Soyacerebroside ICAS# 114297-20-0 |
- Soyacerebroside II
Catalog No.:BCN6029
CAS No.:115074-93-6
Quality Control & MSDS
3D structure
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| Cas No. | 114297-20-0 | SDF | Download SDF |
| PubChem ID | 6444148 | Appearance | Powder |
| Formula | C40H75NO9 | M.Wt | 714.0 |
| Type of Compound | Cerebrosides | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | (2R)-2-hydroxy-N-[(3R,4E,8E)-3-hydroxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadeca-4,8-dien-2-yl]hexadecanamide | ||
| SMILES | CCCCCCCCCCCCCCC(C(=O)NC(COC1C(C(C(C(O1)CO)O)O)O)C(C=CCCC=CCCCCCCCCC)O)O | ||
| Standard InChIKey | HOMYIYLRRDTKAA-OMWTXZRHSA-N | ||
| Standard InChI | InChI=1S/C40H75NO9/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-33(43)32(31-49-40-38(47)37(46)36(45)35(30-42)50-40)41-39(48)34(44)29-27-25-23-21-18-16-14-12-10-8-6-4-2/h19-20,26,28,32-38,40,42-47H,3-18,21-25,27,29-31H2,1-2H3,(H,41,48)/b20-19+,28-26+/t32?,33-,34-,35-,36-,37+,38-,40+/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. Soyacerebroside I demonstrates a potent tyrosinase inhibitory activity. 2. Soyacerebroside I shows anti-inflammatory activity, it can inhibit the accumulation of pro-inflammatory iNOS protein and reduce the expression of COX-2 protein in LPS-stimulated RAW264.7 macrophages. 3. Soyacerebrosides I and II have modulating the cellular immune response effects, they show obvious inhibitory activity on IL-18 secretion in human peripheral blood mononuclear cells (PBMC). |
| Targets | IL Receptor | COX | NOS |
Soyacerebroside I Dilution Calculator
Soyacerebroside I Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 1.4006 mL | 7.0028 mL | 14.0056 mL | 28.0112 mL | 35.014 mL |
| 5 mM | 0.2801 mL | 1.4006 mL | 2.8011 mL | 5.6022 mL | 7.0028 mL |
| 10 mM | 0.1401 mL | 0.7003 mL | 1.4006 mL | 2.8011 mL | 3.5014 mL |
| 50 mM | 0.028 mL | 0.1401 mL | 0.2801 mL | 0.5602 mL | 0.7003 mL |
| 100 mM | 0.014 mL | 0.07 mL | 0.1401 mL | 0.2801 mL | 0.3501 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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[Chemical constituents from leaves of Ilex latifolia].[Pubmed:24761642]
Zhongguo Zhong Yao Za Zhi. 2014 Jan;39(2):258-61.
Nine compounds were isolated from the leaves of Ilex latifolia. Their structures were respectively identified as 5-hydroxy-6, 7, 8, 4'-tetramethoxyflavone (1), tangeretin (2), nobiletin (3), 5-hydroxy-6, 7, 8, 3', 4'-pentamethoxyflavone (4), 5, 6, 7, 8, 4'-pentamethoxyflavonol (5), 5, 6, 7, 8, 3', 4'-hexamethoxy-flavonol (6), 5-hydroxy-3', 4', 7-trimethoxyflavanone (7), Soyacerebroside I (8), and Soyacerebroside II (9) by their physicochemical properties and spectroscopic data Compounds 1-9 were isolated from this plant for the first time.
Tyrosinase inhibitors and sesquiterpene diglycosides from Guioa villosa.[Pubmed:18203056]
Planta Med. 2008 Jan;74(1):55-60.
Through a bioassay-guided phytochemical investigation involving mushroom tyrosinase inhibitory activity, seven farnesyl diglycosides ( 1 - 7), five flavonoids ( 8 - 12), one trimeric proanthocyanidin ( 13), two triterpenes ( 14 and 15), and one cerebroside ( 16), were isolated from the leaves of Caledonian Guioa villosa. Among them, crenulatosides E, F and G ( 1 - 3) were new acyclic sesquiterpene diglycosides. The sesquiterpene diglycosides isolated from the active EtOAc extract showed no inhibitory activity, whereas betulin ( 14), lupeol ( 15) and Soyacerebroside I ( 16) demonstrated a potent tyrosinase inhibitory activity.
