| Identification | More | [Name]
Ginsenoside Rh2 | [CAS]
78214-33-2 | [Synonyms]
(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
12β,20-Dihydroxy-5α-dammar-24-en-3β-yl β-D-glucopyranoside
3β-(β-D-Glucopyranosyloxy)dammara-24-ene-12β,20-diol | [Molecular Formula]
C36H62O8 | [MDL Number]
MFCD00800712 | [Molecular Weight]
622.87 | [MOL File]
78214-33-2.mol |
| Chemical Properties | Back Directory | [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 | [form ]
neat | [pka]
12.91±0.70(Predicted) | [color ]
White | [Detection Methods]
NMR,HPLC | [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 Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302 | [Precautionary statements ]
P280-P305+P351+P338 | [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 |
| Hazard Information | Back Directory | [Description]
Ginsenoside Rh2 is a steroid glycoside found in plants of the genus Panax that has diverse biological activities.1,2,3,4,5 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.1 It inhibits growth of HRA ovarian and BxPC-3 pancreatic cancer cells in a dose-dependent manner.3,4 In vivo, ginsenoside Rh2 decreases immobility time in the forced swim test in a mouse model of colorectal carcinoma.5 Ginsenoside Rh2 also reduces infarct volume in a rat model of ischemia-reperfusion-induced brain injury.2 | [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 3
has 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.
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J & K SCIENTIFIC LTD.
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China Langchem Inc.
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