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ent-Atisane-3beta,16alpha,17-triol

CAS# 115783-44-3

ent-Atisane-3beta,16alpha,17-triol

2D Structure

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Quality Control of ent-Atisane-3beta,16alpha,17-triol

3D structure

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ent-Atisane-3beta,16alpha,17-triol

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Chemical Properties of ent-Atisane-3beta,16alpha,17-triol

Cas No. 115783-44-3 SDF Download SDF
PubChem ID 12094074 Appearance Powder
Formula C20H34O3 M.Wt 322.5
Type of Compound Diterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (1S,4S,6R,9S,10R,12S,13S)-13-(hydroxymethyl)-5,5,9-trimethyltetracyclo[10.2.2.01,10.04,9]hexadecane-6,13-diol
SMILES CC1(C2CCC34CCC(CC3C2(CCC1O)C)C(C4)(CO)O)C
Standard InChIKey MGZCTUDLVVCKCA-LDEAWATRSA-N
Standard InChI InChI=1S/C20H34O3/c1-17(2)14-5-9-19-8-4-13(20(23,11-19)12-21)10-15(19)18(14,3)7-6-16(17)22/h13-16,21-23H,4-12H2,1-3H3/t13-,14+,15-,16+,18+,19+,20+/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 ent-Atisane-3beta,16alpha,17-triol

The roots of Euphorbia fischeriana.

Biological Activity of ent-Atisane-3beta,16alpha,17-triol

DescriptionStandard reference
In vitro

Diterpenes and triterpenes from the roots of Euphorbia fischeriana.[Reference: WebLink]

Chinese Journal of Natural Medicines,2010,8(2):101-3.

To investigate the OFRs scavenging activities of homoisoflavonoids from the fibrous root of Ophiopogon japonicus.
METHODS AND RESULTS:
The scavenging effect of homoisoflavonoids isolated from O.japonicus extracts was examined on superoxide anion(O2·-),hydroxyl radical(·OH),and hydrogen peroxide(H2O2) by chemiluminescence.Ten homoisoflavonoids were obtained from O.japonicus extracts.They were identified as methylophiopogonanone A(1),methylophiopogonanone B(2),ophiopogonanone A(3),Ophiopogonanone E(4),5,7-dihydroxy-6,8-dimethyl-3-(4'-hydroxy-3',5'-methoxybenzyl) chroman-4-one(5),methylophiopogonone A(6),methylophiopogonone B(7),desmethylisoophiopogonone B(8),5,7,2'-trihydroxy-8-methyl-3-(3',4'-methylenedioxybenzyl) chromone(9) and 5,7,2'-trihydroxy-6,8-dimethyl-3-(3',4'-methylenedioxybenzyl) chromone(10).
CONCLUSIONS:
Compounds 8 and 9 were firstly isolated from O.japonicus.The majority of homoisoflavonoids could scavenge ·OH and H2O2 in vitro to a certain extent,and their bioactivities should be related with the respective structures.

ent-Atisane-3beta,16alpha,17-triol Dilution Calculator

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Preparing Stock Solutions of ent-Atisane-3beta,16alpha,17-triol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.1008 mL 15.5039 mL 31.0078 mL 62.0155 mL 77.5194 mL
5 mM 0.6202 mL 3.1008 mL 6.2016 mL 12.4031 mL 15.5039 mL
10 mM 0.3101 mL 1.5504 mL 3.1008 mL 6.2016 mL 7.7519 mL
50 mM 0.062 mL 0.3101 mL 0.6202 mL 1.2403 mL 1.5504 mL
100 mM 0.031 mL 0.155 mL 0.3101 mL 0.6202 mL 0.7752 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 ent-Atisane-3beta,16alpha,17-triol

Cytotoxic diterpenoids from the roots of Euphorbia ebracteolata.[Pubmed:15856412]

Planta Med. 2005 Apr;71(4):349-54.

Three new diterpenoids, yuexiandajisu D (1), E (2) and F were isolated from the roots of Euphorbia ebracteolata, along with eight known diterpenoids, jolkinolide B (4), jolkinolide A, ent-11alpha-hydroxyabieta-8(14),13(15)-dien-16,12alpha-olide (6), ent-(13S)-hydroxyatis-16-ene-3,14-dione, ent-3beta,(13S)-dihydroxyatis-16-en-14-one, ent-3-oxokaurane-16alpha,17-diol, ent-16alpha,17-dihydroxyatisan-3-one and ent-Atisane-3beta,16alpha,17-triol. The structures of all compounds were deduced using spectroscopic methods and confirmed for 1 and 2 by single-crystal X-ray diffraction. A biogenetic pathway for the formation of 1 and 2 is proposed briefly. Cytotoxic activities were evaluated against ANA-1, B 16 and Jurkat tumor cells. Jolkinolide B (4) displayed modest activity on ANA-1, B 16 and Jurkat tumor cells with IC50 values 4.46 x 10(-2), 4.48 x 10(-2), 6.47 x 10(-2) microM, and ent-11alpha-hydroxyabieta-8(14),13(15)-dien-16,12alpha-olide (6) showed significant activity against ANA-1 and Jurkat cells with IC50 values 7.12 x 10(-3) and 1.79 x 10(-2) microM. Compound 1 was found to be slightly active against ANA-1 cells with an IC50 value 2.88 x 10(-1)microM. Structure-activity relationships of isolated compounds are also discussed.

New Diterpenoids from Euphorbia sieboldiana.[Pubmed:17226204]

Planta Med. 1991 Dec;57(6):569-71.

From the acetone extract of roots of EUPHORBIA SIEBOLDIANA, three known diterpenes, ent-Atisane-3beta,16alpha,17-triol ( 1), ingenol ( 4), and helioscopinolide A ( 5) as well as two new diterpenes, 3beta- O-acetyl- ENT-atisane-16alpha,17-diol ( 2), and ingenol-20-palmitate ( 3) were isolated. Their structures were elucidated by spectroscopic methods and chemical transformations.

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