HydroxyevodiamineCAS# 1238-43-3 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 1238-43-3 | SDF | Download SDF |
| PubChem ID | 71307457 | Appearance | Yellow powder |
| Formula | C19H17N3O2 | M.Wt | 319.36 |
| Type of Compound | Alkaloids | Storage | Desiccate at -20°C |
| Synonyms | 526-43-2 | ||
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| SMILES | CN1C2C3=C(CCN2C(=O)C4=CC=CC=C41)C5=C(N3)C=CC(=C5)O | ||
| Standard InChIKey | XYSMNZWLVJYABK-SFHVURJKSA-N | ||
| Standard InChI | InChI=1S/C19H17N3O2/c1-21-16-5-3-2-4-13(16)19(24)22-9-8-12-14-10-11(23)6-7-15(14)20-17(12)18(21)22/h2-7,10,18,20,23H,8-9H2,1H3/t18-/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. |
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| 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. |
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| 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. | ||
| Structure Identification | 《Spectroscopy and Spectral Analysis》 2007-05TLC-SERS Study on Evodiamine in Evodia Rutaecarpa[Reference: WebLink]
《Natural Product Research and Development》 2004-01STUDIES ON THE CHEMICAL CONSTITUENTS OF EVODIA RUTAECARPA VAR. OFFICINALIS[Reference: WebLink]
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Hydroxyevodiamine Dilution Calculator
Hydroxyevodiamine Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.1313 mL | 15.6563 mL | 31.3126 mL | 62.6253 mL | 78.2816 mL |
| 5 mM | 0.6263 mL | 3.1313 mL | 6.2625 mL | 12.5251 mL | 15.6563 mL |
| 10 mM | 0.3131 mL | 1.5656 mL | 3.1313 mL | 6.2625 mL | 7.8282 mL |
| 50 mM | 0.0626 mL | 0.3131 mL | 0.6263 mL | 1.2525 mL | 1.5656 mL |
| 100 mM | 0.0313 mL | 0.1566 mL | 0.3131 mL | 0.6263 mL | 0.7828 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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Novel fluorescent probes of 10-hydroxyevodiamine: autophagy and apoptosis-inducing anticancer mechanisms.[Pubmed:30766786]
Acta Pharm Sin B. 2019 Jan;9(1):144-156.
Natural product evodiamine and its derivatives represent a promising class of multi-target antitumor agents. However, the clinical development of these compounds has been hampered by a poor understanding of their antitumor mechanisms. To tackle this obstacle, herein, novel fluorescent probes were designed to elucidate the antitumor mode of action of 10-Hydroxyevodiamine. This compound was proven to be distributed in the mitochondria and lysosomes and to act by autophagy and apoptosis mechanisms.
Simultaneous determination of evodiamine and its four metabolites in rat plasma by LC-MS/MS and its application to a pharmacokinetic study.[Pubmed:29470848]
Biomed Chromatogr. 2018 Jul;32(7):e4219.
A simple and sensitive liquid chromatography tandem mass spectrometry method was validated for simultaneous quantification of evodiamine and its metabolites 10-Hydroxyevodiamine (M1), 18-Hydroxyevodiamine (M2), 10-Hydroxyevodiamine-glucuronide (M3) and 18-hydroxy- evodiamine-glucuronide (M4) in rat plasma for the first time. The analytes were extracted with acetonitrile and separated on a C18 column within 3 min. The detection was achieved in positive selected reaction monitoring mode with precursor-to-product transitions at m/z 304.1 --> 161.1 for evodiamine, m/z 320.1 --> 134.1 for M1, m/z 320.1 --> 150.1 for M2, m/z 496.2 --> 134.1 for M3, m/z 496.2 --> 171.1 for M4 and m/z 349.2 --> 305.1 for camptothecin (internal standard). The linearity was evident over the tested concentration ranges with correlation coefficients >0.9991. The lower limits of quantification for evodiamine, M1, M2, M3 and M4 were 0.1, 0.1, 0.1, 0.25 and 0.25 ng mL(-1) , respectively. Extraction recoveries and matrix effects of the analytes were within the ranges of 84.51-97.21 and 90.13-103.30%, respectively. The accuracy (relative error) ranged from -8.14 to 7.23% while the intra- and inter-day precisions (relative standard deviation) were < 9.31%. The validated assay was successfully applied for the pharmacokinetic study of evodiamine, M1, M2, M3 and M4 in rat. The current study will be helpful in understanding the in vivo disposition of evodiamine.
Identification of a neuroprotective and selective butyrylcholinesterase inhibitor derived from the natural alkaloid evodiamine.[Pubmed:24819955]
Eur J Med Chem. 2014 Jun 23;81:15-21.
