Ginsenoside Rg3

SKU: G0220

Category: Phytochemicals

Synonyms: 20(S)-Ginsenoside-Rg3 , Rg3 , (3β,12β)-12,20-Dihydroxydammar-24-en-3-yl 2-O-β-D-glucopyranosyl-β-D-glucopyranoside; 14197-60-5
CAS-Number: C₄₂H₇₂O₁₃
Molecular Formula: 785.01
Molecular Weight

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥98% (HPLC)
Identity: 1H-NMR
Appearance: White to beige powder

Properties

Optical Activity: 15°±5° (c = 1 in methanol)
Solvents: DMSO (10 mg/ml), DMF (10 mg/ml), ethanol (15 mg/ml)

Downloads

Safety Data Sheet: CDX G0220 MSDS.pdf

Short Term Storage: RT
Use / Stability: Stable for at least 2 years after receipt when stored at +4°C.
Handling Advice: Protect from light and moisture.
Long Term Storage: +4°C
Shipping: AMBIENT

Transportation: Not dangerous goods

Description: Ginsenoside Rg3 is a panaxadiol found in white and red P. ginseng. Show a broad range of biological in vitro and in vivo effects, including anticancer, antidiabetic, neuroprotective, antioxidant, anti-hypertensive, and anti-inflammatory actions. The anticancer mechanisms include induction of apoptosis and autophagy, inhibition of proliferation, inhibition of metastasis and angiogenesis, cell cycle arrest, immunomodulatory effects, sensitization to radiation, reducing multidrug resistance and inducing genotoxicity to the cancer cells. Ginsenoside Rg3 has been shown to inhibit the 5-HT3A and α3β4 nACh receptors, the voltage-dependent Ca2+, K+, and Na+ channel currents. It is a scavenger of hydroxyl radicals and downregulated the expression of DNA methyltransferases, reducing global DNA methylation, modifying the methylation of the promoter region of some relevant genes in cancer. It enhances glucose-stimulated insulin secretion and activates AMPK. Ginsenoside Rg3 regulates NF-&kappa,B activity and suppresses the NLRP3 inflammasome activation through inhibition of its assembly.
InChi: 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
References: (1) M. Mochizuki, et al., Biol. Pharm. Bull. 18, 1197 (1995) , (2) N.D. Kim, et al., Eur. J. Pharmacol. 367, 41 (1999) , (3) H. Rhim, et al., Eur. J. Pharmacol. 436, 151 (2002) , (4) S. Kim, et al., BBRC 323, 416 (2004) , (5) Q. Zhang, et al., BBRC 342, 824 (2006) , (6) M.W. Park, et al., Biol. Pharm. Bull. 31, 748 (2008) , (7) J.T. Hwang, et al., Phytother. Res. 23, 262 (2009) , (8) J. Tian, et al., Phytother. Res. 23, 486 (2009) , (9) X. Wei, et al., Fitoterapia 83, 636 (2012) , (10) Y.M. Shin, et al., Mol. Biol. Rep. 40, 269 (2013) , (11) D.G. Kim, et al., Oncotarget 5, 4438 (2014) , (12) K.J. Son, et al., Immune Netw. 16, 75 (2016) , (13) H.Y. Sun, et al., Anticancer Res. 36, 4647 (2016) , (14) M. Sun, et al., Int. J. Mol. Med. 39, 507 (2017) (Review) , (15) I.S. Lee, et al., J. Immunol. Res. 2016, 7521601 (2016) , (16) L. Zhang, et al., Front. Pharmacol. 8, 113 (2017) , (17) M. Nakhjavani, et al., Medicines 6, E17 (2019) (Review) , (18) Y. Shi, et al., FASEB J. 34, 208 (2020)
InChi Key: RWXIFXNRCLMQCD-XRBUSOSMSA-N
Smiles: OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2O[C@H]3C(C)(C)[C@@](CC[C@]4(C)[C@]5([H])C[C@@H](O)[C@@]6([H])[C@]4(CC[C@@]6([C@@](C)(O)CC/C=C(C)/C)[H])C)([H])[C@]5(C)CC3)O1

