A saponin angiogensis inhibitor
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Isomer(s)
23435Ginsenoside F2
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20(R)-Ginsenoside Rg3

Item No. 24978

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
12β,20R-dihydroxydammar-24-en-3β-yl 2-O-β-D-glucopyranosyl-β-D-glucopyranoside
CAS Number
38243-03-7
Synonyms
  • 20(R)-Propanaxadiol
Molecular Formula
C42H72O13
Formula Weight
785.0
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Ethanol: slightly soluble
SMILES
O[C@H]1[C@@]2([H])[C@](CC[C@]2([H])[C@](CC/C=C(C)/C)(C)O)(C)[C@]3(C)CC[C@]4([H])[C@@](CC[C@H](O[C@]5([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O[C@@]6([H])[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O6)C4(C)C)(C)[C@@]3([H])C1
InChi Code
InChI=1S/C42H72O13/c1-21(2)10-9-14-42(8,51)22-11-16-41(7)29(22)23(45)18-27-39(5)15-13-28(38(3,4)26(39)12-17-40(27,41)6)54-37-35(33(49)31(47)25(20-44)53-37)55-36-34(50)32(48)30(46)24(19-43)52-36/h10,22-37,43-51H,9,11-20H2,1-8H3/t22-,23+,24+,25+,26-,27+,28-,29-,30+,31+,32-,33-,34+,35+,36-,37-,39-,40+,41+,42+/m0/s1
InChi Key
RWXIFXNRCLMQCD-CZIWJLDFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    20(R)-Ginsenoside Rg3 is a saponin that has been found in P. ginseng and inhibits angiogenesis.1 20(R)-Ginsenoside Rg3 (0.001-1 μM) dose-dependently reduces proliferation, capillary tube branching, and the expression of matrix metalloproteinase-9 (MMP-9) and MMP-2 in human umbilical vein endothelial cells (HUVECs). It reduces tumor cell invasion of MM1 rat hepatoma, B16FE7 mouse melanoma, OC-10 human lung carcinoma, and PSN-1 human pancreatic adenocarcinoma cells in vitro by 89, 73.7, 84.2, and 59.1%, respectively, when used at a concentration of 25 µM.2 However, it does not inhibit the proliferation of MM1 cells when used at concentrations ranging from 1.6 to 64 µM. 20(R)-Ginsenoside Rg3 (20 mg/kg) reduces tumor volume, increases the tumor necrosis rate by approximately 16%, and increases survival in a human Lewis lung carcinoma mouse xenograft model.3 It also reduces the total number of B16-BL6 melanoma cell and 26-M3.1 colon carcinoma cell lung colonies in mice by 27 and 51%, respectively, when administered at a dose of 100 µg.4 Topical administration of 20(R)-ginsenoside Rg3 (0.05% w/v) reduces ear thickness by 47.5% compared with control animals in a mouse model of oxazolone-induced contact dermatitis and reduces expression of COX-2, IL-4, IL-1, IFN, and TNF mRNA by greater than 25%.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yue, P.Y., Wong, D.Y., Wu, P.K., et al. The angiosuppressive effects of 20(R)- ginsenoside Rg3. Biochem. Pharmacol. 72(4), 437-445 (2006).

    2. Shinkai, K., Akedo, H., Mukai, M., et al. Inhibition of in vitro tumor cell invasion by ginsenoside Rg3. Jpn. J. Cancer Res. 87(4), 357-362 (1996).

    3. Liu, T.G., Huang, Y., Cui, D.D., et al. Inhibitory effect of ginsenoside Rg3 combined with gemcitabine on angiogenesis and growth of lung cancer in mice. BMC Cancer 9, 250 (2009).

    4. Mochizuki, M., Yoo, Y.C., Matsuzawa, K., et al. Inhibitory effect of tumor metastasis in mice by saponins, ginsenoside-Rb2, 20(R)- and 20(S)-ginsenoside-Rg3, of red ginseng. Biol. Pharm. Bull. 18(9), 1197-1202 (1995).

    5. Bae, E.A., Han, M.J., Shin, Y.W., et al. Inhibitory effects of Korean red ginseng and its genuine constituents ginsenosides Rg3, Rf, and Rh2 in mouse passive cutaneous anaphylaxis reaction and contact dermatitis models. Biol. Pharm. Bull. 29(9), 1862-1867 (2006).