Cytotoxic constituents of Amanita subjunquillea.[Pubmed:18481012]
Arch Pharm Res. 2008 May;31(5):579-86.
As part of our systematic study of Korean toxic mushrooms, we have investigated the constituents of Amanita subjunquillea. The column chromatographic separation of the MeOH extract of A. subjunquillea led to the isolation of four ergosterols, two cerebrosides and four cyclopeptides. Their structures were determined by spectroscopic methods to be (22E,24R)-5alpha,8alpha-epidioxyergosta-6,9,22-triene-3beta-ol (1), (22E,24R)-5alpha,8alpha-epidioxyergosta-6,22-dien-3beta-ol (2), (22E,24R)-5alpha,6alpha-epoxyergosta-8,22-diene-3beta,7beta-diol (3), (24S)-ergost-7-en-3beta-ol (4), 8,9-dihydroSoyacerebroside I (5), Soyacerebroside I (6), beta-amanitin (7), phalloin (8), alpha-amanitin (9), and phalloidin (10). The compounds 1-6 and 8 were isolated for the first time from this mushroom. The isolated compounds were evaluated for the cytotoxicity against A549, SK-OV-3, SK-MEL-2 and HCT15 cells. Compound 9 exhibited significant cytotoxic activity against A549, SK-OV-3, SK-MEL-2 and HCT15 with ED(50) values of 1.47, 0.26, 1.57 and 1.32 microM, respectively.
A new phenanthrene glycoside and other constituents from Dioscorea opposita.[Pubmed:15467243]
Chem Pharm Bull (Tokyo). 2004 Oct;52(10):1235-7.
Phytochemical investigation of the rhizome of Dioscorea opposita has led to the isolation of a new phenanthrene glycoside, 3,4,6-trihydroxyphenanthrene-3-O-beta-D-glucopyranoside (1), and five known compounds, Soyacerebroside I (2), adenosine (3), beta-sitosterol (4), palmitic acid (5) and palmitoyloleoylphosphatidylcholine (6). Their structures were determined by spectroscopic methods, including 1D- and 2D-NMR. Compounds 1-6 exhibited no antifungal activity against the human pathogenic yeasts Candida albicans, C. glabrata and C. tropicalis.
Anti-inflammatory Cerebrosides from Cultivated Cordyceps militaris.[Pubmed:26853111]
J Agric Food Chem. 2016 Feb 24;64(7):1540-8.
Cordyceps militaris (bei-chong-chaw, northern worm grass) is a precious and edible entomopathogenic fungus, which is widely used in traditional Chinese medicine (TCM) as a general booster for the nervous system, metabolism, and immunity. Saccharides, nucleosides, mannitol, and sterols were isolated from this fungus. The biological activity of C. militaris was attributed to the saccharide and nucleoside contents. In this study, the aqueous methanolic fraction of C. militaris fruiting bodies exhibited a significant anti-inflammatory activity. Bioactivity-guided fractionation of the active fraction led to the isolation of eight compounds, including one new and two known cerebrosides (ceramide derivatives), two nucleosides, and three sterols. Cordycerebroside A (1), the new cerebroside, along with Soyacerebroside I (2) and glucocerebroside (3) inhibited the accumulation of pro-inflammatory iNOS protein and reduced the expression of COX-2 protein in LPS-stimulated RAW264.7 macrophages. This is the first study on the isolation of cerebrosides with anti-inflammatory activity from this TCM.
An isomeric mixture of novel cerebrosides isolated from Impatiens pritzellii reduces lipopolysaccharide-induced release of IL-18 from human peripheral blood mononuclear cells.[Pubmed:19609788]
Lipids. 2009 Aug;44(8):759-63.
An isomeric mixture of two cerebrosides, soya-cerebrosides I and II, was isolated from an ethno drug, the rhizomes of Impatiens pritzellii Hook. f. var. hupehensis Hook. f., and their structures were identified by spectroscopic (NMR, MS) analysis. In order to determine the immunomodulatory activities of soya-cerebrosides I and II, the effects of the mixture of cerebrosides (MC) on cytotoxicity of human peripheral blood mononuclear cells (PBMC) and the inhibitory activities to lipopolysaccharide (LPS)-induced interleukin (IL)-18 in PBMC were studied. The MC at concentrations of 10 and 1 microM, without toxicity to PBMC in 24 h, showed obvious inhibitory activity on IL-18 secretion. Because of this effect of modulating the cellular immune response, soya-cerebrosides I and II were considered to be the active substances of this ethno drug.
