RhetsinineCAS# 526-43-2 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 526-43-2 | SDF | Download SDF |
| PubChem ID | 99652.0 | Appearance | Powder |
| Formula | C19H17N3O2 | M.Wt | 319.36 |
| Type of Compound | N/A | Storage | Desiccate at -20°C |
| Synonyms | 2,3,4,9-Tetrahydro-2-[2-(methylamino)benzoyl]-1H-pyrido[3,4-b]indol-1-one | ||
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | 2-[2-(methylamino)benzoyl]-4,9-dihydro-3H-pyrido[3,4-b]indol-1-one | ||
| SMILES | CNC1=CC=CC=C1C(=O)N2CCC3=C(C2=O)NC4=CC=CC=C34 | ||
| Standard InChIKey | RAEOYMOPVHBBKE-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C19H17N3O2/c1-20-15-8-4-3-7-14(15)18(23)22-11-10-13-12-6-2-5-9-16(12)21-17(13)19(22)24/h2-9,20-21H,10-11H2,1H3 | ||
| 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. | ||
Rhetsinine Dilution Calculator
Rhetsinine 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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Non-covalent binding of chlorogenic acid to myofibrillar protein improved its bio-functionality properties and metabolic fate.[Pubmed:38159322]
Food Chem. 2024 May 15;440:138208.
As natural antioxidants added to meat products, polyphenols can interact with proteins, and the acid-base environment influenced the extent of non-covalent and covalent interactions between them. This study compared the bio-functional characteristics and metabolic outcomes of the myofibrillar protein-chlorogenic acid (MP-CGA) complexes binding in different environments (pH 6.0 and 8.5). The results showed that CGA bound with MP significantly enhanced its antioxidant activity and inhibitory effect on metabolism enzymes. CGA bound deeply into the MP structure hydrophobic cavity at pH 6.0, which reduced its degradation by digestive enzymes, thus increasing its bio-accessibility from 59.5% to 71.6%. The digestion products of the two complexes exhibited significant differences, with the non-covalent MP-CGA complexes formed at pH 6.0 showing significantly higher concentrations of Rhetsinine and piplartine, two well-known compounds to modulate diabetes. This study demonstrated that non-covalent binding between protein and polyphenol in the acidic environment held greater promising prospects for improving health.
Three new quinazolines from Evodia rutaecarpa and their biological activity.[Pubmed:29454021]
Fitoterapia. 2018 Jun;127:186-192.
In this research, we investigated the profile and bioactivities of quinazoline alkaloids, a class of natural products boasting multiple bioactivities, from the unripe fruit of Evodia rutaecarpa (Juss.) Benth. Three new quinazoline alkaloids, evodiamide A (1), evodiamide B (2), and evodiamide C (3), as well as eight known quinazolines, were isolated from the MeOH extract of E. rutaecarpa. The new compounds are rare quinazolinedione derivatives with linked heterocyclic nuclei. Among these quinazolines, Rhetsinine (8) showed potential as a pesticide and exhibited excellent inhibition against Xanthomonas oryzae pv. oryzae, Xanthomonas oryzae pv. oryzicola, and Xanthomonas campestris pv. campestris, with respective EC(50) values of 3.13, 14.32, and 32.72 nmol.
Design, synthesis, and biological evaluation of novel (1-thioxo-1,2,3,4-tetrahydro-beta-carbolin-9-yl)acetic acids as selective inhibitors for AKR1B1.[Pubmed:22104435]
Bioorg Med Chem. 2012 Jan 1;20(1):356-67.
New substituted (1-thioxo-1,2,3,4-tetrahydro-beta-carbolin-9-yl)acetic acids were designed as the inhibitor of AKR1B1 based upon the structure of Rhetsinine, a minor alkaloidal component of Evodia rutaecarpa, and twenty derivatives were synthesized and evaluated. The most active compound of the series was (2-benzyl-6-methoxy-1-thioxo-1,2,3,4-tetrahydro-beta-carbolin-9-yl)acetic acid (7m), which showed comparable inhibitory activity for AKR1B1 (IC(50)=0.15muM) with clinically used epalrestat (IC(50)=0.1muM). In the view of activity and selectivity, the most potent compound was (2-benzyl-6-carboxy-1-thioxo-1,2,3,4-tetrahydro-beta-carbolin-9-yl)acetic acid (7t), which showed strong inhibitory effect (IC(50)=0.17muM) and very high selectivity for AKR1B1 against AKR1A1 (311:1) and AKR1B10 (253:1) compared with epalrestat.
Inhibitory effect of rhetsinine isolated from Evodia rutaecarpa on aldose reductase activity.[Pubmed:17498942]
Phytomedicine. 2009 Mar;16(2-3):258-61.
Aldose reductase inhibitors have considerable potential for the treatment of diabetic complications, without increased risk of hypoglycemia. Search for components inhibiting aldose reductase led to the discovery of active compounds contained in Evodia rutaecarpa Bentham (Rutaceae), which is the one of the component of Kampo-herbal medicine. The hot water extract from the E. rutaecarpa was subjected to distribution or gel filtration chromatography to give an active compound, N2-(2-methylaminobenzoyl)tetrahydro-1H-pyrido[3,4-b]indol-1-one (Rhetsinine). It inhibited aldose reductase with IC(50) values of 24.1 microM. Furthermore, Rhetsinine inhibited sorbitol accumulation by 79.3% at 100 microM. These results suggested that the E. rutaecarpa derived component, Rhetsinine, would be potentially useful in the treatment of diabetic complications.
