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Di-O-methylcrenatin

CAS# 64121-98-8

Di-O-methylcrenatin

2D Structure

Catalog No. BCN4608----Order now to get a substantial discount!

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Quality Control of Di-O-methylcrenatin

3D structure

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Di-O-methylcrenatin

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Chemical Properties of Di-O-methylcrenatin

Cas No. 64121-98-8 SDF Download SDF
PubChem ID 10736338 Appearance Powder
Formula C15H22O9 M.Wt 346.33
Type of Compound Phenols Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-(hydroxymethyl)-2,6-dimethoxyphenoxy]oxane-3,4,5-triol
SMILES COC1=CC(=CC(=C1OC2C(C(C(C(O2)CO)O)O)O)OC)CO
Standard InChIKey RWIINOLFQCPJMH-VVSAWPALSA-N
Standard InChI InChI=1S/C15H22O9/c1-21-8-3-7(5-16)4-9(22-2)14(8)24-15-13(20)12(19)11(18)10(6-17)23-15/h3-4,10-13,15-20H,5-6H2,1-2H3/t10-,11-,12+,13-,15+/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 Di-O-methylcrenatin

The herbs of Photinia parvifolia

Biological Activity of Di-O-methylcrenatin

DescriptionStandard reference
In vitro

Iridoid, phenylethanoid and flavonoid glycosides from Sideritis trojana.[Pubmed: 22024633 ]

Fitoterapia. 2012 Jan;83(1):130-6.


METHODS AND RESULTS:
From the MeOH extract of Sideritis trojana, a new iridoid glycoside, 10-O-(E)-feruloylmelittoside (1) was obtained in addition to four known iridoid glycosides [melittoside (2), 10-O-(E)-p-coumaroylmelittoside (3), stachysosides E (4) and G (5)]. Moreover, five phenylethanoid glycosides [verbascoside (6), isoacteoside (7), lamalboside (8), leonoside A (9), isolavandulifolioside (10), three flavone glycosides (isoscutellarein 7-O-[6'''-O-acetyl-β-allopyranosyl-(1→2)]-β-glucopyranoside (11), 4'-O-methyisoscutellarein 7-O-[6'''-O-acetyl-β-allopyranosyl-(1→2)]-β-glucopyranoside (12), 3'-hydroxy-4'-O-methyisoscutellarein 7-O-[6'''-O-acetyl-β-allopyranosyl-(1→2)]-β-glucopyranoside (13) and a benzylalcohol derivative (Di-O-methylcrenatin) were obtained and identified. The structures were elucidated on the basis of NMR and HRMS data.
CONCLUSIONS:
All compounds were tested for their antioxidant activity by in vitro TEAC assay and some of them exhibited moderate activity (0.97-1.44 mM) when compared with the reference compound (quercetin 1.86 mM). Glycosides 6-13, the most active compounds in the TEAC assay, were also tested by flow cytometry to evaluate their ability to affect the levels of reactive oxygen species (ROS) in human prostate cancer cells (PC3).

Protocol of Di-O-methylcrenatin

Structure Identification
Fitoterapia. 2013 Jul;88:38-43.

Alkyl and phenolic glycosides from Saussurea stella.[Pubmed: 23567860]


METHODS AND RESULTS:
Their structures were elucidated by NMR, MS, UV, and IR spectroscopic analysis. Of the known compounds, (+)-medioresinol-di-O-β-D-glucoside (7), picraquassioside C (10), and diosmetin-3'-O-β-D-glucoside (27) were isolated from the Asteraceae family for the first time, while (+)-pinoresinol-di-O-β-D-glucoside (6), Di-O-methylcrenatin (11), protocatechuic acid (14), 1,5-di-O-caffeoylquinic acid (17), formononetin (28), and phenethyl glucoside (29) were isolated from the Saussurea genus for the first time. The anti-inflammatory activities of three new compounds (1-3), five lignans ((-)-arctiin (4), (+)-pinoresinol-4-O-β-D-glucoside (5), (+)-pinoresinol-di-O-β-D-glucoside (6), (+)-medioresinol-di-O-β-D-glucoside (7) and (+)-syringaresinol-4-O-β-D-glucoside (8)), one neolignan (picraquassioside C (10)), and one phenolic glycoside (Di-O-methylcrenatin (11)) were evaluated by testing their inhibition of the release of β-glucuronidase from PAF-stimulated neutrophils.
CONCLUSIONS:
Only compound 5 showed moderate inhibition of the release of β-glucuronidase, with an inhibition ratio of 39.1%.

Di-O-methylcrenatin Dilution Calculator

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Preparing Stock Solutions of Di-O-methylcrenatin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.8874 mL 14.4371 mL 28.8742 mL 57.7484 mL 72.1855 mL
5 mM 0.5775 mL 2.8874 mL 5.7748 mL 11.5497 mL 14.4371 mL
10 mM 0.2887 mL 1.4437 mL 2.8874 mL 5.7748 mL 7.2185 mL
50 mM 0.0577 mL 0.2887 mL 0.5775 mL 1.155 mL 1.4437 mL
100 mM 0.0289 mL 0.1444 mL 0.2887 mL 0.5775 mL 0.7219 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 Di-O-methylcrenatin

Alkyl and phenolic glycosides from Saussurea stella.[Pubmed:23567860]

Fitoterapia. 2013 Jul;88:38-43.

One alkyl glycoside, saussurostelloside A (1), two phenolic glycosides, saussurostellosides B1 (2) and B2 (3), and 27 known compounds, including eleven flavonoids, seven phenolics, six lignans, one neolignan, one phenethyl glucoside and one fatty acid, were isolated from an ethanol extract of Saussurea stella (Asteraceae). Their structures were elucidated by NMR, MS, UV, and IR spectroscopic analysis. Of the known compounds, (+)-medioresinol-di-O-beta-D-glucoside (7), picraquassioside C (10), and diosmetin-3'-O-beta-D-glucoside (27) were isolated from the Asteraceae family for the first time, while (+)-pinoresinol-di-O-beta-D-glucoside (6), Di-O-methylcrenatin (11), protocatechuic acid (14), 1,5-di-O-caffeoylquinic acid (17), formononetin (28), and phenethyl glucoside (29) were isolated from the Saussurea genus for the first time. The anti-inflammatory activities of three new compounds (1-3), five lignans ((-)-arctiin (4), (+)-pinoresinol-4-O-beta-D-glucoside (5), (+)-pinoresinol-di-O-beta-D-glucoside (6), (+)-medioresinol-di-O-beta-D-glucoside (7) and (+)-syringaresinol-4-O-beta-D-glucoside (8)), one neolignan (picraquassioside C (10)), and one phenolic glycoside (Di-O-methylcrenatin (11)) were evaluated by testing their inhibition of the release of beta-glucuronidase from PAF-stimulated neutrophils. Only compound 5 showed moderate inhibition of the release of beta-glucuronidase, with an inhibition ratio of 39.1%.

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