Two sets of carbamates based on the natural alkaloid evodiamine were designed, synthesized and evaluated as potential butyrylcholinesterase inhibitors. Although a set of carbamates of 3-Hydroxyevodiamine (10a-f) is inactive both at AChE and BChE, carbamates of 5-deoxo-3-Hydroxyevodiamine (11a-f) exhibit much better potency with selectivity toward BChE. The heptyl carbamate of 5-deoxo-3-Hydroxyevodiamine (11c) shows the best potency with an IC50 value of 77 nM and very good selectivity over AChE. ORAC and cell-based assays indicate 11c owns pronounced antioxidant properties with 1.75 Trolox equivalents and strong neuroprotection even from 1 muM onwards. These combined activities might enable compound 11c to be a potential candidate for treatment of Alzheimer's disease.
[TLC-SERS study on evodiamine in evodia rutaecarpa].[Pubmed:17655110]
Guang Pu Xue Yu Guang Pu Fen Xi. 2007 May;27(5):944-7.
A new method for analyzing the ingredients of evodiamine (EV), rutaecarpine (RU), Hydroxyevodiamine (HYD), evodiamide (ED), dihydrorutaecarpine (DRU) and 14-formyldihydrorutaecarpine (FDRU) in evodia rutaecarpa using high performance thin layer chromatography (TLC) and surface enhanced Raman spectroscopy (SERS) technique is reported. The character of this method is that standard samples are not needed. The results show that the characteristic spectral bands of EV, RU, HYD, and ED can be obtained from the TLC spot with microgramme of sample. The spectral band at 1562 cm(-1) was obtained with great enhancement. Molecule absorbed in surface silver sol by nr electrons in ring. The spectral bands of EV, RU, HYD and ED are obviously different due to their differences in structure. The TLC and SERS techniques standard samples are a convenient and speedy method to analyze chemical ingredients with high sensitivity for the study of the Chinese traditional medicine.
[Studies on the chemical constituents of Evodia rutaecarpa (Juss.) Benth].[Pubmed:15563061]
Yao Xue Xue Bao. 2004 Aug;39(8):605-8.
AIM: To study the chemical constituents of Evodia rutaecarpa (Juss.) Benth. METHODS: The crude total alkaloids were enriched by acid-base treatment and solvent extraction. Isolation and purification were carried out by silica gel column chromatography and recrystallization etc. Structural determination of the pure compounds were based on physico-chemical properties and various spectral data analysis (1HNMR, 13CNMR, UV, IR, 1H-1H COSY, HMQC, HMBC, ESIMS, HREIMS, NOESY). RESULTS: Fourteen compounds were obtained from Evodia rutaecarpa, ten of them were identified as evodianinine (1), rutaecarpine (2), evodiamine (3), wuchuyuamide I (4), Hydroxyevodiamine (5), limonin (6), daucosterol (7), triacontanoic acid (8), nonacosane (9) and beta-sitosterol (10). CONCLUSION: Compound 1 is a new alkaloid named evodianinine.
Pharmacological properties of galenical preparation. XIV. Body temperature retaining effect of the Chinese traditional medicine, "goshuyu-to" and component crude drugs.[Pubmed:2070449]
Chem Pharm Bull (Tokyo). 1991 Mar;39(3):690-2.
We orally administered Goshuyu-to or Evodia fruit extract and Ginger extract to untreated rats, and found a slight but not significant rise in their body temperature. In rats treated with chlorpromazine, the administration of Goshuyu-to prevented decrease in the body temperature. After administration of each extract of component crude drugs (Evodia fruit, Ginger, Ginseng: Jujube: such an effect was recognized only by Evodia fruit, and other component crude drugs exhibited no body temperature retaining effect in this experiment system. We further studied the effect of Evodia fruit alkaloid Hydroxyevodiamine, evodiamine, rutaecarpine and evocarpine used individually and confirmed that the body temperature retaining effect occurred mainly with evodiamine.
[On the evaluation of the preparation of Chinese medicinal prescriptions. VI. The changes of the alkaloid contents by processing of Evodia fruit].[Pubmed:1647452]
Yakugaku Zasshi. 1991 Jan;111(1):32-5.
A crude drug, Evodia fruit (goshuyu) was processed to detoxicate and reduce the bitter taste. Following the procedure described in Shokanron, Evodia fruit was washed in hot water, and then dried. The alkaloid contents of processed Evodia fruit was analyzed by high performance liquid chromatography. The result shows that the content of Hydroxyevodiamine decreased to 0.55 times, while the content of rutaecarpine and evodiamine hardly change in the final processed material. However, evocarpine content increased to 1.3 times comparing with the untreated Evodia fruit. The phenomena was ascribed to the flowing-out of the water-soluble portion, and also the weight of extract and the intense of bitterness in the processed fruit were reduced to about 1/3 times.
