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Ginsenoside CK

Ginsenoside CK Structure
CAS No.
39262-14-1
Chemical Name:
Ginsenoside CK
Synonyms
IH-901;CoMpoundCK;Ginsenoside K;Ginsenosinde CK;20S-Ginsenoside C;S-Ginsenoside C-K;GINSENOSIDE COMPOUND K(P);Compound K-Ginsenoside CK;Lappaconitine hydrochloride;Ginsenoside Compound K >=96% (HPLC)
CBNumber:
CB92332311
Molecular Formula:
C36H62O8
Molecular Weight:
622.88
MOL File:
39262-14-1.mol
Modify Date:
2024/7/19 19:28:24

Ginsenoside CK Properties

Melting point 181~183℃
Boiling point 723.1±60.0 °C(Predicted)
Density 1.19
solubility DMF: 10 mg/ml; DMSO: 10 mg/ml; DMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml
pka 12.94±0.70(Predicted)
form powder
color White
Stability Hygroscopic
InChIKey FVIZARNDLVOMSU-SFEJUJENNA-N
LogP 5.500 (est)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312+P330-P501
NFPA 704
0
2 0

Ginsenoside CK price More Price(1)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) SMB00348 Ginsenoside Compound K ≥96% (HPLC) 39262-14-1 5MG ₹18813.85 2022-06-14 Buy
Product number Packaging Price Buy
SMB00348 5MG ₹18813.85 Buy

Ginsenoside CK Chemical Properties,Uses,Production

Description

Ginsenoside compound K (C-K) is a metabolite of the protopanaxadiol-type saponins of Panax ginseng C.A. Meyer, has long been used to treat against the development of cancer, inflammation, allergies, and diabetes; C-K acts as a unique HUVEC migration inhibitor by regulating MMP expression, as well as the activity of SPHK1 and its related sphingolipid metabolites. C-K exhibits anti-inflammatory effects by reducing iNOS and COX-2, C-K exhibits an inhibition against the activity of CYP2C9 and CYP2A6 in human liver microsomes with IC50s of 32.0±3.6 μM and 63.6±4.2 μM, respectively. C-K promotes Aβ clearance by enhancing autophagy via the mTOR signaling pathway in primary astrocytes.

Uses

Ginsenoside C-K is reported to exhibit anti-wrinkle effects. Also, it potentiates tumor necrosis factor (TNF)-related apotosis-inducing ligand (TRAIL)-induced apotosis in HCT116 colon cancer.

General Description

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate.

Biochem/physiol Actions

Ginsenoside compound K (GCK, 20-O-beta-D-glucopyranosyl-20(S)-protopanaxadiol, C36H62O8, also known as M1, IH-901, Ginsenoside CK), belonging to tetracyclic dammarane-type triterpenoid saponins. Ginsenosides are poorly absorbed from the gut by oral administration. Still, their major intestinal bacterial metabolite GCK is absorbed, indicating that the in vivo action of ginsenosides oral administration is mediated by their intestinal bacterial metabolic component GCK. The various processes used for GCK synthesis include enzymatic use, microbial conversion, heating, mycelial fermentation, and metabolic engineering[1-3].

Mechanism of action

Mechanistically, Ginsenoside CK (CK) was found to inhibit hormone-independent breast cancer growth by decreasing cyclin D1 expression to induce G1 cycle arrest and induce apoptosis in MCF-7 human breast cancer cells by activating adenosine 5′-monophosphate (AMP)-activated protein kinase (AMPK) through the production of reactive oxygen species (ROS). High glutamine-addicted TNBC cells were particularly sensitive to CK treatment. Ginsenoside CK exerted antitumor activity against TNBC by suppressing glutamine consumption and glutamate production via downregulation of glutaminase 1 (GLS1) expression. CK treatment further decreased cellular ATP production, reduced the utilisation of amino acids associated with glutamine metabolism, and induced glutathione (GSH) depletion and reactive oxygen species (ROS) accumulation, consequently triggering apoptosis in TNBC. Furthermore, CK decreased GLS1 expression in SUM159 xenograft mouse mammary tumors and significantly inhibited tumor growth with few side effects[2].

