A metabolite of ginsenoside Rb1 with diverse biological activity
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Ginsenoside CK

Item No. 29926

Technical Information
Formal Name
(3β,12β)-3,12-dihydroxydammar-24-en-20-yl, β-D-glucopyranoside
CAS Number
39262-14-1
Synonyms
  • Ginsenoside Compound K
  • Ginsenoside IH901
Molecular Formula
C36H62O8
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 10 mg/mlDMSO: 10 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml
SMILES
O[C@H]1[C@@]2([H])[C@](CC[C@]2([H])[C@@](CC/C=C(C)/C)(C)O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)(C)[C@]4(C)CC[C@]5([H])[C@@](CC[C@H](O)C5(C)C)(C)[C@@]4([H])C1
InChi Code
InChI=1S/C36H62O8/c1-20(2)10-9-14-36(8,44-31-30(42)29(41)28(40)23(19-37)43-31)21-11-16-35(7)27(21)22(38)18-25-33(5)15-13-26(39)32(3,4)24(33)12-17-34(25,35)6/h10,21-31,37-42H,9,11-19H2,1-8H3/t21-,22+,23+,24-,25+,26-,27-,28+,29-,30+,31-,33-,34+,35+,36-/m0/s1
InChi Key
FVIZARNDLVOMSU-IRFFNABBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Ginsenoside CK is a metabolite of the saponin ginsenoside Rb1 (Item No. 15319) that has diverse biological activities.1,2,3,4 Ginsenoside CK is formed from ginsenoside Rb1 via intestinal bacterial exo-β-D-glucosidase.1 It reduces protein levels of matrix metalloproteinase-2 (MMP-2) and pro-MMP-9 in, and inhibits growth, adhesion, and invasion of, MHCC97-H human hepatocellular carcinoma cells (HCCs) when used at concentrations of 50 and 75 µM.2 It inhibits metastasis in an MHCC97-H mouse xenograft model but does not reduce tumor growth. Ginsenoside CK reduces the percentage of memory B cells in the spleen, the number of swollen joints, and lymph node hyperplasia in an adjuvant-induced model of rheumatoid arthritis.3 It increases the activity of pSer9-glycogen synthase kinase and insulin degrading enzyme (IDE) and reduces the accumulation of amyloid-β (1-42) (Aβ42; Item No. 20574) in the rat hippocampal CA1 and CA3 regions in a model of vascular dementia induced by chronic cerebral hypofusion.4 It also increases the percentage of time spent in the target quadrant of the Morris water maze when administered at doses of 100 and 200 mg/kg in the same model.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jung, I.-H., Lee, J.H., Hyun, Y.-J., et alMetabolism of ginsenoside Rb1 by human intestinal microflora and cloning of Its metabolizing β-D-glucosidase from Bifidobacterium longum H-1. Biol. Pharm. Bull. 35(4), 573-581 (2012).

    2. Ming, Y., Z., C., Chen, L., et alGinsenoside compound K attenuates metastatic growth of hepatocellular carcinoma, which Is associated with the translocation of nuclear factor-κB p65 and reduction of matrix metalloproteinase-2/9. Planta Med. 77(5), 428-433 (2011).

    3. Chen, J., Wang, Q., Wu, H., et alThe ginsenoside metabolite compound K exerts its anti-inflammatory activity by downregulatingmemory B cell in adjuvant-induced arthritis. Pharm. Biol. 54(7), 1280-1288 (2016).

    4. Zong, W., Zeng, X., Chen, S., et alGinsenoside compound K attenuates cognitive deficits in vascular dementia rats by reducing the Aβ deposition. J. Pharmacol. Sci. 139(3), 223-230 (2019).