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20(S)-Ginsenoside Rh2

$155

  • Brand : BIOFRON

  • Catalogue Number : BF-G1017

  • Specification : 98%

  • CAS number : 78214-33-2

  • Formula : C36H62O8

  • Molecular Weight : 622.87

  • PUBCHEM ID : 119307

  • Volume : 20mg

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Catalogue Number

BF-G1017

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

-20℃

Molecular Weight

622.87

Appearance

White powder

Botanical Source

Panax ginseng (ginseng)

Structure Type

Triterpenoids

Category

Standards;Natural Pytochemical;API

SMILES

CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)O)C)C)O)C)O)C

Synonyms

(3β,12β)-12,20-Dihydroxydammar-24-en-3-yl β-D-glucopyranoside/β-D-Glucopyranoside, (3β,12β)-12,20-dihydroxydammar-24-en-3-yl/ginenoside Rh2/(3β,12β)-12,20-Dihydroxydammar-24-en-3-yl-β-D-glucopyranoside/dihydroxydammar-24-en-3-yl/β-D-Glucopyranoside, (3α,5ξ,9ξ,12α,13α,14β)-12,20-dihydroxydammar-24-en-3-yl/(2R,3R,4S,5S,6R)-2-[[(3R,8R,10R,12S,13S,14S,17S)-12-hydroxy-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol/Ginsenoside Rh2/GinsenosideRh2/(3α,5ξ,9ξ,12α,13α,14β)-12,20-Dihydroxydammar-24-en-3-yl β-D-glucopyranoside/Ginsenoside Rh2, 20(S)-

IUPAC Name

(2R,3R,4S,5S,6R)-2-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-17-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Applications

Ginsenoside Rh2 is isolated from the root of Ginseng. Ginsenoside Rh2 induces the activation of caspase-8 and caspase-9. Ginsenoside Rh2 induces cancer cell apoptosis in a multi-path manner.

Density

1.2±0.1 g/cm3

Solubility

Methanol

Flash Point

393.1±32.9 °C

Boiling Point

726.4±60.0 °C at 760 mmHg

Melting Point

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:78214-33-2) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

29518056

Abstract

Acute myeloid leukemia (AML) and Chronic myelogenous leukemia (CML) are common leukemia in adults. 20(S)-GRh2 is an important bioactive substance that is present in Panax ginseng. However, there are no investigations that deal with the comparison of apoptosis, the occurrence of autophagy, and the relationship between apoptosis and autophagy after being treated with 20(S)-GRh2 in AML and CML. In this study, we explored the effect of 20(S)-GRh2 on the AML and CML (U937 and K562). Fluorescence microscopy, CCK-8, Quantitative realtime PCR, Western blot, transmission electron microscopy (TEM), and flow cytometric analysis were used to detect the occurrence of cell proliferation inhibition, apoptosis, and autophagy. By using the above methods, it was determined that apoptosis induced by 20(S)-GRh2 was more obvious in K562 than U937 cells and 20(S)-GRh2 could generate autophagy in K562 and U937 cells. When pretreated by a specific inhibitor of autophagy, (3-methyladenine), the 20(S)-GRh2-induced apoptosis was enhanced, which indicated that 20(S)-GRh2-induced autophagy may protect U937 and K562 cells from undergoing apoptotic cell death. On the other hand, pretreated by an apoptosis suppressor (Z-VAD-FMK), it greatly induced the autophagy and partially prevented 20(S)-GRh2 induced apoptosis. This phenomenon indicated that 20(S)-GRh2-induced autophagy may serve as a survival mechanism and apoptosis and autophagy could act as partners to induce cell death in a cooperative manner. These findings may provide a rationale for future clinical application by using 20(S)-GRh2 combined autophagy inhibitors for AML and CML.

KEYWORDS

20(S)-GRh2; AML; CML; apoptosis; autophagy; cooperative manner

Title

20(S)-Ginsenoside Rh2 Induce the Apoptosis and Autophagy in U937 and K562 Cells.

Author

Zhuang J1, Yin J2, Xu C3, Mu Y4, Lv S5.

Publish date

2018 Mar 8

PMID

28928088

Abstract

20(S)-Ginsenoside Rh2 (20(S)-GRh2) exerts important pharmacological effects with regard to the control of human hepatocellular carcinoma (HCC). EZH2 is a potent histone methyltransferase of H3K27me3, which has been determined as an oncogene in many malignancies. The CDKN2A-2B gene cluster encodes three important tumor suppressors, P14, P15 and P16. In this study, the anticancer effect and molecular mechanism of 20(S)-GRh2 on HCC was investigated. Treatment of HCC cells with 20(S)-GRh2 inhibited cell proliferation, migration and induced cell cycle arrest at the G0/G1 phase, and inhibited tumor growth in vivo. We demonstrate for the first time that this effect was specifically mediated by down-regulating expression of EZH2. Further molecular mechanism study indicated that the decreased EZH2 promoted P14, P15 and P16 gene transcription through reducing H3K27me3 modification in the promoter of CDKN2A-2B gene cluster loci. Similarly, silencing of EZH2 by siRNA down-regulated P14, P15, P16 mRNA levels and inhibited HCC cell proliferation. Our results suggested that EZH2 could be a potentially therapeutic target by 20(S)-GRh2 in HCC, which provided a rationale for the development of drugs that inhibited histone methylase as a strategy against various cancers.

Copyright ? 2017 Elsevier B.V. All rights reserved.

KEYWORDS

20(S)-Ginsenoside Rh2; CDKN2A-2B gene cluster; EZH2; Ginsenoside Rh2 (PubChem CID: 119307); Hepatocellular carcinoma

Title

20(S)-Ginsenoside Rh2 suppresses proliferation and migration of hepatocellular carcinoma cells by targeting EZH2 to regulate CDKN2A-2B gene cluster transcription.

Author

Li Q1, Li B2, Dong C3, Wang Y3, Li Q4.

Publish date

2017 Nov 15

PMID

31780945

Abstract

20(S)-ginsenoside Rh2 (Rh2), a well-known protopanaxadiol-type ginsenoside from Panax ginseng has especially gained attention for its anticancer activities on various types of human cancer cells. However, the molecular mechanism through which Rh2 promotes apoptosis in hepatocellular carcinoma (HePG2) cells is not known at the transcriptome level. Rh2 can specifically inhibit the proliferation of HePG2 in a dose- and time-dependent manner. Moreover, Rh2 can significantly increase the apoptosis which was related with an increase in protein expression levels of caspase-3, caspase-6, and poly (ADP-ribose) polymerase. Comparison of RNA-seq transcriptome profiles from control group and Rh2-treated group yielded a list of 2116 genes whose expression was significantly affected, which includes 971 up-regulated genes and 1145 down-regulated genes. The differentially expressed genes in p53 signaling pathway and DNA replication may have closely relationships to the cells apoptosis caused by Rh2 treatment. The results of qPCR validation showed that dynamic changes in mRNA, such as CDKN1A, CCND2, PMAIP1, GTSE1, and TP73.

Copyright ? 2019 Zhang, Li, Yuan, Zhou, Zhang, Cao, Fu and Hu.

KEYWORDS

20(S)-ginsenoside Rh2; RNA-seq; anti-proliferation; hepatocellular carcinoma; p53 signaling pathway

Title

Transcriptome Analyses of the Anti-Proliferative Effects of 20(S)-Ginsenoside Rh2 on HepG2 Cells.

Author

Zhang J1, Li W1, Yuan Q1, Zhou J1, Zhang J1, Cao Y1, Fu G2, Hu W1.

Publish date

2019 Nov 7