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Cimiracemoside C

Cat No.:V31175 Purity: ≥98%
Cimiracemoside C is an active ingredient in Cimicifuga that activates/agonizes AMPK and has anti-diabetic potential.
Cimiracemoside C
Cimiracemoside C Chemical Structure CAS No.: 256925-92-5
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
100mg
Other Sizes
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Product Description
Cimiracemoside C is an active ingredient in Cimicifuga that activates/agonizes AMPK and has anti-diabetic potential.
Cimiracemoside C (Cimicifugoside M) is an active component of Cimicifuga racemosa (black cohosh). It activates AMPK (AMP-activated protein kinase) and has potential anti-diabetic activity. It is a triterpene glycoside with a molecular weight of 620.81.
Biological Activity I Assay Protocols (From Reference)
Targets
The primary target of Cimiracemoside C is AMPK (AMP-activated protein kinase). It acts as an AMPK agonist/activator. By activating AMPK, it influences cellular energy homeostasis and may exert anti-diabetic effects.
ln Vitro
In cell-free systems, Cimiracemoside C's activity is assessed by its ability to directly activate AMPK. This is typically measured using an in vitro kinase assay where the compound's effect on AMPK phosphorylation and activity is determined. It activates AMPK. Cellular assays are performed to evaluate Cimiracemoside C's effect on AMPK activation and downstream signaling. Cells are treated with the compound, and the phosphorylation of AMPK and its downstream targets (e.g., ACC) is measured by Western blot. Its effects on glucose uptake and lipid metabolism are also assessed.
ln Vivo
Cimiracemoside C has been shown to reduce body weight in studies with Cimicifuga racemosa extract Ze 450, which contains this compound. This suggests potential in vivo activity related to metabolic regulation, consistent with its AMPK-activating properties.
Enzyme Assay
In vitro AMPK activation assays use purified AMPK enzyme. The compound is incubated with AMPK and its substrate (e.g., SAMS peptide) in the presence of ATP. The incorporation of phosphate into the substrate is measured using radioactive or fluorescence-based methods to determine the compound's EC50.
Cell Assay
Cell-based assays are conducted in hepatocytes or muscle cells. Cells are treated with Cimiracemoside C, and AMPK phosphorylation (p-AMPK) is measured by Western blot. The expression of genes involved in glucose and lipid metabolism is analyzed by qPCR to confirm AMPK pathway activation.
Animal Protocol
In vivo studies have been performed using Cimicifuga racemosa extracts containing Cimiracemoside C. These studies have shown significant reduction in body weight in animal models. However, the specific contribution of Cimiracemoside C to these effects needs further validation.
ADME/Pharmacokinetics
Pharmacokinetic data for Cimiracemoside C is not well-characterized. As a glycoside, its oral bioavailability may be limited due to poor absorption and potential metabolism by gut microbiota. Its physicochemical properties (LogP 5.82) suggest high lipophilicity.
Toxicity/Toxicokinetics
The toxicological profile of Cimiracemoside C is not fully established. It is generally considered safe for research purposes. As a component of black cohosh, it may share some of the herb's safety concerns, though isolated compounds are typically used at lower concentrations.
References

[1]. Antidiabetic effects of the Cimicifuga racemosa extract Ze 450 in vitro and in vivo in ob/ob mice. Phytomedicine. 2014 Sep 25;21(11):1382-9.

Additional Infomation
Cimiracemoside C has been reported in white cohosh (Actaea dahurica), high cohosh (Actaea elata), and other organisms with relevant data. See also: black cohosh (partial).
Cimiracemoside C is a research compound with potential anti-diabetic activity. It is a valuable tool for studying the AMPK signaling pathway and its role in metabolic diseases. It is not an approved drug and is for research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C35H56O9
Molecular Weight
620.8138
Exact Mass
620.392
CAS #
256925-92-5
PubChem CID
15541911
Appearance
White to off-white solid powder
Density
1.3±0.1 g/cm3
Boiling Point
740.3±60.0 °C at 760 mmHg
Melting Point
258-260℃
Flash Point
401.5±32.9 °C
Vapour Pressure
0.0±5.5 mmHg at 25°C
Index of Refraction
1.607
LogP
5.82
Hydrogen Bond Donor Count
5
Hydrogen Bond Acceptor Count
9
Rotatable Bond Count
3
Heavy Atom Count
44
Complexity
1210
Defined Atom Stereocenter Count
17
SMILES
C[C@@H]1C[C@@H]2[C@H](O[C@]3([C@H]1[C@]4(CC[C@@]56C[C@@]57CC[C@@H](C([C@@H]7CC[C@H]6[C@@]4([C@H]3O)C)(C)C)O[C@H]8[C@@H]([C@H]([C@H](CO8)O)O)O)C)O2)C(C)(C)O
InChi Key
BTPYUWOBZFGKAI-BKJHYQRZSA-N
InChi Code
InChI=1S/C35H56O9/c1-17-14-19-26(30(4,5)40)44-35(43-19)25(17)31(6)12-13-34-16-33(34)11-10-22(42-27-24(38)23(37)18(36)15-41-27)29(2,3)20(33)8-9-21(34)32(31,7)28(35)39/h17-28,36-40H,8-16H2,1-7H3/t17-,18+,19-,20+,21+,22+,23+,24-,25-,26+,27+,28-,31-,32-,33-,34+,35+/m1/s1
Chemical Name
(2S,3R,4S,5S)-2-[[(1S,2R,3S,4R,7R,9S,12R,14S,17R,18R,19R,21R,22S)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-9-yl]oxy]oxane-3,4,5-triol
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~5 mg/mL (~8.05 mM)
H2O : < 0.1 mg/mL
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 0.5 mg/mL (0.81 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 5.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

Solubility in Formulation 2: ≥ 0.5 mg/mL (0.81 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 5.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.6108 mL 8.0540 mL 16.1080 mL
5 mM 0.3222 mL 1.6108 mL 3.2216 mL
10 mM 0.1611 mL 0.8054 mL 1.6108 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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