Ginsenoside Rh2

Base Information

• Chemical Name: Ginsenoside Rh2
• CAS No.: 78214-33-2
• Molecular Formula: C₃₆H₆₂O₈
• Molecular Weight: 622.883
• Hs Code.: 29389090
• European Community (EC) Number: 683-236-2
• UNII: 0JU44A5KWG
• DSSTox Substance ID: DTXSID70999457
• Nikkaji Number: J38.866A
• Wikidata: Q27146703
• Metabolomics Workbench ID: 124639
• ChEMBL ID: CHEMBL1783834
• Mol file: 78214-33-2.mol

Synonyms:ginsenoside Rh2;ginsenoside-Rh2

Chemical Property of Ginsenoside Rh2

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 2.31E-24mmHg at 25°C
• Melting Point: 139-144 °C
• Refractive Index: 1.571
• Boiling Point: 726.4 °C at 760 mmHg
• PKA: 12.91±0.70(Predicted)
• Flash Point: 393.1 °C
• PSA: 139.84000
• Density: 1.19 g/cm³
• LogP: 4.32480
• Storage Temp.: 2-8°C
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 622.44446893
• Heavy Atom Count: 44
• Complexity: 1070

Purity/Quality:

Ginsenoside Rh2 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical 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
• Isomeric SMILES: CC(=CCC[C@@](C)([C@H]1CC[C@@]2([C@@H]1[C@@H](C[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)C)O)C)O)C
• 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.

Technology Process of Ginsenoside Rh2

There total 19 articles about Ginsenoside Rh2 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

3β-(2',3',4',6'-Tetra-O-acetyl-β-D-glucopyranosyloxy)-12β-acetoxydammar-24-en-20(S)-ol (127761-61-9) → Ginsenoside Rh2 (67400-17-3,78214-33-2,88156-29-0,112246-15-8,117708-91-5)

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1007/BF00598267

Reference yield: 85.5%

β-cyclodextrin → ginsenoside Rh2 (67400-17-3,78214-33-2,88156-29-0,112246-15-8,117708-91-5)

Guidance literature:

With β-galactosidase from Aspergillus saponins; water; at 60 ℃; for 48h;

DOI:10.1039/c5ra11519a

Reference yield: 76.0%

C69H86O13 (873850-51-2) → ginsenoside Rh2 (67400-17-3,78214-33-2,88156-29-0,112246-15-8,117708-91-5)

Guidance literature:

With methanol; potassium hydroxide; at 20 ℃;

DOI:10.1016/j.tetlet.2011.04.003

upstream raw materials:

3β-(2',3',4',6'-Tetra-O-acetyl-β-D-glucopyranosyloxy)-12β-acetoxydammar-24-en-20(S)-ol

Betulafolienetriol

12β,20(S)-Dammar-24-en-3-one

12β-Acetoxy-20(S)-hydroxydammar-24-en-3-one

Downstream raw materials:

3,12-di-O-β-D-glucopyranosyl-dammar-24-ene-3β,12β,20(S)-triol

(3β,12β,20S)-12-(acetyloxy)-20-hydroxydammar-24(25)-en-3-yl β-D-glucopyranoside-2,3,4,6-tetraacetate

12,6'-dioctanoyl ginsenoside Rh₂

Refernces

• 1、 Dai, Longhai,Liu, Can,Li, Jiao,Dong, Caixia,Yang, Jiangang,Dai, Zhubo,Zhang, Xueli,Sun, Yuanxia. "One-Pot Synthesis of Ginsenoside Rh2 and Bioactive Unnatural Ginsenoside by Coupling Promiscuous Glycosyltransferase from Bacillus subtilis 168 to Sucrose Synthase". . p. 2830 - 2837. Retrieved 2018/03/26.
• 2、 -. "METHOD FOR PREPARING NOVEL PROCESSED GINSENG OR AN EXTRACT THEREOF, THE USUALLY MINUTE GINSENOSIDE CONTENT OF WHICH IS INCREASED". Paragraph 0049; 0050; 0051. . Retrieved 2013/03/28.