Rutaevin

CAS# 33237-37-5

Rutaevin

Catalog No. BCN6993----Order now to get a substantial discount!

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Quality Control of Rutaevin

Number of papers citing our products

Chemical structure

Rutaevin

3D structure

Chemical Properties of Rutaevin

Cas No. 33237-37-5 SDF Download SDF
PubChem ID 441805 Appearance Powder
Formula C26H30O9 M.Wt 486.51
Type of Compound Triterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
SMILES CC1(C2C(=O)C(C3(C(C24COC(=O)CC4O1)CCC5(C36C(O6)C(=O)OC5C7=COC=C7)C)C)O)C
Standard InChIKey YZMKFMIZNSOPSN-XGTMLCIVSA-N
Standard InChI InChI=1S/C26H30O9/c1-22(2)17-16(28)18(29)24(4)13(25(17)11-32-15(27)9-14(25)34-22)5-7-23(3)19(12-6-8-31-10-12)33-21(30)20-26(23,24)35-20/h6,8,10,13-14,17-20,29H,5,7,9,11H2,1-4H3/t13-,14-,17-,18-,19-,20+,23-,24-,25-,26+/m0/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 Rutaevin

The root barks of Dictamnus dasycarpus.

Biological Activity of Rutaevin

Description1. Rutaevin shows the inhibitory activity on nitric oxide (NO) production in lipopolysaccharide-activated RAW264.7 macrophages, it may be as a valuable anti-inflammatory agent.
TargetsNO

Rutaevin Dilution Calculator

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Preparing Stock Solutions of Rutaevin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.0555 mL 10.2773 mL 20.5546 mL 41.1091 mL 51.3864 mL
5 mM 0.4111 mL 2.0555 mL 4.1109 mL 8.2218 mL 10.2773 mL
10 mM 0.2055 mL 1.0277 mL 2.0555 mL 4.1109 mL 5.1386 mL
50 mM 0.0411 mL 0.2055 mL 0.4111 mL 0.8222 mL 1.0277 mL
100 mM 0.0206 mL 0.1028 mL 0.2055 mL 0.4111 mL 0.5139 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 Rutaevin

Limonoid constituents of Euodia rutaecarpa var. bodinieri and their inhibition on NO production in lipopolysaccharide-activated RAW264.7 macrophages.[Pubmed:23869424]

J Asian Nat Prod Res. 2013;15(10):1130-8.

A new limonoid compound, named evorubodinin (1), was isolated from the dried and nearly ripe fruits of Euodia rutaecarpa (Juss.) Benth. var. bodinieri (Dode) Huang (family Rutaceae), together with two known limonoid compounds, limonin (2) and evolimorutanin (3). The chemical structure of 1 was elucidated by spectroscopic method and single-crystal X-ray diffraction. The inhibitory effects of the isolated compounds 1-3 and the structurally related compounds evodol (4), shihulimonin A1 (5), evodirutaenin (6), 12alpha-hydroxyRutaevin (7), and Rutaevin (8) on nitric oxide (NO) production in lipopolysaccharide-activated RAW264.7 macrophages were also assayed. All compounds 1-8 showed the inhibitory activity, in which both 7 and 8 with the uncommon 5beta-H configuration more efficiently inhibited NO production. The results provided valuable information for further investigation of compounds 1-8 as anti-inflammatory agents or lead compounds.

New limonoids from Coptidis Rhizoma-Euodiae Fructus couple.[Pubmed:24498938]

J Asian Nat Prod Res. 2014;16(4):333-44.

A pair of inseparable new limonoids, named euodirutaecins A and B, were isolated from the Coptidis Rhizoma-Euodiae Fructus couple, together with two new single compounds evodirutaenin A and shihulimonin A1, and the known limonoids Rutaevin, limonin, 12alpha-hydroxyRutaevin, and alkaloids rutaecarpine and evodiamine. Structures of these compounds were identified by spectral analyses and quantum chemical computational method, and the six limonoids were also evaluated for cytotoxicities against NCI-N87 and Caco-2 cell lines.

