RoseosideCAS# 54835-70-0 |
- Corchoionoside C
Catalog No.:BCN1154
CAS No.:185414-25-9
Quality Control & MSDS
3D structure
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| Cas No. | 54835-70-0 | SDF | Download SDF |
| PubChem ID | 9930064 | Appearance | Powder |
| Formula | C19H30O8 | M.Wt | 386.4 |
| Type of Compound | Sesquiterpenoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | (4S)-4-hydroxy-3,5,5-trimethyl-4-[(E,3R)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybut-1-enyl]cyclohex-2-en-1-one | ||
| SMILES | CC1=CC(=O)CC(C1(C=CC(C)OC2C(C(C(C(O2)CO)O)O)O)O)(C)C | ||
| Standard InChIKey | SWYRVCGNMNAFEK-MHXFFUGFSA-N | ||
| Standard InChI | InChI=1S/C19H30O8/c1-10-7-12(21)8-18(3,4)19(10,25)6-5-11(2)26-17-16(24)15(23)14(22)13(9-20)27-17/h5-7,11,13-17,20,22-25H,8-9H2,1-4H3/b6-5+/t11-,13-,14-,15+,16-,17-,19-/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. |
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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. | ||
| Description | 1. Roseoside (vomifoliol glucosides) exhibits inhibitory activity on leukotriene release from mouse bone marrow-derived cultured mast cells (BMCMC). 2. (6S,9R)-Roseoside can inhibit the histamine release from rat peritoneal exudate cells induced by antigen-antibody reaction. 3. Roseoside possesses strong antioxidant properties, inhibiting lipid oxidation by 86.4, at 50 microg/mL. 4. Roseoside has insulinotropic activity, enhances insulin release from the β-cell line INS-1. 5. Roseoside can significantly delay carcinogenesis induced by peroxynitrite (initiator) and TPA (promoter). |
| Targets | Histamine Receptor |
Roseoside Dilution Calculator
Roseoside Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.588 mL | 12.94 mL | 25.8799 mL | 51.7598 mL | 64.6998 mL |
| 5 mM | 0.5176 mL | 2.588 mL | 5.176 mL | 10.352 mL | 12.94 mL |
| 10 mM | 0.2588 mL | 1.294 mL | 2.588 mL | 5.176 mL | 6.47 mL |
| 50 mM | 0.0518 mL | 0.2588 mL | 0.5176 mL | 1.0352 mL | 1.294 mL |
| 100 mM | 0.0259 mL | 0.1294 mL | 0.2588 mL | 0.5176 mL | 0.647 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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Enhancement of insulin release from the beta-cell line INS-1 by an ethanolic extract of Bauhinia variegata and its major constituent roseoside.[Pubmed:20143296]
Planta Med. 2010 Jul;76(10):995-7.
Plants of the genus Bauhinia are used in several countries worldwide for the treatment of diabetes, and several related species have been shown to have hypoglycaemic effects in vivo in both normoglycaemic and alloxan- and streptozotocin-treated animal models. In this study, the insulin-secreting cell line INS-1 was used to examine the effects of the crude ethanolic extract of leaves of B. variegata L. var. Candida Voidt and its major metabolite (6 S,7 E,9 R)-9-hydroxymegastigma-4,7-dien-3-one-9- beta-glycopyraroside (Roseoside) on insulinotropic activity. The crude extracts and the major metabolite were shown to increase insulin secretion in a dose-dependant manner.
Lipid peroxidation inhibitory compounds from daylily (Hemerocallis fulva) leaves.[Pubmed:15172183]
Life Sci. 2004 Jun 25;75(6):753-63.
Daylilies (Hemerocallis spp.) have been used as food and in traditional medicine for thousands of years in eastern Asia. The leaves of the plant are used in the treatment of inflammation and jaundice. In studies of the aqueous methanol extracts of fresh Hemerocallis fulva leaves, 1',2',3',4'-tetrahydro-5'-deoxy-pinnatanine (1), pinnatanine (2), Roseoside (3), phlomuroside (4), lariciresinol (5), adenosine (6), quercetin 3-O-beta-D-glucoside (7), quercetin 3,7-O-beta-D-diglucopyranoside (8), quercetin 3-O-alpha-L-rhamnopyransol-(1-->6)-beta-D-glucopyranosol-7-O-beta-D-glucopyranosi de (9), isorhamnetin-3-O-beta-D-6'-acetylglucopyranoside (10) and isorhamnetin-3-O-beta-D-6'-acetylgalactopyranoside (11) were isolated. All of these compounds were tested for their in vitro lipid peroxidation inhibitory activities. Compounds 3-5 and 7-11 were found to possess strong antioxidant properties, inhibiting lipid oxidation by 86.4, 72.7, 90.1, 79.7, 82.4, 89.3, 82.2, and 93.2%, respectively at 50 microg/mL. Compound 1 is novel and compounds 3-6 and 8-11 described here in are isolated for the first time from daylily leaves.
Antitumor activity of compounds isolated from leaves of Eriobotrya japonica.[Pubmed:11929303]
J Agric Food Chem. 2002 Apr 10;50(8):2400-3.
In a search for possible antitumor agents from natural sources, megastigmane glycosides and polyphenolic constituents isolated from the leaves of Eriobotrya japonica (Rosaceae) were found to inhibit the 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced activation of Epstein-Barr virus early antigen in Raji cells. Roseoside and procyanidin B-2 were among the active compounds found in an in vitro assay; these compounds were further assessed for antitumor activity in vivo in a two-stage carcinogenesis assay on mouse skin. Roseoside significantly delayed carcinogenesis induced by peroxynitrite (initiator) and TPA (promoter), and its potency was comparable to that of a green tea polyphenol, (-)-epigallocatechin 3-O-gallate, in the same assay.
Medicinal foodstuffs. V. Moroheiya. (1): Absolute stereostructures of corchoionosides A, B, and C, histamine release inhibitors from the leaves of Vietnamese Corchorus olitorius L. (Tiliaceae).[Pubmed:9085554]
Chem Pharm Bull (Tokyo). 1997 Mar;45(3):464-9.
Three new ionone glucosides named corchoionosides A, B, and C were isolated from the leaves of Corchorus olitorius, commonly called "moroheiya" in Japanese, together with seven known compounds, an ionone glucoside (6S,9R)-Roseoside, a monoterpene glucoside betulalbuside A, two flavonol glucosides astragalin and isoquercitrin, two coumarin glucosides scopolin and cichoriine, and chlorogenic acid. The absolute stereostructures of corchoionosides A, B, and C were determined by chemical and physiochemical evidence, which included the result of application of a modified Mosher's method, the CD helicity rule, and chemical correlation with (6S,9R)-Roseoside. Corchoionosides A and B and (6S,9R)-Roseoside were found to inhibit the histamine release from rat peritoneal exudate cells induced by antigen-antibody reaction.
A simple synthesis of four stereoisomers of roseoside and their inhibitory activity on leukotriene release from mice bone marrow-derived cultured mast cells.[Pubmed:19026550]
Bioorg Med Chem. 2009 Jan 1;17(1):189-94.
Four stereoisomers of Roseoside (vomifoliol glucosides) were synthesized using glucose as a chiral resolving reagent. The four synthetic stereoisomers exhibited inhibitory activity on leukotriene release from mouse bone marrow-derived cultured mast cells (BMCMC). The (6S)-isomers of Roseoside were about twice as active as (6R)-isomers.