Ginsenoside Rg3 is a panaxadiol found in white and red P. ginseng. Show a broad range of biological in vitro and in vivo effects, including anticancer, antidiabetic, neuroprotective, antioxidant, anti-hypertensive, and anti-inflammatory actions. The anticancer mechanisms include induction of apoptosis and autophagy, inhibition of proliferation, inhibition of metastasis and angiogenesis, cell cycle arrest, immunomodulatory effects, sensitization to radiation, reducing multidrug resistance and inducing genotoxicity to the cancer cells. Ginsenoside Rg3 has been shown to inhibit the 5-HT3A and α3β4 nACh receptors, the voltage-dependent Ca2+, K+, and Na+ channel currents. It is a scavenger of hydroxyl radicals and downregulated the expression of DNA methyltransferases, reducing global DNA methylation, modifying the methylation of the promoter region of some relevant genes in cancer. It enhances glucose-stimulated insulin secretion and activates AMPK. Ginsenoside Rg3 regulates NF-&kappa,B activity and suppresses the NLRP3 inflammasome activation through inhibition of its assembly.

SKU: G0220 Category: Phytochemicals

Additional information

Additional information

Synonyms	20(S)-Ginsenoside-Rg3, Rg3, (3β,12β)-12,20-Dihydroxydammar-24-en-3-yl 2-O-β-D-glucopyranosyl-β-D-glucopyranoside
Purity	≥98% (HPLC)
Appearance	White to beige powder
CAS-Number	14197-60-5
Molecular Formula	C42H72O13
Molecular Weight	785.01
Identity	1H-NMR
Solvents	DMSO (10 mg/ml), DMF (10 mg/ml), ethanol (15 mg/ml)
Optical Activity	15°±5° (c = 1 in methanol)
Smiles	OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2O[C@H]3C(C)(C)[C@@](CC[C@]4(C)[C@]5([H])C[C@@H](O)[C@@]6([H])[C@]4(CC[C@@]6([C@@](C)(O)CC/C=C(C)/C)[H])C)([H])[C@]5(C)CC3)O1
InChi Key	RWXIFXNRCLMQCD-XRBUSOSMSA-N
Shipping	AMBIENT
Short Term Storage	RT
Long Term Storage	+4°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at +4°C.
Transportation	Not dangerous goods
References	(1) M. Mochizuki, et al., Biol. Pharm. Bull. 18, 1197 (1995), (2) N.D. Kim, et al., Eur. J. Pharmacol. 367, 41 (1999), (3) H. Rhim, et al., Eur. J. Pharmacol. 436, 151 (2002), (4) S. Kim, et al., BBRC 323, 416 (2004), (5) Q. Zhang, et al., BBRC 342, 824 (2006), (6) M.W. Park, et al., Biol. Pharm. Bull. 31, 748 (2008), (7) J.T. Hwang, et al., Phytother. Res. 23, 262 (2009), (8) J. Tian, et al., Phytother. Res. 23, 486 (2009), (9) X. Wei, et al., Fitoterapia 83, 636 (2012), (10) Y.M. Shin, et al., Mol. Biol. Rep. 40, 269 (2013), (11) D.G. Kim, et al., Oncotarget 5, 4438 (2014), (12) K.J. Son, et al., Immune Netw. 16, 75 (2016), (13) H.Y. Sun, et al., Anticancer Res. 36, 4647 (2016), (14) M. Sun, et al., Int. J. Mol. Med. 39, 507 (2017) (Review), (15) I.S. Lee, et al., J. Immunol. Res. 2016, 7521601 (2016), (16) L. Zhang, et al., Front. Pharmacol. 8, 113 (2017), (17) M. Nakhjavani, et al., Medicines 6, E17 (2019) (Review), (18) Y. Shi, et al., FASEB J. 34, 208 (2020)
InChi	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
Quantity	5 mg, 25 mg, Bulk