Velutin

CAS# 25739-41-7

Velutin

Catalog No. BCN5130----Order now to get a substantial discount!

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Quality Control of Velutin

Number of papers citing our products

Chemical structure

Velutin

3D structure

Chemical Properties of Velutin

Cas No. 25739-41-7 SDF Download SDF
PubChem ID 5464381 Appearance Yellow powder
Formula C17H14O6 M.Wt 314.3
Type of Compound Flavonoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxychromen-4-one
SMILES COC1=CC(=C2C(=C1)OC(=CC2=O)C3=CC(=C(C=C3)O)OC)O
Standard InChIKey ROCUOVBWAWAQFD-UHFFFAOYSA-N
Standard InChI InChI=1S/C17H14O6/c1-21-10-6-12(19)17-13(20)8-14(23-16(17)7-10)9-3-4-11(18)15(5-9)22-2/h3-8,18-19H,1-2H3
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 Velutin

The leaves of Vernonia flexuosa

Biological Activity of Velutin

DescriptionVelutin has strong anti-inflammatory activity, it can effectively inhibit the expression of proinflammatory cytokines TNF-α and IL-6 in low micromole levels by inhibiting NF-κB activation and p38 and JNK phosphorylation. Velutin controls HIF-1α activity during PgLPS-activated osteoclastogenesis probably through modulation of the NF-κB pathway, perhaps it could be used therapeutically to prevent bone loss seen in periodontitis.Velutin can induce apoptosis in tumor cells.
TargetsTNF-α | IL Receptor | NF-kB | p38MAPK | JNK | HIF | IkB | IKK
In vitro

The açaí flavonoid velutin is a potent anti-inflammatory agent: blockade of LPS-mediated TNF-α and IL-6 production through inhibiting NF-κB activation and MAPK pathway.[Pubmed: 22137267]

J Nutr Biochem. 2012 Sep;23(9):1184-91.

Recent studies have shown that some flavonoids are modulators of proinflammatory cytokine production.
METHODS AND RESULTS:
In this study, Velutin, a unique flavone isolated from the pulp of açaí fruit (Euterpe oleracea Mart.), was examined for its effects in reducing lipopolysaccharide-induced proinflammatory cytokine tumor necrosis factor (TNF)-α and interleukin (IL)-6 production in RAW 264.7 peripheral macrophages and mice peritoneal macrophages. Three other structurally similar and well-studied flavones, luteolin, apigenin and chrysoeriol, were included as controls and for comparative purposes. Velutin exhibited the greatest potency among all flavones in reducing TNF-α and IL-6 production. Velutin also showed the strongest inhibitory effect in nuclear factor (NF)-κB activation (as assessed by secreted alkaline phosphatase reporter assay) and exhibited the greatest effects in blocking the degradation of inhibitor of NF-κB as well as in inhibiting mitogen-activated protein kinase p38 and JNK phosphorylation; all of these are important signaling pathways involved in production of TNF-α and IL-6.
CONCLUSIONS:
The present study led to the discovery of a strong anti-inflammatory flavone, Velutin. This compound effectively inhibited the expression of proinflammatory cytokines TNF-α and IL-6 in low micromole levels by inhibiting NF-κB activation and p38 and JNK phosphorylation.

Differential abilities of the mushroom ribosome-inactivating proteins hypsin and velutin to perturb normal development of cultured mouse embryos.[Pubmed: 20149862]

Toxicol In Vitro. 2010 Jun;24(4):1250-7.

The teratogenicity of two fungal ribosome-inactivating proteins, hypsin from Hypsizigus mamoreus and Velutin from Flammulina velutipes, was examined in this investigation using microinjection and postimplantation whole-embryo culture.
METHODS AND RESULTS:
The results demonstrated that hypsin induced abnormal embryonic development at 2.5 microM during the organogenesis period from E8.5 to E9.5. As its dosage increased, there was an increase in the total number of abnormal embryos, a drop in the final somite number, and a rise of abnormal structures. Structural abnormalities were detected: open cranial neural tube, abnormal branchial arches, absence of forelimb buds and twisted body axis. The otic and optic placodes were, however, less affected.
CONCLUSIONS:
Histological study of the abnormal embryos revealed a correlation of increased cell death with abnormal structures, suggesting that induction of cell death by hypsin may account for its teratogenicity. In contrast, Velutin did not exert any adverse influence on mouse development.

