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ent-16alpha,17-Dihydroxyatisan-3-one
ent-16alpha,17-Dihydroxyatisan-3-one
ChemFaces products have been cited in many studies from excellent and top scientific journals
Product Name ent-16alpha,17-Dihydroxyatisan-3-one
Price:
CAS No.: 112523-91-8
Catalog No.: CFN96312
Molecular Formula: C20H32O3
Molecular Weight: 320.5 g/mol
Purity: >=98%
Type of Compound: Diterpenoids
Physical Desc.: Powder
Source: The herbs of Euphorbia Antiquorum.
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download: COA    MSDS
Similar structural: Comparison (Web)
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Biological Activity
Description: ent-16alpha,17-Dihydroxyatisan-3-one and ent-16alpha,17-dihydroxykauran-3-one have apoptosis induction activities on L5178 human MDR1 gene-transfected mouse lymphoma cells.
Targets: P-gp
In vitro:
Anticancer Res. 2009 Nov;29(11):4467-72.
Multidrug resistance modulation and apoptosis induction of cancer cells by terpenic compounds isolated from Euphorbia species.[Pubmed: 20032393]
One of the most promising strategies to overcome multidrug resistance (MDR) is to use compounds that can modulate P-glycoprotein and restore the cytotoxicity of anticancer drugs. Furthermore, the search for compounds that regulate and overcome apoptosis deficiency of cancer cells is also of great therapeutic importance.
METHODS AND RESULTS:
Seven known pentacyclic triterpenes and one steroid were isolated from Euphorbia lagascae methanolic extracts and identified by physical and spectroscopic methods. These compounds, together with eleven terpenoids previously isolated from Euphorbia lagascae and E. tuckeyana were tested for their MDR-reversing and/or apoptosis induction activities by flow cytometry on L5178 human MDR1 gene-transfected mouse lymphoma cells. Four taraxastane-type triterpenes: 21alpha-hydroxytaraxasterol, 21alpha-hydroxytaraxasterol acetate, 3beta,30-dihydroxy-20(21)-taraxastene and 3beta-hydroxy-20-taraxasten-30-al, and two steroids: stigmastane-3,6-dione and ergosterol peroxide exhibited a significant MDR-Pgp modulation activity. Some aspects of structure-activity relationships are discussed.
CONCLUSIONS:
Regarding apoptosis induction, the most significant results were obtained for the polycyclic diterpenes ent-16alpha,17-dihydroxykauran-3-one and ent-16alpha,17-Dihydroxyatisan-3-one.
ent-16alpha,17-Dihydroxyatisan-3-one Description
Source: The herbs of Euphorbia Antiquorum.
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage: Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com

After receiving: The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
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Recently, ChemFaces products have been cited in many studies from excellent and top scientific journals

Cell. 2018 Jan 11;172(1-2):249-261.e12.
doi: 10.1016/j.cell.2017.12.019.
IF=36.216(2019)

PMID: 29328914

Cell Metab. 2020 Mar 3;31(3):534-548.e5.
doi: 10.1016/j.cmet.2020.01.002.
IF=22.415(2019)

PMID: 32004475

Mol Cell. 2017 Nov 16;68(4):673-685.e6.
doi: 10.1016/j.molcel.2017.10.022.
IF=14.548(2019)

PMID: 29149595

ACS Nano. 2018 Apr 24;12(4): 3385-3396.
doi: 10.1021/acsnano.7b08969.
IF=13.903(2019)

PMID: 29553709

Nature Plants. 2016 Dec 22;3: 16206.
doi: 10.1038/nplants.2016.205.
IF=13.297(2019)

PMID: 28005066

Sci Adv. 2018 Oct 24;4(10): eaat6994.
doi: 10.1126/sciadv.aat6994.
IF=12.804(2019)

PMID: 30417089
Calculate Dilution Ratios(Only for Reference)
1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.1201 mL 15.6006 mL 31.2012 mL 62.4025 mL 78.0031 mL
5 mM 0.624 mL 3.1201 mL 6.2402 mL 12.4805 mL 15.6006 mL
10 mM 0.312 mL 1.5601 mL 3.1201 mL 6.2402 mL 7.8003 mL
50 mM 0.0624 mL 0.312 mL 0.624 mL 1.248 mL 1.5601 mL
100 mM 0.0312 mL 0.156 mL 0.312 mL 0.624 mL 0.78 mL
* Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
Protocol
Structure Identification:
Journal of Kunming University of Science and Technology(Natural Science Edition),2013,38(6):93-5.
Diterpenoids from Euphorbia Antiquorum.[Reference: WebLink]

METHODS AND RESULTS:
By the means of chromatographic methods and spectroscopic evidences,6 known compounds were isolated and identified from the EtOAc extract of E. antiquorum. Their structures were identified respectively as 13β-hydroxy-3,15-dioxoatis-16-ene( 1),ent-16α,17-dihydroxykauran-3-one( 2),ent-16α, 17-dihydroxyatisan-3-one(ent-16alpha,17-Dihydroxyatisan-3-one,3),ent-3β( 13S),17-dihydroxyatisan-16-en-14-one( 4),6,7,8-trimethoxyl-coumarin( 5),and β-sitosterol( 6).
CONCLUSIONS:
Compounds 1-4 were ent-kaurane or atisane diterpenoids,which were isolated from this plant for the first time.
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