References

[1] Anshul Sharma, Hae-Jeung Lee. “Ginsenoside Compound K: Insights into Recent Studies on Pharmacokinetics and Health-Promoting Activities.” Biomolecules (2020).
[2] Bo Zhang. “Ginsenoside CK induces apoptosis in triple-negative breast cancer cells by targeting glutamine metabolism.” Biochemical pharmacology 1 1 (2022): 115101.
[3] Mengshi Tang . “Ginsenoside compound K- a potential drug for rheumatoid arthritis.” Pharmacological research 166 (2021): Article 105498.

Ginsenoside CK Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 212)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
Shaanxi Cuikang Pharmaceutical Technology Co., Ltd +86-19164747840 +86-13119157289 China 2971 58 Inquiry
Chengdu GLP biotechnology Co Ltd 028-87075086 13350802083 CHINA 1824 58 Inquiry
Chengdu Biopurify Phytochemicals Ltd. +8618080483897 China 3777 58 Inquiry
Shaanxi Dideu Medichem Co. Ltd +86-29-81148696 +86-15536356810 China 2637 58 Inquiry
Shaanxi Haibo Biotechnology Co., Ltd +undefined18602966907 China 1000 58 Inquiry
Shanghai Daken Advanced Materials Co.,Ltd +86-371-66670886 China 16924 58 Inquiry
Hangzhou FandaChem Co.,Ltd. 008657128800458; +8615858145714 China 9337 55 Inquiry
BOC Sciences +1-631-485-4226 United States 19553 58 Inquiry
Chongqing Chemdad Co., Ltd +86-023-6139-8061 +86-86-13650506873 China 39916 58 Inquiry
CONIER CHEM AND PHARMA LIMITED +8618523575427 China 49391 58 Inquiry

Ginsenoside CK Spectrum

(20S)-20-(β-D-Glucopyranosyloxy)dammara-24-ene-3β,12β-diol (20S)-20-O-β-D-Glucopyranosylprotopanaxadiol 20-(β-D-Glucopyranosyloxy)-5α-dammara-24-ene-3β,12β-diol 20-(β-D-Glucopyranosyloxy)dammar-24-ene-3β,12β-diol IH-901 20(S)-Protopanaxadiol 20-O-D-glucopyranoside GINSENOSIDE COMPOUND K(P) b-D-Glucopyranoside, (3b,12b)-3,12-dihydroxydaMMar-24-en-20-yl S-Ginsenoside C-K 20S-Ginsenoside C CoMpoundCK Ginsenoside K Ginsenosinde CK Ginsenosidecompound K, 98%, from Panax ginseng C. A. Mey. (2S,3R,4S,5S,6R)-2-[(2S)-2-[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-3,12-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-en-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol (3b,12b)-3,12-Dihydroxydammar-24-en-20-yl b-D-glucopyranoside β-D-Glucopyranoside, (3β,12β)-3,12-dihydroxydammar-24-en-20-yl Ginsenoside Compound K >=96% (HPLC) Compound K-Ginsenoside CK (2S,3R,4S,5S,6R)-2-(((S)-2-((3S,5R,8R,9R,10R,12R,13R,14R,17S)-3,12-Dihydroxy-4,4,8,10,14-pentamethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)-6-methylhept-5-en-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (3beta,12beta)-3,12-dihydroxydammar-24-en-20-yl beta-D-glucopyranoside Lappaconitine hydrochloride Ginsenoside compound K|||Ginsenoside K 39262-14-1 chemical reagent pharmaceutical intermediate phytochemical reference standards from Chinese medicinal herbs (TCM). standardized herbal extract