Ginsenoside Rh2 | CAS#78214-33-2 | aldose reductase inhibitor

MedKoo Cat#: 540176 | Name: Ginsenoside Rh2

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Ginsenoside Rh2 is an aldose reductase inhibitor found in Panax. It also decreases ROS levels in keratinocytes, lowers levels of amyloid-β in Alzheimer's disease models, induces β-cell proliferation, inhibits osteoclastogenesis by suppressing RANKL-induced osteoclast differentiation.

Chemical Structure

Ginsenoside Rh2

CAS#78214-33-2

Theoretical Analysis

MedKoo Cat#: 540176

Name: Ginsenoside Rh2

CAS#: 78214-33-2

Chemical Formula: C36H62O8

Exact Mass: 622.4445

Molecular Weight: 622.88

Elemental Analysis: C, 69.42; H, 10.03; O, 20.55

Price and Availability

Size	Price	Availability
25mg	USD 250.00	2 Weeks
50mg	USD 450.00	2 Weeks
100mg	USD 750.00	2 Weeks

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Synonym

Ginsenoside Rh2; GinsenosideRh2; 20(S)-Ginsenoside Rh2; Ginsenoside-Rh2; 20(S)-Ginsenoside; 20S-GinsenosideRh2; 20S-Ginsenoside Rh2

IUPAC/Chemical Name

(2R,3R,4S,5S,6R)-2-(((3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-17-((S)-2-hydroxy-6-methylhept-5-en-2-yl)-4,4,8,10,14-pentamethylhexadecahydro-1H-cyclopenta[a]phenanthren-3-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

InChi Key

CKUVNOCSBYYHIS-IRFFNABBSA-N

InChi Code

InChI=1S/C36H62O8/c1-20(2)10-9-14-36(8,42)21-11-16-35(7)27(21)22(38)18-25-33(5)15-13-26(32(3,4)24(33)12-17-34(25,35)6)44-31-30(41)29(40)28(39)23(19-37)43-31/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

SMILES Code

O[C@H]1[C@@]2([H])[C@](CC[C@]2([H])[C@](O)(C)CC/C=C(C)/C)(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)C4(C)C)(C)[C@@]3([H])C1