Simultaneous determination of six bioactive compounds in Evodiae Fructus by high-performance liquid chromatography with diode array detection.[Pubmed:23377650]

J Chromatogr Sci. 2014 Feb;52(2):149-56.

A simple and reliable high-performance liquid chromatography method with diode array detection (HPLC-DAD) was developed and validated for the simultaneous determination of six bioactive components, Rutaevine, limonin, evodiamine, rutaecarpine, N-formyldihydrorutaecarpine and dihydroevocarpine, in the traditional Chinese medicine Evodiae Fructus (Wuzhuyu in Chinese). HPLC separation was conducted on an Agilent Eclipse C18 column (4.6 x 150 mm, 5 microm) at 35 degrees C with a mixture of mobile phase A [tetrahydrofuran-0.02% phosphoric acid (16 : 35)] and mobile phase B (acetonitrile) (gradient elution as follows: 0 min, 22% B; 23 min, 22% B; 24 min, 75% B) at a flow rate of 1 mL/min, and the DAD detection wavelength was set at 220 nm. A linear relationship within the range of investigated concentrations was observed for the six compounds, with correlation coefficients greater than 0.999. The average recovery yields of the six compounds ranged from 98.39 to 104.96%. The HPLC-DAD method was validated by its repeatability [relative standard deviation (RSD) < 2.0%] and intra-day and inter-day precision (RSD < 2.0%). The method was successfully applied to the simultaneous determination of the six previously mentioned components in Evodiae Fructus. It is the first report of a simultaneous qualitative and quantitative analysis for three classes of bioactive components in Wuzhuyu, including the indolequinazoline alkaloids, quinolone alkaloid and limonoids. Based on these results, it is suggested, for possible future revision of the Chinese Pharmacopoeia, that the total contents of evodiamine and rutaecarpine are not less than 0.15% and the total contents of Rutaevine and limonin are not less than 0.50%.

Pyranochromones from Dictyoloma vandellianum A. Juss and Their Cytotoxic Evaluation.[Pubmed:27797447]

Chem Biodivers. 2017 Mar;14(3).

One new chromone 3,3-dimethylallylspatheliachromene methyl ether (1), as well as five known chromones, 6-(3-methylbut-2-enyl) allopteroxylin methyl ether (2), 6-(3-methylbut-2-enyl) allopteroxylin (3), 3,3-dimethylallylspatheliachromene (4), 5-O-methylcneorumchromone K (5) and spatheliabischromene (6), two alkaloids, 8-methoxy-N-methylflindersine (7) and 8-methoxyflindersine (8), and two limonoids, limonin diosphenol (9) and Rutaevin (10), were isolated from Dictyoloma vandellianum A. Juss (Rutaceae). Cytotoxic activities towards tumor cell lines B16-F10, HepG2, K562 and HL60 and non-tumor cells PBMC were evaluated for compounds 1 - 6. Compound 1 was the most active showing IC50 values ranging from 6.26 to 14.82 mug/ml in B16-F10 and K562 cell lines, respectively, and presented IC50 value of 11.65 mug/ml in PBMC cell line.

Neuroprotective limonoids of root bark of Dictamnus dasycarpus.[Pubmed:18198838]

J Nat Prod. 2008 Feb;71(2):208-11.

A methanolic extract of Dictamnus dasycarpus root bark afforded four new degraded limonoids, 9alpha-hydroxyfraxinellone-9- O-beta- d-glucoside ( 1), dictamnusine ( 2), dictamdiol A ( 3), and dictamdiol B ( 4), together with eight known compounds, dictamdiol ( 5), fraxinellone ( 6), fraxinellonone ( 7), 9beta-hydroxyfraxinellone ( 8), calodendrolide ( 9), obacunone ( 10), limonin ( 11), and Rutaevin ( 12). Compounds, 2, 3, 6, 9, 10, and 11 showed significant neuroprotective activity against glutamate-induced neurotoxicity in primary cultures of rat cortical cells at a concentration of 0.1 microM.

Description

Rutaevin is isolated from the fruits of Euodia rutaecarpa. Rutaevin inhibits NO production in LPS-induced RAW 264.7 macrophages.

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