Ginsenoside Rb1

Base Information

• Chemical Name: Ginsenoside Rb1
• CAS No.: 41753-43-9
• Deprecated CAS: 12770-17-1,52286-61-0,87700-07-0,212055-66-8,393829-67-9
• Molecular Formula: C₅₄H₉₂O₂₃
• Molecular Weight: 1109.31
• Hs Code.: 29389090
• European Community (EC) Number: 255-532-8
• UNII: 7413S0WMH6
• DSSTox Substance ID: DTXSID401316929
• Nikkaji Number: J61.213H
• Wikipedia: Ginsenoside_Rb1
• Wikidata: Q27095725
• Metabolomics Workbench ID: 87229
• ChEMBL ID: CHEMBL501515
• Mol file: 41753-43-9.mol

Synonyms:Dammarane,b-D-glucopyranoside deriv.;Arasaponin E1;Gynosaponin C;Gypenoside III;NSC 310103;Notoginsenoside Rb1;Panaxoside Rb1;Sanchinoside E1;Sanchinoside Rb1;

Chemical Property of Ginsenoside Rb1

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 197.5°C
• Refractive Index: 1.625
• Boiling Point: 1145.95 °C at 760 mmHg
• PKA: 12.85±0.70(Predicted)
• Flash Point: 646.848 °C
• PSA: 377.29000
• Density: 1.444 g/cm³
• LogP: -2.20260
• Storage Temp.: 2-8°C
• Solubility.: methanol: soluble9.80 - 10.20 mg/mL, clear, colorless to faintly
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 15
• Hydrogen Bond Acceptor Count: 23
• Rotatable Bond Count: 16
• Exact Mass: 1108.60293918
• Heavy Atom Count: 77
• Complexity: 2000

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

Ginsenoside Rb1 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi,T,F
• Statements: 20/21/22-39/23/24/25-23/24/25-11
• Safety Statements: 26-36-45-36/37-16-7

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)OC6C(C(C(C(O6)CO)O)O)O)C)C)O)C)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)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@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)O)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O)C
• Recent EU Clinical Trials: Et randomiseret, placebo kontrolleret, parallelt, dobbelt blindt fors?g med Rhodiola rosea ekstrakt SHR-5 (Arctic root) sammenlignet med ekstrakten kombineret med Schizandra og Russisk rod (Adapt 232), standardiseret ginseng ekstrakt og placebo hvad ang?r ?get energiniveau, evne til at arbejde under pres og stigende livskvalitet og subjektiv velbefindende i midaldrende erhvervsaktive kvinder.
• Uses: A major bioactive component of panax ginseng that promotes neurotransmitter release by modulating phosphorylation of synapsins through a cAMP-dependent protein kinase pathway. It has been reported to display immunostimulatory and anticancer effects. Reference standard in the analysis of herbal medicinal products.

Technology Process of Ginsenoside Rb1

There total 3 articles about Ginsenoside Rb1 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:

(20S)-3-O-{β-D-6-O-[(E)-but-2-enoyl]glucopyranosyl-(1->2)-β-D-glucopyranosyl}-20-O-[β-D-glucopyranosyl-(1->6)-β-D-glucopyranosyl]protopanaxadiol (1346522-89-1) → Ginsenoside Rb1 (41753-43-9,132929-86-3)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 12h;

DOI:10.1002/cbdv.201000196

Reference yield:

malonyl-ginsenoside Rb1 (88140-34-5) → malonic acid (141-82-2) + ginsenoside Rb1 (41753-43-9,132929-86-3)

Guidance literature:

With potassium hydroxide; In methanol; at 22 ℃; for 0.5h; Product distribution; malonic acid determined as its methyl ester by GLC;

DOI:10.1248/cpb.37.2961

Reference yield:

malonyl-ginsenoside Rb1 (88140-34-5) → ginsenoside Rb1 (41753-43-9,132929-86-3)

Guidance literature:

With potassium hydroxide; In methanol; at 22 ℃; for 0.5h;

DOI:10.1248/cpb.37.2961

upstream raw materials:

(20S)-3-O-{β-D-6-O-[(E)-but-2-enoyl]glucopyranosyl-(1->2)-β-D-glucopyranosyl}-20-O-[β-D-glucopyranosyl-(1->6)-β-D-glucopyranosyl]protopanaxadiol

malonyl-ginsenoside Rb₁

Downstream raw materials:

20(R)-ginsenoside Rg₃

ginsenoside Rg₃

ginsenoside F₂

ginsenoside Rd

Refernces

• 1、 Kitagawa,Taniyama,Yoshikawa,Ikenishi,Nakagawa. "Chemical studies on crude drug processing. VI. (1)) Chemical structures of malonyl-Ginsenosides Rb1, Rb2, Rc, and Rd isolated from the root of Panax ginseng C.A. Meyer". . p. 2961 - 2970. Retrieved 2007/10/02.