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Daturataturin A

CAS# 133360-51-7

Daturataturin A

Catalog No. BCN6179----Order now to get a substantial discount!

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Daturataturin A:5mg Please Inquire In Stock
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Quality Control of Daturataturin A

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Chemical structure

Daturataturin A

3D structure

Chemical Properties of Daturataturin A

Cas No. 133360-51-7 SDF Download SDF
PubChem ID 14825627 Appearance Powder
Formula C34H48O10 M.Wt 616.8
Type of Compound Steroids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (2R)-2-[(1S)-1-[(7S,8S,9S,10R,13R,14S,17R)-7-hydroxy-10,13-dimethyl-1-oxo-4,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]ethyl]-4-methyl-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3-dihydropyran-6-one
SMILES CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3C(C=C5C4(C(=O)C=CC5)C)O)C)COC6C(C(C(C(O6)CO)O)O)O
Standard InChIKey FYXDMSFPWCORTF-UWOSJZGMSA-N
Standard InChI InChI=1S/C34H48O10/c1-16-12-24(43-31(41)19(16)15-42-32-30(40)29(39)28(38)25(14-35)44-32)17(2)20-8-9-21-27-22(10-11-33(20,21)3)34(4)18(13-23(27)36)6-5-7-26(34)37/h5,7,13,17,20-25,27-30,32,35-36,38-40H,6,8-12,14-15H2,1-4H3/t17-,20+,21-,22-,23+,24+,25+,27-,28+,29-,30+,32+,33+,34-/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 Daturataturin A

The herbs of Datura tatura

Biological Activity of Daturataturin A

In vitro

New anti-inflammatory withanolides from the leaves of Datura metel L.[Pubmed: 24844203]

Steroids. 2014 Sep;87:26-34.


METHODS AND RESULTS:
Nine new withanolides, named daturafolisides A-I (1-9), along with six known compounds (22R)-27-hydroxy-7α-methoxy-1-oxowitha-3,5,24-trienolide-27-O-β-d-glucopyranoside, Daturataturin A, daturametelin J, daturataurin B, baimantuoluoside B, 12-deoxywithastramonolide (10-15), were isolated from the leaves of Datura metel L. The structures and absolute stereochemistry of these compounds were elucidated by means of spectroscopic methods including 1D and 2D NMR techniques, mass spectrometry and circular dichroism (CD) analyses. All isolates were evaluated for in vitro anti-inflammatory potential using LPS-stimulated RAW 264.7 murine macrophages.
CONCLUSIONS:
Among them, compounds 1, 2, 14, and 15 exhibited significant inhibition of nitrite production with values of IC50 at 20.9, 17.7, 17.8, and 18.4μM. Compounds 3, 4, 6, and 13 presented moderate inhibitory activities with values of IC50 at 59.0, 52.8, 71.2, and 53.1μM, while the rest compounds displayed weak suppressive effect.

Protocol of Daturataturin A

Structure Identification
Chem Biodivers. 2006 Feb;3(2):180-6.

Daturametelins H, I, and J: three new withanolide glycosides from Datura metel L.[Pubmed: 17193256]


METHODS AND RESULTS:
Three new withanolide glycosides named daturametelins H-J (1-3), together with two known ones, Daturataturin A (4) and 7,27-dihydroxy-1-oxowitha-2,5,24-trienolide (5), were isolated from the MeOH extract of the aerial parts of Datura metel L. (Solanaceae). Their structures were determined mainly by spectroscopic techniques including 2D-NMR (HMBC, HMQC, (1)H,(1)H-COSY, NOESY) and MS experiments. Compounds 1-5 were tested for their antiproliferative activity towards the human colorectal carcinoma (HCT-116) cell line.
CONCLUSIONS:
The nonglycosidic compound 5 exhibited the highest activity of the tested withanolides, with an IC(50) value of 3.2+/-0.2 microM (Table 3).

Daturataturin A Dilution Calculator

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Daturataturin A Molarity Calculator

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Preparing Stock Solutions of Daturataturin A

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.6213 mL 8.1064 mL 16.2127 mL 32.4254 mL 40.5318 mL
5 mM 0.3243 mL 1.6213 mL 3.2425 mL 6.4851 mL 8.1064 mL
10 mM 0.1621 mL 0.8106 mL 1.6213 mL 3.2425 mL 4.0532 mL
50 mM 0.0324 mL 0.1621 mL 0.3243 mL 0.6485 mL 0.8106 mL
100 mM 0.0162 mL 0.0811 mL 0.1621 mL 0.3243 mL 0.4053 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 Daturataturin A

New anti-inflammatory withanolides from the leaves of Datura metel L.[Pubmed:24844203]

Steroids. 2014 Sep;87:26-34.

Nine new withanolides, named daturafolisides A-I (1-9), along with six known compounds (22R)-27-hydroxy-7alpha-methoxy-1-oxowitha-3,5,24-trienolide-27-O-beta-d-glucopyr anoside, Daturataturin A, daturametelin J, daturataurin B, baimantuoluoside B, 12-deoxywithastramonolide (10-15), were isolated from the leaves of Datura metel L. The structures and absolute stereochemistry of these compounds were elucidated by means of spectroscopic methods including 1D and 2D NMR techniques, mass spectrometry and circular dichroism (CD) analyses. All isolates were evaluated for in vitro anti-inflammatory potential using LPS-stimulated RAW 264.7 murine macrophages. Among them, compounds 1, 2, 14, and 15 exhibited significant inhibition of nitrite production with values of IC50 at 20.9, 17.7, 17.8, and 18.4muM. Compounds 3, 4, 6, and 13 presented moderate inhibitory activities with values of IC50 at 59.0, 52.8, 71.2, and 53.1muM, while the rest compounds displayed weak suppressive effect.

Daturametelins H, I, and J: three new withanolide glycosides from Datura metel L.[Pubmed:17193256]

Chem Biodivers. 2006 Feb;3(2):180-6.

Three new withanolide glycosides named daturametelins H-J (1-3), together with two known ones, Daturataturin A (4) and 7,27-dihydroxy-1-oxowitha-2,5,24-trienolide (5), were isolated from the MeOH extract of the aerial parts of Datura metel L. (Solanaceae). Their structures were determined mainly by spectroscopic techniques including 2D-NMR (HMBC, HMQC, (1)H,(1)H-COSY, NOESY) and MS experiments. Compounds 1-5 were tested for their antiproliferative activity towards the human colorectal carcinoma (HCT-116) cell line. The nonglycosidic compound 5 exhibited the highest activity of the tested withanolides, with an IC(50) value of 3.2+/-0.2 microM (Table 3).

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