Velutin and betulinic acid isolated from Korean mistletoe induce apoptosis in tumor cells[Reference: WebLink]

Yoo Y C, Lee K B. Korea Society of Laboratory Animals, 2003,6: 101-101.

Velutin and betulinic acid isolated from Korean mistletoe induce apoptosis in tumor cells.

Protocol of Velutin

Kinase Assay

Velutin reduces lipopolysaccharide-induced proinflammatory cytokine TNFα and IL-6 production by inhibiting NF-κB activation.[Reference: WebLink]

Faseb Journal, 2011, 25(1):772.

Five flavonoids, (2S,3S)-dihyrokaempferol 3-O-b-D-glucoside (1) and its isomer (2R,3R)-dihydrokaempferol 3-O-b-D-glucoside (2) , isovitexin (3), Velutin (4) and 5,40-dihydroxy-7,30,50-trimethoxyflavone (5), were isolated from acai (Euterpe oleracea Mart.) pulp.
METHODS AND RESULTS:
The structures of these compounds were elucidated based upon spectroscopic and chemical analyses. To our knowledge, compounds 1, 2, 4 and 5 were identified from acai pulp for the first time. The in vitro antioxidant activities of these compounds were evaluated by the oxygen radial absorbance capacity (ORAC) assay. The ORAC values varied distinctly (4458.0–22404.5 lmol Trolox equivalent (TE)/g) from 5,40-dihydroxy-7,30,50-trimethoxyflavone (5) to isovitexin (3) and were affected by the numbers/positions of hydroxyl groups, substitute groups, as well as stereo configuration. The anti-inflammatory effects of these compounds were screened by the secreted embryonic alkaline phosphatase (SEAP) reporter assay, which is designed to measure NF-jB activation. Velutin (4) was found to dose-dependently inhibit SEAP secretion in RAW-blue cells induced by LPS, with an IC50 value of 2.0 lM. Velutin (4) also inhibited SEAP secretion induced by oxidised LDL, indicating potential athero-protective effects.

Cell Research

Velutin Inhibits Osteoclastogenesis by Suppressing HIF-1α and NF-κB pathways.[Reference: WebLink]

Aadr Meeting & Exhibition. 2014.

Periodontitis is a biofilm-related inflammatory disease that involves progressive loss of alveolar bone around the teeth caused by osteoclasts. While nuclear factor-kappa beta (NF-κB) is involved in periodontal inflammation, another biomolecule, hypoxia-inducible factor 1 alpha (HIF-1α) regulates local tissue hypoxia. Both are likely involved in osteoclastogenesis. Velutin is an anti-inflammatory polyphenol that modulates the NF-κB pathway. The aim of this study was to evaluate the effects of Velutin on osteoclastogenesis in vitrothrough the modulation HIF-1αand NF-κB signaling pathways.
METHODS AND RESULTS:
Osteoclastogenesis was induced in RAW 264.7 osteoclast precursor cells with 30 ng/mL of RankL for 5 days at 37oC / 5%CO2. Cells were co-stimulated with 1 08g/mL of Porphyromonas gingivalis lipopolysaccharide (PgLPS) and treated with various concentrations of Velutin (0.25 – 1 08M). Alamar blue assays and TRAP assays were used to verify osteoclast viability and formation, respectively. Immunoblotting assays assessed the expression of HIF-1α and p-IκBαin all experimental groups. Alpha was set at 5%. Velutin was not toxic to RAW cells in all used concentrations (p>0.05) but reduced osteoclast formation dose-dependently when compared to control (p<0.05). Velutin also decreased HIF-1α and p-IκBαexpression during osteoclastogenesis (p<0.05).
CONCLUSIONS:
Within the limitations of the study design it was concluded that Velutin controls HIF-1α activity during PgLPS-activated osteoclastogenesis probably through modulation of the NF-κB pathway. Perhaps Velutin could be used therapeutically to prevent bone loss seen in periodontitis.

