Ginsenoside Rh2 CAS 78214-33-2

Introduction：Basic information about Ginsenoside Rh2 CAS 78214-33-2, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Ginsenoside Rh2 Basic information

• Product Name: Ginsenoside Rh2
• Synonyms: b-D-Glucopyranoside, (3b,12b)-12,20-dihydroxydaMMar-24-en-3-yl;(3β,12β)-12,20-Dihydroxydammar-24-en-3-yl-β-D-glucopyranoside;Ginsenoside Rh2, 20(S)-;(3beta,12beta)-12,20-dihydroxydammar-24-en-3-yl beta-d-glucopyranoside;GINSENOSIDE RH2;dihydroxydammar-24-en-3-yl;β-D-Glucopyranoside, (3β,12β)-12,20-;R-form-Ginsenoside Rh2
• CAS: 78214-33-2
• MF: C36H62O8
• MW: 622.88
• Product Categories: chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Inhibitors;Ginsenoside series;78214-33-2
• Mol File: 78214-33-2.mol

Ginsenoside Rh2 Chemical Properties

• Melting point: 139-144 °C
• Boiling point: 726.4±60.0 °C(Predicted)
• density: 1.19±0.1 g/cm3(Predicted)
• storage temp.: Inert atmosphere,2-8°C
• solubility: DMF: 10 mg/ml; DMSO: 10 mg/ml; DMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml
• pka: 12.91±0.70(Predicted)
• form: Solid
• color: White
• Major Application: food and beverages
• InChIKey: CKUVNOCSBYYHIS-IRFFNABBSA-N
• SMILES: C\C(C)=C/CC[C@](C)(O)[C@H]1CC[C@]2(C)[C@@H]1[C@H](O)C[C@@H]3[C@@]4(C)CC[C@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)C(C)(C)[C@@H]4CC[C@@]23C
• LogP: 5.620 (est)
• CAS DataBase Reference: 78214-33-2(CAS DataBase Reference)

Safety Information

• Hazard Codes: Xn
• Risk Statements: 22
• Safety Statements: 24/25
• WGK Germany: 3
• RTECS: LZ5776539
• HS Code: 29389090
• Storage Class: 11 - Combustible Solids
• Hazard Classifications: Acute Tox. 4 Oral

Ginsenoside Rh2 Usage And Synthesis

Description

Ginsenoside Rh₂ is a steroid glycoside found in plants of the genus Panax that has diverse biological activities. It inhibits release of β-hexosaminidase from RBL-2H3 cells (IC₅₀ = 100 μM) and inhibits the IgE-dependent passive cutaneous anaphylaxis reaction in mice at a dose of 25 mg/kg. It inhibits growth of HRA ovarian and BxPC-3 pancreatic cancer cells in a dose-dependent manner. In vivo, ginsenoside Rh₂ decreases immobility time in the forced swim test in a mouse model of colorectal carcinoma. Ginsenoside Rh₂ also reduces infarct volume in a rat model of ischemia-reperfusion-induced brain injury.

Chemical Properties

White solid

Uses

20(S)-Ginsenoside Rh2 is a bioactive metabolite of the ginsenoside component of Panax ginseng that has been shown to exhibit antibacterial effects in vitro.

Definition

ChEBI: A ginsenoside found in Panax species that is dammarane which is substituted by hydroxy groups at the 3beta, 12beta and 20 pro-S positions, in which the hydroxy group at position 3has been converted to the corresponding beta-D-glucopyranoside, and in which a double bond has been introduced at the 24-25 position.

Biological Activity

Ginsenoside-Rh2, a plant glycosidewith a dammarane skeleton, has been shown to induce apoptosis in a caspase 3,8-dependent manner or the activation of cyclinA-Cdk2 by caspase 3-mediated cleavage of p21(WAF1/CIP1). Also, ginsenoside-Rh2 was shown to inhibit proliferation by inducing the protein expression of p21 and reducing the protein levels of cyclin D, which resulted in the downregulation of cyclin/Cdk complex kinase activity, a reduction in phosphorylation of pRb and the inhibition of E2F release or modulation of MAP kinases in various cancer cells[1].

References

[1] EUN-KYUNG PARK. Antiallergic activity of ginsenoside Rh2.[J]. Biological & pharmaceutical bulletin, 2003, 26 11: 1581-1584. DOI: 10.1248/bpb.26.1581
[2] EUN-KYUNG PARK. Ginsenoside Rh2 reduces ischemic brain injury in rats.[J]. Biological & pharmaceutical bulletin, 2004, 27 3: 433-436. DOI: 10.1248/bpb.27.433
[3] Y KIKUCHI. Inhibition of human ovarian cancer cell proliferation in vitro by ginsenoside Rh2 and adjuvant effects to cisplatin in vivo.[J]. Anti-Cancer Drugs, 1991, 2 1: 63-67. DOI: 10.1097/00001813-199102000-00009
[4] XI-PING TANG. Effects of ginsenoside Rh2 on growth and migration of pancreatic cancer cells.[J]. World Journal of Gastroenterology, 2013, 19 10: 1582-1592. DOI: 10.3748/wjg.v19.i10.1582
[5] JIA WANG. Ginsenoside Rh2 alleviates tumor-associated depression in a mouse model of colorectal carcinoma.[J]. American journal of translational research, 2016, 8 5: 2189-2195.