Molecular Formula C26H28O14
Molecular Weight 564.49
Exact Mass 596.137
CAS # 51938-32-0
PubChem CID 3550102
Appearance White to yellow solid powder
Density 1.8±0.1 g/cm3
Boiling Point 1028.2±65.0 °C at 760 mmHg
Melting Point 228ºC
Flash Point 342.7±27.8 °C
Vapour Pressure 0.0±0.3 mmHg at 25°C
Index of Refraction 1.754
LogP -3.06
Hydrogen Bond Donor Count 10
Hydrogen Bond Acceptor Count 14
Rotatable Bond Count 4
Heavy Atom Count 40
Complexity 938
Defined Atom Stereocenter Count 0
InChi Key MMDUKUSNQNWVET-UHFFFAOYSA-N
InChi Code

InChI=1S/C26H28O14/c27-6-13-18(32)21(35)23(37)26(40-13)15-19(33)14-10(29)5-12(8-1-3-9(28)4-2-8)39-24(14)16(20(15)34)25-22(36)17(31)11(30)7-38-25/h1-5,11,13,17-18,21-23,25-28,30-37H,6-7H2
Chemical Name

5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-(3,4,5-trihydroxyoxan-2-yl)chromen-4-one
Synonyms

Apigenin 6-C-glucoside-8-C-arabinoside Schaftoside
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)

Biological Activity


ln Vitro Schaftoside modulates the actions of lipoxygenase (LOX), cyclooxygenase 2 (COX-2), and apoptotic phospholipase A2 (sPLA2). Schaftoside also controls the expression of pro-inflammatory factors (IL-1β, TNF-α, and IL-6) both on the mRNA and the protein level [1].
References

[1]. Schaftoside ameliorates oxygen glucose deprivation-induced inflammation associated with the TLR4/Myd88/Drp1-related mitochondrial fission in BV2 microglia cells. J Pharmacol Sci. 2019 Jan;139(1):15-22.

Additional Infomation 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]-8-(3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)-4H-chromen-4-one is a member of flavonoids and a C-glycosyl compound.
5,7-Dihydroxy-2-(4-hydroxyphenyl)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-(3,4,5-trihydroxyoxan-2-yl)chromen-4-one has been reported in Acanthus ebracteatus, Trigonella foenum-graecum, and other organisms with data available.

Solubility Data


Solubility (In Vitro) DMSO : ~125 mg/mL (~221.44 mM)
Solubility (In Vivo) Solubility in Formulation 1: ≥ 2.08 mg/mL (3.68 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 20.8 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: ≥ 2.08 mg/mL (3.68 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 20.8 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 3: ≥ 2.08 mg/mL (3.68 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 20.8 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 1.7715 mL 8.8576 mL 17.7151 mL
5 mM 0.3543 mL 1.7715 mL 3.5430 mL
10 mM 0.1772 mL 0.8858 mL 1.7715 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.