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26-Deoxycimicifugoside

CAS# 214146-75-5

26-Deoxycimicifugoside

2D Structure

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Quality Control of 26-Deoxycimicifugoside

3D structure

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26-Deoxycimicifugoside

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Chemical Properties of 26-Deoxycimicifugoside

Cas No. 214146-75-5 SDF Download SDF
PubChem ID 72941763 Appearance Powder
Formula C37H54O10 M.Wt 658.8
Type of Compound Triterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
SMILES CC1CC2(C3C(O3)(CO2)C)OC4C1C5(C(CC67CC68CCC(C(C8CC=C7C5(C4)C)(C)C)OC9C(C(C(CO9)O)O)O)OC(=O)C)C
Standard InChIKey PBKJAWKRZRAQQO-YTGDHQJGSA-N
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 26-Deoxycimicifugoside

The rhizoma of Cimicifuga foetida L.

Biological Activity of 26-Deoxycimicifugoside

Description26-Deoxycimicifugoside is a natural product from Cimicifuga foetida L.
In vitro

Cycloartane Triterpenoid Saponins from Cimicifuga foetida and Their Cytotoxic Activity[Reference: WebLink]

Periodical of Ocean University of China, 2014 , 44 (11) :74-80.


METHODS AND RESULTS:
Fifteen cycloartane saponins(1-15)were isolated from EtOAc fraction of EtOH extracts of the C.foetidarhizoma using silicon chromatography methods.And comparison their spectroscopic data with those of literatures allowed these compounds to be identified as 25-anhydrocimigenol-3-O-β-D-xylopyranoside(1),25-O-acetyl-cimigenol-3-O-β-D-xylopyranoside(2),25-O-acetyl-7,8-didehydrocimigenol-3-O-β-D-xylopyranoside(3),25-O-acetyl-cimigenol-3-O-α-L-arabinopyranoside(4),asiaticoside A(5),asiaticoside B(6),isocimipodocarpaside(7),cimicidanol(8),26-Deoxyactein(9),cimigenol-3-O-β-D-xylopyranoside(10),24-O-acetylisodahurinol-3-O-β-D-xylopyranoside(11),23-O-acetylshengmanol-3-O-β-D-xylopyranoside(12),26-Deoxycimicifugoside(13),cimicifugoside H-1(14),and cimicifugoside H-2(15).
CONCLUSIONS:
Compound 6 was isolated from this genus for the first time,and compounds 3,7and 11 were firstly isolated from the species. Additionally,compounds 2-6 showed potent cytotoxicities against the selected HeLa and MCF-7cancer cell lines with IC50 values ranging from 7.25-23.61μM.The present research further enriches chemodiveristy of the traditional medicine of C.foetida,and provides the potential structure activity relationship.

Protocol of 26-Deoxycimicifugoside

Structure Identification
Spectrochim Acta A Mol Biomol Spectrosc. 2012 Jul;93:10-8.

One new and six known triterpene xylosides from Cimicifuga racemosa: FT-IR, Raman and NMR studies and DFT calculations.[Pubmed: 22465763 ]

One new and six known triterpene xylosides were isolated from Cimicifuga racemosa (black cohosh, Actaea racemosa).
METHODS AND RESULTS:
The structure of a new compound, designated as isocimipodocarpaside (1), was established to be (24S)-3β-hydroxy-24,25-oxiirane-16,23-dione-9,10-seco-9,19-cyclolanost-1(10),7(8),9(11)-trien 3-O-β-d-xylopyranoside, by means of (1)H and (13)C NMR, IR and Raman spectroscopies and Mass Spectrometry. The six known compounds are: 23-epi-26-Deoxycimicifugoside (2), 23-epi-26-deoxyactein (3), 25-anhydrocimigenol xyloside (4), 23-O-acetylshengmanol xyloside (5), 25-O-acetylcimigenol xyloside (6) and 3'-O-acetylcimicifugoside H-1 (7). On the basis of NMR data supported by DFT calculations of NMR shielding constants of (2), its structure, previously described as 26-Deoxycimicifugoside was corrected and determined as 23-epi-26-Deoxycimicifugoside.
CONCLUSIONS:
The (13)C CPMAS NMR spectra of the studied compounds (1)-(7) provided data on their solid-state interactions. The IR and Raman spectra in the CO, CC, and CH stretching vibration regions clearly discriminate different triterpenes found in C. racemosa.

26-Deoxycimicifugoside Dilution Calculator

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26-Deoxycimicifugoside Molarity Calculator

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Preparing Stock Solutions of 26-Deoxycimicifugoside

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.5179 mL 7.5896 mL 15.1791 mL 30.3582 mL 37.9478 mL
5 mM 0.3036 mL 1.5179 mL 3.0358 mL 6.0716 mL 7.5896 mL
10 mM 0.1518 mL 0.759 mL 1.5179 mL 3.0358 mL 3.7948 mL
50 mM 0.0304 mL 0.1518 mL 0.3036 mL 0.6072 mL 0.759 mL
100 mM 0.0152 mL 0.0759 mL 0.1518 mL 0.3036 mL 0.3795 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 26-Deoxycimicifugoside

One new and six known triterpene xylosides from Cimicifuga racemosa: FT-IR, Raman and NMR studies and DFT calculations.[Pubmed:22465763]

Spectrochim Acta A Mol Biomol Spectrosc. 2012 Jul;93:10-8.

One new and six known triterpene xylosides were isolated from Cimicifuga racemosa (black cohosh, Actaea racemosa). The structure of a new compound, designated as isocimipodocarpaside (1), was established to be (24S)-3beta-hydroxy-24,25-oxiirane-16,23-dione-9,10-seco-9,19-cyclolanost-1(10),7 (8),9(11)-trien 3-O-beta-d-xylopyranoside, by means of (1)H and (13)C NMR, IR and Raman spectroscopies and Mass Spectrometry. The six known compounds are: 23-epi-26-Deoxycimicifugoside (2), 23-epi-26-deoxyactein (3), 25-anhydrocimigenol xyloside (4), 23-O-acetylshengmanol xyloside (5), 25-O-acetylcimigenol xyloside (6) and 3'-O-acetylcimicifugoside H-1 (7). On the basis of NMR data supported by DFT calculations of NMR shielding constants of (2), its structure, previously described as 26-Deoxycimicifugoside was corrected and determined as 23-epi-26-Deoxycimicifugoside. The (13)C CPMAS NMR spectra of the studied compounds (1)-(7) provided data on their solid-state interactions. The IR and Raman spectra in the CO, CC, and CH stretching vibration regions clearly discriminate different triterpenes found in C. racemosa.

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