Cerebroside B

CAS# 88642-46-0

Cerebroside B

2D Structure

Catalog No. BCN4435----Order now to get a substantial discount!

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Cerebroside B: 5mg $725 In Stock
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Quality Control of Cerebroside B

3D structure

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Cerebroside B

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Chemical Properties of Cerebroside B

Cas No. 88642-46-0 SDF Download SDF
PubChem ID 11498616 Appearance Powder
Formula C41H77NO9 M.Wt 728.1
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-[(2S,3R,4E,8E)-3-hydroxy-9-methyl-1-[(2R,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=C(C)CCCCCCCCC)O)O
Standard InChIKey YBSQGNFRWZKFMJ-FRJHFHMPSA-N
Standard InChI InChI=1S/C41H77NO9/c1-4-6-8-10-12-13-14-15-16-18-20-24-29-35(45)40(49)42-33(31-50-41-39(48)38(47)37(46)36(30-43)51-41)34(44)28-25-21-23-27-32(3)26-22-19-17-11-9-7-5-2/h25,27-28,33-39,41,43-48H,4-24,26,29-31H2,1-3H3,(H,42,49)/b28-25+,32-27+/t33-,34+,35+,36+,37+,38-,39+,41+/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 Cerebroside B

The Boletus calopus

Biological Activity of Cerebroside B

Description1.Cerebroside B1b has antiulcerogenic activity.
TargetsAntifection

Cerebroside B Dilution Calculator

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Cerebroside B Molarity Calculator

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Preparing Stock Solutions of Cerebroside B

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.3734 mL 6.8672 mL 13.7344 mL 27.4688 mL 34.3359 mL
5 mM 0.2747 mL 1.3734 mL 2.7469 mL 5.4938 mL 6.8672 mL
10 mM 0.1373 mL 0.6867 mL 1.3734 mL 2.7469 mL 3.4336 mL
50 mM 0.0275 mL 0.1373 mL 0.2747 mL 0.5494 mL 0.6867 mL
100 mM 0.0137 mL 0.0687 mL 0.1373 mL 0.2747 mL 0.3434 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 Cerebroside B

Delta10(E)-Sphingolipid Desaturase Involved in Fusaruside Mycosynthesis and Stress Adaptation in Fusarium graminearum.[Pubmed:25994332]

Sci Rep. 2015 May 21;5:10486.

Sphingolipids are biologically important and structurally distinct cell membrane components. Fusaruside (1) is a 10,11-unsaturated immunosuppressive fungal sphingolipid with medical potentials for treating liver injury and colitis, but its poor natural abundance bottlenecks its druggability. Here, fusaruside is clarified biosynthetically, and its efficacy-related 10,11-double bond can be generated under the regioselective catalysis of an unprecedented Delta10(E)-sphingolipid desaturase (Delta10(E)-SD). Delta10(E)-SD shares 17.7% amino acid sequence similarity with a C9-unmethylated Delta10-sphingolipid desaturase derived from a marine diatom, and 55.7% with Delta8(E)-SD from Fusarium graminearum. Heterologous expression of Delta10(E)-SD in Pichia pastoris has been established to facilitate a reliable generation of 1 through the Delta10(E)-SD catalyzed desaturation of Cerebroside B (2), an abundant fungal sphingolipid. Site directed mutageneses show that the conserved histidines of Delta10(E)-SD are essential for the 10,11-desaturation catalysis, which is also preconditioned by the C9-methylation of the substrate. Moreover, Delta10(E)-SD confers improved survival and faster growth to fungal strains at low temperature and high salinity, in parallel with to higher contents of 1 in the mycelia. Collectively, the investigation describes a new Delta10(E)-sphingolipid desaturase with its heterologous expression fundamentalizing a biotechnological supply of 1, and eases the follow-up clarification of the immunosuppression and stress-tolerance mechanism.

Steroids and phenolic constituents from the fruiting bodies of the basidiomycete Sarcodon joedes.[Pubmed:22320163]

Nat Prod Res. 2013;27(1):80-4.

Nine secondary metabolites, including four steroids, four phenolics and one cerebroside, were isolated from the methanol extract of the fruiting bodies of the basidiomycete Sarcodon joedes. The isolated compounds were identified by spectroscopic analyses as (22E,24R)-6beta-methoxyergosta-7,22-diene-3beta,5alpha-diol (1), 2',3'-diacetoxy-3,4,5',6',4''-pentahydroxy-p-terphenyl (2), Cerebroside B (3), ergosta-7,22-dien-3beta-ol (4), ergosterol peroxide (5), (22E,24R)-3beta-hydroxy-ergosta-5,22-dien-7-one (6), benzoic acid (7), methyl p-hydroxybenzoate (8) and 3,4-dihydroxybenzoic acid (9). The cytotoxic activities of these compounds were evaluated. All these compounds were isolated from this fungus for the first time.

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