99365-19-2

Basic information

• Product Name: [(4R)-16β,23,28-Trihydroxy-9,11,12,13-tetradehydrooleanan-3β-yl]3-O-(β-D-glucopyranosyl)-6-deoxy-β-D-galactopyranoside
• Synonyms: [(4R)-16β,23,28-Trihydroxy-9,11,12,13-tetradehydrooleanan-3β-yl]3-O-(β-D-glucopyranosyl)-6-deoxy-β-D-galactopyranoside;[(4R)-16β,23,28-Trihydroxyoleana-9(11),12-dien-3β-yl]3-O-(β-D-glucopyranosyl)-6-deoxy-β-D-galactopyranoside;Saikosaponin G
• CAS NO: 99365-19-2
• Molecular Formula: C₄₂H₆₈O₁₃
• Mol File: 99365-19-2.mol

Chemical Properties

• Boiling Point: 903.5±65.0 °C(Predicted)
• Appearance: /
• Density: 1.35±0.1 g/cm3(Predicted)
• PKA: 12.83±0.70(Predicted)
• CAS DataBase Reference: [(4R)-16β,23,28-Trihydroxy-9,11,12,13-tetradehydrooleanan-3β-yl]3-O-(β-D-glucopyranosyl)-6-deoxy-β-D-galactopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: [(4R)-16β,23,28-Trihydroxy-9,11,12,13-tetradehydrooleanan-3β-yl]3-O-(β-D-glucopyranosyl)-6-deoxy-β-D-galactopyranoside(99365-19-2)
• EPA Substance Registry System: [(4R)-16β,23,28-Trihydroxy-9,11,12,13-tetradehydrooleanan-3β-yl]3-O-(β-D-glucopyranosyl)-6-deoxy-β-D-galactopyranoside(99365-19-2)

Safety Data

• Hazardous Substances Data: 99365-19-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Applications:
[(4R)-16β,23,28-Trihydroxy-9,11,12,13-tetradehydrooleanan-3β-yl]3-O-(β-D-glucopyranosyl)-6-deoxy-β-D-galactopyranoside is used as a potential pharmaceutical compound for its diverse biological activities and potential medicinal properties. [(4R)-16β,23,28-Trihydroxy-9,11,12,13-tetradehydrooleanan-3β-yl]3-O-(β-D-glucopyranosyl)-6-deoxy-β-D-galactopyranoside's unique structure and the presence of both triterpenoid and sugar moieties may contribute to its therapeutic effects.
Used in Research and Development:
In the field of research and development, [(4R)-16β,23,28-Trihydroxy-9,11,12,13-tetradehydrooleanan-3β-yl]3-O-(β-D-glucopyranosyl)-6-deoxy-β-D-galactopyranoside is used as a subject of study to explore its potential pharmacological applications and to understand its biological activities. This may lead to the discovery of new treatments for various diseases and conditions.
Used in Drug Delivery Systems:
Similar to gallotannin, [(4R)-16β,23,28-Trihydroxy-9,11,12,13-tetradehydrooleanan-3β-yl]3-O-(β-D-glucopyranosyl)-6-deoxy-β-D-galactopyranoside may be employed in the development of novel drug delivery systems. These systems could potentially enhance the compound's delivery, bioavailability, and therapeutic outcomes, making it more effective for various applications.
Used in the Cosmetics Industry:
Given the compound's potential pharmacological properties, it may also find use in the cosmetics industry for the development of skincare products that could benefit from its biological activities, such as anti-aging or skin healing products.
Used in the Food Industry:
[(4R)-16β,23,28-Trihydroxy-9,11,12,13-tetradehydrooleanan-3β-yl]3-O-(β-D-glucopyranosyl)-6-deoxy-β-D-galactopyranoside's potential medicinal properties may also be harnessed in the food industry for the development of functional foods or dietary supplements that could provide health benefits to consumers.

Upstream product

• 20736-09-8 saikosaponin A 

Downstream Products

• 99365-22-7 prosapogenin H 

Relevant articles and documents

Oleanene glycosides of the aerial parts and seeds of Bupleurum falcatum and the aerial parts of Bupleurum rotundifolium, and their evaluation as anti-hepatitis agents

To facilitate effective resource utilization, we have investigated triterpene saponins such as saikosaponin from the aerial parts of Bupleurum (B.) falcatum L., which are commonly discarded. Seven oleanene saponins were isolated from this plant; they were classified as the 13,28-epoxy type, 12-ene type, 9(11),12-diene type, and 28-acid type on the basis of their structural characteristics. For comparison, we also examined the oleanene saponins of the seeds of B. falcatum and the aerial parts of B. rotundifolium L. to obtain seven saponins and one sapogenol from the former and thirteen oleanene saponins from the latter. Several compounds obtained from them were investigated for their hepatoprotective activity and hepatotoxicity. The 13,28-epoxy type saponins had hepatoprotectivity. Ursane type showed hepatotoxicity from middle concentration. The 11,13(18)-diene type saponins did not express hepatoprotective activity. The 28-acid type saponin which has a glucosyl carboxy group showed hepatoprotective action.

Determination of saikosaponin derivatives in Radix bupleuri and in pharmaceuticals of the Chinese multiherb remedy Xiaochaihu-tang using liquid chromatographic tandem mass spectrometry

Saikosaponins are bioactive oleanane saponins derived from the Chinese medicinal herb Radix bupleuri ("chaihu" in Chinese). An LC-MS/MS-hased method has been developed for characterization and quantification of 15 saikosaponin derivatives (saikosaponin a, saikosaponin b1, saikosaponin g, saikogenin A, saikogenin H, saikosaponin C2, saikosaponin B2, saikosaponin i, prosaikogenin C2, prosaikogenin B2, saikogenin C, saikogenin B, saikosaponin d, saikosaponin b2, and saikogenin D) in one chromatographic run. Optimization of the ionization process was performed with electrospray and atmospheric pressure chemical ionization techniques in both positive and negative ion modes. Negative ion ESI was adopted for generation of the precursor deprotonated molecules to achieve the best ionization sensitivity for the analytes. In addition, the most abundant fragment ion was chosen for each analyte to give the best CID sensitivity. Because some of the saponin derivatives are isomeric, complete resolution for the whole analytes was achieved both chromatographically and mass spectroscopically. Furthermore, optimal internal standard was successfully discovered for determination of the analytes by making use of a combinatorial chemistry approach. Good linearity over the range ～1.65 or 4.98 to 1200 ng/mL for the analytes was observed. The intraday accuracy and precision at nominal low, intermediate, and high concentration varied between 0.8 and 11.8% and between 80 and 116%, respectively, whereas those for interday assay were between 1.1 and 15.5% and between 86 and 119%, respectively. The lower limits of quantitation for the test compounds were ～16.5 to 49.4 pg on-column. The new method offered higher sensitivity and greater specificity than previously reported LC methods. After the validation, the applicability of the method for determination of these chemicals present in a variety of crude chaihu roots and in different brands of the Chinese multiherb remedy Xiaochaihu-tang (or Shosaiko-to) extract granules has been demonstrated. The sensitivity and specificity of the technique will be the basis of a method for the accurate quantification of the saikosaponin derivatives in biomatrixes.