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Preparing Stock Solutions of Velutin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.1817 mL 15.9084 mL 31.8167 mL 63.6335 mL 79.5418 mL
5 mM 0.6363 mL 3.1817 mL 6.3633 mL 12.7267 mL 15.9084 mL
10 mM 0.3182 mL 1.5908 mL 3.1817 mL 6.3633 mL 7.9542 mL
50 mM 0.0636 mL 0.3182 mL 0.6363 mL 1.2727 mL 1.5908 mL
100 mM 0.0318 mL 0.1591 mL 0.3182 mL 0.6363 mL 0.7954 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 Velutin

The acai flavonoid velutin is a potent anti-inflammatory agent: blockade of LPS-mediated TNF-alpha and IL-6 production through inhibiting NF-kappaB activation and MAPK pathway.[Pubmed:22137267]

J Nutr Biochem. 2012 Sep;23(9):1184-91.

Recent studies have shown that some flavonoids are modulators of proinflammatory cytokine production. In this study, Velutin, a unique flavone isolated from the pulp of acai fruit (Euterpe oleracea Mart.), was examined for its effects in reducing lipopolysaccharide-induced proinflammatory cytokine tumor necrosis factor (TNF)-alpha and interleukin (IL)-6 production in RAW 264.7 peripheral macrophages and mice peritoneal macrophages. Three other structurally similar and well-studied flavones, luteolin, apigenin and chrysoeriol, were included as controls and for comparative purposes. Velutin exhibited the greatest potency among all flavones in reducing TNF-alpha and IL-6 production. Velutin also showed the strongest inhibitory effect in nuclear factor (NF)-kappaB activation (as assessed by secreted alkaline phosphatase reporter assay) and exhibited the greatest effects in blocking the degradation of inhibitor of NF-kappaB as well as in inhibiting mitogen-activated protein kinase p38 and JNK phosphorylation; all of these are important signaling pathways involved in production of TNF-alpha and IL-6. The present study led to the discovery of a strong anti-inflammatory flavone, Velutin. This compound effectively inhibited the expression of proinflammatory cytokines TNF-alpha and IL-6 in low micromole levels by inhibiting NF-kappaB activation and p38 and JNK phosphorylation.

Differential abilities of the mushroom ribosome-inactivating proteins hypsin and velutin to perturb normal development of cultured mouse embryos.[Pubmed:20149862]

Toxicol In Vitro. 2010 Jun;24(4):1250-7.

The teratogenicity of two fungal ribosome-inactivating proteins, hypsin from Hypsizigus mamoreus and Velutin from Flammulina velutipes, was examined in this investigation using microinjection and postimplantation whole-embryo culture. The results demonstrated that hypsin induced abnormal embryonic development at 2.5 microM during the organogenesis period from E8.5 to E9.5. As its dosage increased, there was an increase in the total number of abnormal embryos, a drop in the final somite number, and a rise of abnormal structures. Structural abnormalities were detected: open cranial neural tube, abnormal branchial arches, absence of forelimb buds and twisted body axis. The otic and optic placodes were, however, less affected. Histological study of the abnormal embryos revealed a correlation of increased cell death with abnormal structures, suggesting that induction of cell death by hypsin may account for its teratogenicity. In contrast, Velutin did not exert any adverse influence on mouse development.

Description

Velutin is an aglycone extracted from Korean Mistletoe, with inhibitory activity against melanin biosynthesis. Velutin reduces osteoclast differentiation and down-regulates HIF-1α through the NF-κB pathway.

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