Cerevisterol

CAS# 516-37-0

Cerevisterol

2D Structure

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Quality Control of Cerevisterol

3D structure

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Cerevisterol

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Chemical Properties of Cerevisterol

Cas No. 516-37-0 SDF Download SDF
PubChem ID 10181133 Appearance Powder
Formula C28H46O3 M.Wt 430.7
Type of Compound Steroids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (3S,5R,6R,9S,10R,13R,14R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-1,2,3,4,6,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-3,5,6-triol
SMILES CC(C)C(C)C=CC(C)C1CCC2C1(CCC3C2=CC(C4(C3(CCC(C4)O)C)O)O)C
Standard InChIKey ARXHRTZAVQOQEU-BRVLHLJYSA-N
Standard InChI InChI=1S/C28H46O3/c1-17(2)18(3)7-8-19(4)22-9-10-23-21-15-25(30)28(31)16-20(29)11-14-27(28,6)24(21)12-13-26(22,23)5/h7-8,15,17-20,22-25,29-31H,9-14,16H2,1-6H3/b8-7+/t18-,19+,20-,22+,23-,24-,25+,26+,27+,28-/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 Cerevisterol

The fruit body of Ganoderma lucidum

Biological Activity of Cerevisterol

Description1. Cerevisterol is a cytotoxic steroid, can inhibit the activity of DNA polymerase alpha. 2. Cerevisterol can stimulate NGF-mediated neurite outgrowth on PC12 cells.
TargetsDNA/RNA Synthesis

Cerevisterol Dilution Calculator

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Cerevisterol Molarity Calculator

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Preparing Stock Solutions of Cerevisterol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.3218 mL 11.609 mL 23.218 mL 46.436 mL 58.045 mL
5 mM 0.4644 mL 2.3218 mL 4.6436 mL 9.2872 mL 11.609 mL
10 mM 0.2322 mL 1.1609 mL 2.3218 mL 4.6436 mL 5.8045 mL
50 mM 0.0464 mL 0.2322 mL 0.4644 mL 0.9287 mL 1.1609 mL
100 mM 0.0232 mL 0.1161 mL 0.2322 mL 0.4644 mL 0.5805 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 Cerevisterol

An antimicrobial diketopiperazine alkaloid and co-metabolites from an endophytic strain of Gliocladium isolated from Strychnos cf. toxifera.[Pubmed:22117164]

Nat Prod Res. 2012 Nov;26(21):2013-9.

From an endophytic strain of Gliocladium sp. isolated from the Amazonian plant Strychnos cf. toxifera, we obtained the diketopiperazine alkaloid cyclo-(glycyl-L-tyrosyl)-4,4-dimethylallyl ether (1), the steroids ergosterol (2), ergosterol peroxide (3), Cerevisterol (4) and the citric acid (5). The AcOEt extract of the fermented broth by Gliocladium sp. showed potent activity against the cancer cell lines MDA-MB435 (human breast cancer cells), HCT-8 (human colorectal cancer cells) and SF-295 (human glioblastoma cancer cells). Compound 1 exhibited a strong antimicrobial activity against Micrococcus luteus at a concentration of 43.4 microM.

Chemical constituents from Hericium erinaceus and their ability to stimulate NGF-mediated neurite outgrowth on PC12 cells.[Pubmed:26481911]

Bioorg Med Chem Lett. 2015 Nov 15;25(22):5078-82.

One new meroterpenoid, named hericenone K (11), along with 10 known compounds (1-10), ergosterol peroxide (1), Cerevisterol (2), 3beta,5alpha,9alpha-trihydroxy-ergosta-7,22-dien-6-one (3), inoterpene A (4), astradoric acid C (5), betulin (6), oleanolic acid (7), ursolic acid (8), hemisceramide (9), and 3,4-dihydro-5-methoxy-2-methyl-2-(4'-methyl-2'-oxo-3'-pentenyl)-9(7H)-oxo-2H-furo [3,4-h]benzopyran (10), was isolated from the fruiting bodies of the mushroom Hericium erinaceus. Their structures were characterized on the basis of spectroscopic methods, as well as through comparison with previously reported data. Compounds 3-6, 8, and 9 were isolated from Hericium species for the first time. Compounds 10 and 11 was suggested to be racemic by the CD spectrum data and specific rotations, which ware resolved by chiral HPLC into respective enantiomers. Compounds 1-3, (+/-)-10, (-)-10 and (+)-10 in the presence of NGF (20 ng/mL) exerted a significant increase in neurite-bearing cells.

[Chemical constituents from Dichotella gemmacea].[Pubmed:25095349]

Zhong Yao Cai. 2014 Feb;37(2):266-9.

OBJECTIVE: To study the chemical constituents from Dichotella gemmacea. METHODS: Chemical constituents were isolated by silica gel and Sephadex LH-20 column chromatography. The structures of the isolated compounds were elucidated through spectroscopic analysis. RESULTS: Eight compounds were identified as fragilide J(I), junceelldide D(II), junceellin A (IlI), juncin P(IV), dichotellides A (V), Cerevisterol (VI), 1,2-diphenyldiselane (VII) and 5H-pyrido[4,3-b] indole (VIII). CONCLUSION: Compounds VI, VII and VIII are isolated from Dichotella gemmacea for the first time.

Lucidenic acid O and lactone, new terpene inhibitors of eukaryotic DNA polymerases from a basidiomycete, Ganoderma lucidum.[Pubmed:10530954]

Bioorg Med Chem. 1999 Sep;7(9):2047-52.

Terpenoids, 1, 2 and 3, which selectively inhibit eukaryotic DNA polymerase activities, were isolated from the fruiting body of a basidiomycete, Ganoderma lucidum, and their structures were determined by spectroscopic analyses. New terpenes, lucidenic acid O (1) and lucidenic lactone (2), prevented not only the activities of calf DNA polymerase alpha and rat DNA polymerase beta, but also these of human immunodeficiency virus type 1 reverse transcriptase. Cerevisterol (3), which was reported to be a cytotoxic steroid, inhibited only the activity of DNA polymerase alpha. Although these compounds did not influence the activities of prokaryotic DNA polymerases and other DNA metabolic enzymes such as T7 RNA polymerase and deoxyribonuclease I.

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