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6-Hydroxyluteolin 7-glucoside

CAS# 54300-65-1

6-Hydroxyluteolin 7-glucoside

Catalog No. BCN8810----Order now to get a substantial discount!

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6-Hydroxyluteolin 7-glucoside: 5mg $374 In Stock
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Quality Control of 6-Hydroxyluteolin 7-glucoside

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Chemical structure

6-Hydroxyluteolin 7-glucoside

3D structure

Chemical Properties of 6-Hydroxyluteolin 7-glucoside

Cas No. 54300-65-1 SDF Download SDF
PubChem ID 185766 Appearance Powder
Formula C21H20O12 M.Wt 464.38
Type of Compound Flavonoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 2-(3,4-dihydroxyphenyl)-5,6-dihydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
SMILES C1=CC(=C(C=C1C2=CC(=O)C3=C(C(=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)O)O)O
Standard InChIKey HYPKUHLLPBGDLF-IAAKTDFRSA-N
Standard InChI InChI=1S/C21H20O12/c22-6-14-17(27)19(29)20(30)21(33-14)32-13-5-12-15(18(28)16(13)26)10(25)4-11(31-12)7-1-2-8(23)9(24)3-7/h1-5,14,17,19-24,26-30H,6H2/t14-,17-,19+,20-,21-/m1/s1
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 6-Hydroxyluteolin 7-glucoside

The herbs of Saluia plebeia

Biological Activity of 6-Hydroxyluteolin 7-glucoside

In vitro

Anti-Inflammatory and Antioxidant Activities from the Basolateral Fraction of Caco-2 Cells Exposed to a Rosmarinic Acid Enriched Extract.[Pubmed: 29345918 ]

J Agric Food Chem. 2018 Feb 7;66(5):1167-1174.

The potential use of Origanum majorana L. as a source of bioavailable phenolic compounds, specifically rosmarinic acid (RA), has been evaluated.
METHODS AND RESULTS:
Phenolic bioavailability was tested using an in vitro digestion process followed by a Caco-2 cellular model of intestinal absorption. The HPLC-PAD-MS/MS analysis showed the main components in the extract were 6-hydroxyluteolin-7-O-glucoside(6-Hydroxyluteolin 7-glucoside ) and rosmarinic acid, followed by luteolin-O-glucoside. After digestion process, the amount of total phenolic compounds (TPC) only decreased slightly, although a remarkable reduction in RA (near 50%) was detected. Bioavailable fraction contained 7.37±1.39 mg/L digested extract of RA with small quantities of lithospermic acid and diosmin and presented an important antioxidant activity (0.89±0.09 mmol Trolox/L digested extract). Besides, this bioavailable fraction produced a significant inhibition in TNF-α, IL-1β and IL-6 secretion, using a human THP-1 macrophages model.
CONCLUSIONS:
Therefore, RA content in the basolateral compartment could play an important role in the antioxidant and anti-inflammatory activities found.

Protocol of 6-Hydroxyluteolin 7-glucoside

Structure Identification
Phytochemistry, 1980, 19(8):1761-1766.

New 6-hydroxyflavonoids and their methyl ethers and glycosides from Neurolaena oaxacana.[Reference: WebLink]

Six new and nine known flavonoids were obtained from Neurolaena oaxacana.
METHODS AND RESULTS:
The known flavonoids are 6-hydroxykaempferol 3,7-dimethyl ether, quercetagetin 3,7-dimethyl ether, quercetin 3-methyl ether, axillarin, nodifloretin, 6-Hydroxyluteolin 7-glucoside, kaempferol 3-glucoside, quercetagetin 7-glucoside and patulitrin. The new compounds are 6-hydroxykaempferol 3-methyl ether, quercetagetin 3,7-dimethyl ether 6-galactoside, quercetagetin 3-methyl ether 7-glucoside, the 6- and 7-glucosides of 6-hydroxykaempferol 3-methyl ether and quercetagetin 3-methyl ether 7-sulfate.

6-Hydroxyluteolin 7-glucoside Dilution Calculator

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6-Hydroxyluteolin 7-glucoside Molarity Calculator

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Preparing Stock Solutions of 6-Hydroxyluteolin 7-glucoside

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.1534 mL 10.767 mL 21.5341 mL 43.0682 mL 53.8352 mL
5 mM 0.4307 mL 2.1534 mL 4.3068 mL 8.6136 mL 10.767 mL
10 mM 0.2153 mL 1.0767 mL 2.1534 mL 4.3068 mL 5.3835 mL
50 mM 0.0431 mL 0.2153 mL 0.4307 mL 0.8614 mL 1.0767 mL
100 mM 0.0215 mL 0.1077 mL 0.2153 mL 0.4307 mL 0.5384 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 6-Hydroxyluteolin 7-glucoside

The flavonoids of Tanacetum parthenium and T. vulgare and their anti-inflammatory properties.[Pubmed:10382317]

Phytochemistry. 1999 Jun;51(3):417-23.

The lipophilic flavonoids in leaf and flower of Tanacetum parthenium and T. vulgaris have been compared. While those of T. parthenium are methyl ethers of the flavonols 6-hydroxykaempferol and quercetagetin, the surface flavonoids of T. vulgare are methyl ethers of the flavones scutellarein and 6-hydroxyluteolin. Apigenin and two flavone glucuronides are surprisingly present in glandular trichomes on the lower epidermis of the ray florets of T. parthenium. The opportunity has been taken to revise the structures of the four 6-hydroxyflavonol methyl ethers of T. parthenium based on NMR measurements. These are now shown to be uniformly 6- rather than 7-O-methylated. Tanetin, previously thought to be a new structure, is now formulated as the known 6-hydroxykaempferol 3,6,4'-trimethyl ether. The vacuolar flavonoids of both plants are dominated by the presence of apigenin and luteolin 7-glucuronides; nine other glycosides were present, including the uncommon 6-Hydroxyluteolin 7-glucoside in T. vulgare. When the major flavonol and flavone methyl ethers of the two plants were tested pharmacologically, they variously inhibited the major pathways of arachidonate metabolism in leukocytes. There were significant differences in potency, with the tansy 6-hydroxyflavones less active than the feverfew 6-hydroxyflavonols as inhibitors of cyclo-oxygenase and 5-lipoxygenase.

Description

6-Hydroxyluteolin 7-glucoside is a flavonoid from Tanacetum parthenium and T. vulgare. 6-Hydroxyluteolin 7-glucoside inhibits the major pathways of arachidonate metabolism in leukocytes. 6-Hydroxyluteolin 7-glucoside has anti-inflammatory effect.

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