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 622.88 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: You Z, Chen D, Wei Q, Zhao L, Xia J, Li D, Li J. [Ginsenoside Rh2 inhibits proliferation and promotes apoptosis of leukemia KG1-α cells]. Xi Bao Yu Fen Zi Mian Yi Xue Za Zhi. 2014 Jun;30(6):565-8. Chinese. PubMed PMID: 24909273. 2: Zhang H, Gong J, Zhang H, Kong D. Induction of apoptosis and reversal of permeability glycoprotein-mediated multidrug resistance of MCF-7/ADM by ginsenoside Rh2. Int J Clin Exp Pathol. 2015 May 1;8(5):4444-56. eCollection 2015. PubMed PMID: 26191135; PubMed Central PMCID: PMC4503007. 3: Shi Q, Li J, Feng Z, Zhao L, Luo L, You Z, Li D, Xia J, Zuo G, Chen D. Effect of ginsenoside Rh2 on the migratory ability of HepG2 liver carcinoma cells: recruiting histone deacetylase and inhibiting activator protein 1 transcription factors. Mol Med Rep. 2014 Oct;10(4):1779-85. doi: 10.3892/mmr.2014.2392. Epub 2014 Jul 18. PubMed PMID: 25051397; PubMed Central PMCID: PMC4148366. 4: Chen W, Qiu Y. Ginsenoside Rh2 Targets EGFR by Up-Regulation of miR-491 to Enhance Anti-tumor Activity in Hepatitis B Virus-Related Hepatocellular Carcinoma. Cell Biochem Biophys. 2015 Jun;72(2):325-31. doi: 10.1007/s12013-014-0456-9. PubMed PMID: 25561284. 5: Wang P, Wei Y, Fan Y, Liu Q, Wei W, Yang C, Zhang L, Zhao G, Yue J, Yan X, Zhou Z. Production of bioactive ginsenosides Rh2 and Rg3 by metabolically engineered yeasts. Metab Eng. 2015 May;29:97-105. doi: 10.1016/j.ymben.2015.03.003. Epub 2015 Mar 11. PubMed PMID: 25769286. 6: Chen YH, Lin YN, Chen WC, Hsieh WT, Chen HY. Treatment of stress urinary incontinence by ginsenoside Rh2. Am J Chin Med. 2014;42(4):817-31. doi: 10.1142/S0192415X14500529. PubMed PMID: 25004877. 7: Li S, Gao Y, Ma W, Guo W, Zhou G, Cheng T, Liu Y. EGFR signaling-dependent inhibition of glioblastoma growth by ginsenoside Rh2. Tumour Biol. 2014 Jun;35(6):5593-8. doi: 10.1007/s13277-014-1739-x. Epub 2014 Feb 21. PubMed PMID: 24557544. 8: Oh SJ, Lee S, Choi WY, Lim CJ. Skin anti-photoaging properties of ginsenoside Rh2 epimers in UV-B-irradiated human keratinocyte cells. J Biosci. 2014 Sep;39(4):673-82. PubMed PMID: 25116621. 9: Lv Q, Rong N, Liu LJ, Xu XL, Liu JT, Jin FX, Wang CM. Antitumoral Activity of (20R)- and (20S)-Ginsenoside Rh2 on Transplanted Hepatocellular Carcinoma in Mice. Planta Med. 2016 May;82(8):705-11. doi: 10.1055/s-0042-101764. Epub 2016 May 10. PubMed PMID: 27163230. 10: Wu D, Chen Z. Study on the interaction between ginsenoside Rh2 and calf thymus DNA by spectroscopic techniques. Luminescence. 2015 Dec;30(8):1212-8. doi: 10.1002/bio.2883. Epub 2015 Feb 27. PubMed PMID: 25727213. 11: Qiu J, Li W, Feng SH, Wang M, He ZY. Ginsenoside Rh2 promotes nonamyloidgenic cleavage of amyloid precursor protein via a cholesterol-dependent pathway. Genet Mol Res. 2014 May 9;13(2):3586-98. doi: 10.4238/2014.May.9.2. PubMed PMID: 24854439. 12: Qian G, Wang Z, Zhao J, Li D, Gao W, Wang B, Sui D, Qu X, Chen Y. Synthesis and anti-cancer cell activity of pseudo-ginsenoside Rh2. Steroids. 2014 Dec;92:1-6. doi: 10.1016/j.steroids.2014.08.021. Epub 2014 Sep 10. PubMed PMID: 25218677. 13: Wen X, Zhang HD, Zhao L, Yao YF, Zhao JH, Tang JH. Ginsenoside Rh2 differentially mediates microRNA expression to prevent chemoresistance of breast cancer. Asian Pac J Cancer Prev. 2015;16(3):1105-9. PubMed PMID: 25735339. 14: Zhang B, Ye H, Zhu XM, Hu JN, Li HY, Tsao R, Deng ZY, Zheng YN, Li W. Esterification enhanced intestinal absorption of ginsenoside Rh2 in Caco-2 cells without impacts on its protective effects against H₂O₂-induced cell injury in human umbilical vein endothelial cells (HUVECs). J Agric Food Chem. 2014 Mar 5;62(9):2096-103. doi: 10.1021/jf404738s. Epub 2014 Feb 21. PubMed PMID: 24524563. 15: Kim MJ, Yun H, Kim DH, Kang I, Choe W, Kim SS, Ha J. AMP-activated protein kinase determines apoptotic sensitivity of cancer cells to ginsenoside-Rh2. J Ginseng Res. 2014 Jan;38(1):16-21. doi: 10.1016/j.jgr.2013.11.010. Epub 2013 Dec 8. PubMed PMID: 24558305; PubMed Central PMCID: PMC3915337. 16: Hou J, Xue J, Lee M, Liu L, Zhang D, Sun M, Zheng Y, Sung C. Ginsenoside Rh2 improves learning and memory in mice. J Med Food. 2013 Aug;16(8):772-6. doi: 10.1089/jmf.2012.2564. PubMed PMID: 23957360; PubMed Central PMCID: PMC3751260. 17: Xia J, Chen D, Zuo G, Wei Q, You Z, Li D, Liu Z, Li J. [Regulatory effect of ginsenoside Rh2 on HDAC1/2 activity and cyclin in human erythroleukemia K562 cells]. Xi Bao Yu Fen Zi Mian Yi Xue Za Zhi. 2014 Oct;30(10):1062-6. Chinese. PubMed PMID: 25270209. 18: Guo XX, Li Y, Sun C, Jiang D, Lin YJ, Jin FX, Lee SK, Jin YH. p53-dependent Fas expression is critical for Ginsenoside Rh2 triggered caspase-8 activation in HeLa cells. Protein Cell. 2014 Mar;5(3):224-34. doi: 10.1007/s13238-014-0027-2. Epub 2014 Mar 13. PubMed PMID: 24622841; PubMed Central PMCID: PMC3967063. 19: Fan H, Xiao-Ling S, Yaliu S, Ming-Ming L, Xue F, Xian-Sheng M, Li F. Comparative Pharmacokinetics of Ginsenoside Rg3 and Ginsenoside Rh2 after Oral Administration of Ginsenoside Rg3 in Normal and Walker 256 Tumor-bearing Rats. Pharmacogn Mag. 2016 Jan-Mar;12(45):21-4. doi: 10.4103/0973-1296.176014. PubMed PMID: 27019557; PubMed Central PMCID: PMC4787331. 20: Li LC, Piao HM, Zheng MY, Lin ZH, Choi YH, Yan GH. Ginsenoside Rh2 attenuates allergic airway inflammation by modulating nuclear factor-κB activation in a murine model of asthma. Mol Med Rep. 2015 Nov;12(5):6946-54. PubMed PMID: 26502836.