Cerebroside D

CAS# 113773-89-0

Cerebroside D

2D Structure

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Cerebroside D

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Chemical Properties of Cerebroside D

Cas No. 113773-89-0 SDF Download SDF
PubChem ID 100916010 Appearance Powder
Formula C43H81NO9 M.Wt 756.1
Type of Compound Other NPs Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 2-hydroxy-N-[(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]octadecanamide
SMILES CCCCCCCCCCCCCCCCC(C(=O)NC(COC1C(C(C(C(O1)CO)O)O)O)C(C=CCCC=C(C)CCCCCCCCC)O)O
Standard InChIKey RIZIAUKTHDLMQX-PFFLVVKUSA-N
Standard InChI InChI=1S/C43H81NO9/c1-4-6-8-10-12-13-14-15-16-17-18-20-22-26-31-37(47)42(51)44-35(33-52-43-41(50)40(49)39(48)38(32-45)53-43)36(46)30-27-23-25-29-34(3)28-24-21-19-11-9-7-5-2/h27,29-30,35-41,43,45-50H,4-26,28,31-33H2,1-3H3,(H,44,51)/b30-27+,34-29+/t35?,36?,37?,38-,39-,40+,41-,43-/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.
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.

Cerebroside D Dilution Calculator

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Cerebroside D Molarity Calculator

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Preparing Stock Solutions of Cerebroside D

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.3226 mL 6.6129 mL 13.2258 mL 26.4515 mL 33.0644 mL
5 mM 0.2645 mL 1.3226 mL 2.6452 mL 5.2903 mL 6.6129 mL
10 mM 0.1323 mL 0.6613 mL 1.3226 mL 2.6452 mL 3.3064 mL
50 mM 0.0265 mL 0.1323 mL 0.2645 mL 0.529 mL 0.6613 mL
100 mM 0.0132 mL 0.0661 mL 0.1323 mL 0.2645 mL 0.3306 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 D

Renoprotective chemical constituents from an edible mushroom, Pleurotus cornucopiae in cisplatin-induced nephrotoxicity.[Pubmed:28129885]

Bioorg Chem. 2017 Apr;71:67-73.

Pleurotus cornucopiae (Pleurotaceae) is an edible and medicinal mushroom widely distributed in Korea, China, and Japan. The MeOH extract of the fruiting bodies of P. cornucopiae showed renoprotective effects against cisplatin-induced kidney cell damage. Chemical investigation of the MeOH extract led to the isolation and identification of 12 compounds including noransine (1), uridine (2), uracil (3), (3beta, 5alpha, 6beta, 22E, 24S) -ergosta-7, 22-diene-3, 5, 6, 9-tetrol (4), (22E,24S)-ergosta-7,22-diene-3beta,5alpha,6beta-triol (5), (22E,24R)-ergosta-8(14),22-diene-3beta,5alpha,6beta,7alpha-tetrol (6), cerebroside B (7), (2R) -N- [(1S, 2R, 3E, 7E) -1- [(beta-d-glucopyranosyloxy) methyl] -2-hydroxy-8-methyl-3, 7-heptadecadien-1-yl] -2-hydroxy-heptadecanamide (8), Cerebroside D (9), nicotinamide (10), 1,2-bis(hydroxymethyl)-4,5-dimethoxybenzene (11), and benzoic acid (12). Among them, compounds 1 and 11 were isolated as naturally occurring products for the first time, though they were reported as synthetic products in previous papers. All of the compounds (except 8 and 11) abrogated cisplatin-induced LLC-PK1 cell damage in a dose-dependent manner. Of special note, compounds 2, 5, 6, and 12 ameliorated cisplatin-induced nephrotoxicity to 80% of the control value at 10muM. The protective effects of compounds 2, 5, 6, and 12 were mediated via the deactivation of JNK-caspase 3 apoptotic cascade. This study is the first to demonstrate that the chemical constituents of P. cornucopiae display renoprotective effects against anticancer drug-induced damage in kidney cells.

Cerebroside D, a glycoceramide compound, improves experimental colitis in mice with multiple targets against activated T lymphocytes.[Pubmed:22789836]

Toxicol Appl Pharmacol. 2012 Sep 15;263(3):296-302.

In the present paper, we aimed to examine the novel effects of Cerebroside D, a glycoceramide compound, on murine experimental colitis. Cerebroside D significantly reduced the weight loss, mortality rate and alleviated the macroscopic and microscopic appearances of colitis induced by dexran sulfate sodium. This compound also decreased the levels of TNF-alpha, IFN-gamma and IL-1beta in intestinal tissue of mice with experimental colitis in a concentration-dependent manner, accompanied with markedly increased serum level of IL-10. Cerebroside D inhibited proliferation and induced apoptosis of T cells activated by concanavalin A or anti-CD3 plus anti-CD28 antibodies. The compound did not show an effect on naive lymphocytes but prevented cells from entering S phase and G2/M phase during T cells activation. Moreover, the treatment of Cerebroside D led to apoptosis of activated T cells with the cleavage of caspase 3, 9, 12 and PARP. These results showed multiple effects of Cerebroside D against activated T cells for a novel approach to treatment of colonic inflammation.

[The study of the secondary metabolites from fungus Paecilomyces sp].[Pubmed:21954554]

Zhong Yao Cai. 2011 May;34(5):707-9.

OBJECTIVE: To get active secondary metabolites from the fungus Paecilomyces sp.. METHODS: The strain Paecilomyces sp. was further grown in solid-substrate fermentation cultures, the metabolites were got by application of different separation techniques, such as silica gel, Sephadex LH-20 column chromatography, and reversed-phase high performance liquid chromatography. Their structures were identified by comprehensive spectroscopic methods. RESULTS: Four compounds were isolated and identified as Cerebroside C (1), Cerebroside D (2), 2-Hydroxybenzyl alcohol (3), 2-(4-Hydroxyphenyl) ethanol. CONCLUSION: Four compounds are isolated from Paecilomyces sp. for the first time.

[A study on the chemical constituents from Polyporus ellissi].[Pubmed:15620183]

Zhongguo Zhong Yao Za Zhi. 2003 Oct;28(10):943-6.

OBJECTIVE: To study the chemical constituents of Polyporus ellissi. METHOD: Silica gel column chromatography was applied for the isolation and purification of the constituents. The structures were established by means of spectroscopic and chemical data. RESULT: Six compounds were obtained and identified as cerebroside B (I), Cerebroside D (II), ergosterol peroxide (III), 9(11)-dehydroergosterol peroxide (IV), mannitol (V) and palmitate-1-glycerol (VI). CONCLUSION: Compounds (I) and (II) were isolated from the genus Polyporus for the first time.

Novel ceramides from the fungus Lactarium volemus.[Pubmed:11575969]

J Nat Prod. 2001 Sep;64(9):1246-8.

Two novel ceramides, lactariamides A (N-2'-hydroxytetracosanoyl-2-amino-3,4-epoxyoctadecan-1-ol (1)) and B ((4E,8E)-N-2'-hydroxyoctadecanoyl-2-amino-9-methyl-4,8-octadecadine-1,3-diol (2)), were isolated from the fungus Lactarium volemus, together with a known compound, Cerebroside D (3). Their structures were determined on the basis of chemical evidence and spectral methods.

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