Sciadopitysin

CAS# 521-34-6

Sciadopitysin

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Chemical structure

Sciadopitysin

3D structure

Chemical Properties of Sciadopitysin

Cas No. 521-34-6 SDF Download SDF
PubChem ID 5281696 Appearance Light yellow powder
Formula C33H24O10 M.Wt 580.6
Type of Compound Flavonoids Storage Desiccate at -20°C
Synonyms 4',4''',7-Trimethylamentoflavone
Solubility Soluble in ethanol and methan
Chemical Name 5,7-dihydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)-2-methoxyphenyl]-2-(4-methoxyphenyl)chromen-4-one
SMILES COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)C4=C(C=CC(=C4)C5=CC(=O)C6=C(C=C(C=C6O5)OC)O)OC
Standard InChIKey YCXRBCHEOFVYEN-UHFFFAOYSA-N
Standard InChI InChI=1S/C33H24O10/c1-39-18-7-4-16(5-8-18)27-15-25(38)32-23(36)13-22(35)30(33(32)43-27)20-10-17(6-9-26(20)41-3)28-14-24(37)31-21(34)11-19(40-2)12-29(31)42-28/h4-15,34-36H,1-3H3
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Sciadopitysin

1 Ginkgo sp. 2 Sciadopitys sp. 3 Taxus sp.

Biological Activity of Sciadopitysin

Description1. Sciadopitysin may prevent the development of diabetic osteopathy, it exerts its therapeutic effects via upregulation of mitochondrial biogenesis. 2. Sciadopitysin shows protective effects on antimycin A-induced toxicity in osteoblastic MC3T3-E1 cells, it may reduce or prevent osteoblasts degeneration. 3. Sciadopitysin can inhibit the Aβ aggregation and reduce Aβ-induced toxicity in the primary cortical neurons.
TargetsROS | MMP(e.g.TIMP) | NO | TNF-α | ATPase | cAMP | Beta Amyloid

Sciadopitysin Dilution Calculator

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Sciadopitysin Molarity Calculator

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Preparing Stock Solutions of Sciadopitysin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.7224 mL 8.6118 mL 17.2236 mL 34.4471 mL 43.0589 mL
5 mM 0.3445 mL 1.7224 mL 3.4447 mL 6.8894 mL 8.6118 mL
10 mM 0.1722 mL 0.8612 mL 1.7224 mL 3.4447 mL 4.3059 mL
50 mM 0.0344 mL 0.1722 mL 0.3445 mL 0.6889 mL 0.8612 mL
100 mM 0.0172 mL 0.0861 mL 0.1722 mL 0.3445 mL 0.4306 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Sciadopitysin

Sciadopitysin protects osteoblast function via its antioxidant activity in MC3T3-E1 cells.[Pubmed:23624148]

Food Chem Toxicol. 2013 Aug;58:220-7.

Age-related osteoblast dysfunction is the main cause of age-related bone loss in both men and women. In the present study, the effect of Sciadopitysin, a type of biflavonoids, on osteoblast function was investigated in osteoblastic MC3T3-E1 cells. Sciadopitysin caused a significant elevation of alkaline phosphatase activity, collagen synthesis, osteocalcin production, mineralization, and glutathione content in the cells (P<0.05). Sciadopitysin also decreased the production of tumor necrosis factor-a (TNF-alpha) induced by antimycin A, a mitochondrial electron transport inhibitor. We investigated the protective effects of Sciadopitysin on antimycin A-induced toxicity in osteoblastic MC3T3-E1 cells. Exposure of MC3T3-E1 cells to antimycin A caused a significant reduction in osteoblast dysfunction. However, pretreatment with Sciadopitysin prior to antimycin A exposure significantly reduced antimycin A-induced cell damage by preventing mitochondrial membrane potential dissipation, adenosine triphosphate (ATP) loss, reactive oxygen species (ROS) release, and nitrotyrosine increase, suggesting that Sciadopitysin may be useful for protecting mitochondria against a burst of oxidative stress. Moreover, Sciadopitysin increased phosphorylation of cAMP-response element-binding protein (CREB) inhibited by antimycin A. Our results demonstrate that Sciadopitysin may reduce or prevent osteoblasts degeneration.

Sciadopitysin alleviates methylglyoxal-mediated glycation in osteoblastic MC3T3-E1 cells by enhancing glyoxalase system and mitochondrial biogenesis.[Pubmed:24628445]

Free Radic Res. 2014 Jul;48(7):729-39.

Methylglyoxal (MG) is a precursor of advanced glycation end products, which contribute to diabetic complications, including bone defects. In the present study, the effect of Sciadopitysin on MG-induced cytotoxicity was investigated using osteoblastic MC3T3-E1 cells. Pretreatment of MC3T3-E1 cells with Sciadopitysin prevented the MG-induced cell death and protein adducts formation. Sciadopitysin restored the MG-induced change in glyoxalase activity almost to the control level and increased glutathione levels. In addition, Sciadopitysin decreased MG-induced formation of intracellular reactive oxygen species (ROS), mitochondrial superoxide, and cardiolipin peroxidation. These findings suggest that Sciadopitysin provides a protective action against MG-induced glycation by increasing MG detoxification system and by reducing oxidative stress. Pretreatment with Sciadopitysin prior to MG exposure reduced MG-induced mitochondrial dysfunction by preventing mitochondrial membrane potential (MMP) dissipation and adenosine triphosphate (ATP) loss. The nitric oxide (NO) level was decreased by MG treatment, but it was significantly increased by Sciadopitysin, suggesting that Sciadopitysin may induce NO-dependent mitochondrial biogenesis. Furthermore, Sciadopitysin treatment increased the levels of sirtuin 1 (SIRT1), peroxisome proliferator-activated receptor gamma coactivator 1 alpha (PGC-1alpha), nuclear respiratory factor 1 (NRF-1), and mitochondrial transcription factor A (TFAM). These findings indicate that Sciadopitysin might exert its therapeutic effects via upregulation of mitochondrial biogenesis. Therefore, Sciadopitysin may prevent the development of diabetic osteopathy.

Sciadopitysin: active component from Taxus chinensis for anti-Alzheimer's disease.[Pubmed:23627438]

Nat Prod Res. 2013;27(22):2157-60.

Five taxane diterpenoids derived from the 95% ethanol extract of Taxus chinensis were tested for the inhibitory activities on amyloid-beta (Abeta) peptide aggregation. Using thioflavin-T fluorescence assay, Sciadopitysin was found to exhibit the most potency against Abeta aggregation and the formation of fibrils. Further cellular assay indicated that Sciadopitysin increased the cell viability of SH-SY5Y cell and demonstrated neuroprotection against Abeta protein-induced insult in primary cortical neurons. According to the authors' best knowledge, this is the first report that Sciadopitysin can inhibit the Abeta aggregation and reduce Abeta-induced toxicity in the primary cortical neurons.

Description

Sciadopitysin is a type of biflavonoids in leaves from ginkgo biloba. Sciadopitysi inhibits RANKL-induced osteoclastogenesis and bone loss by inhibiting NF-κB activation and reducing the expression of c-Fos and NFATc1.

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