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Saikosaponin G Sale

(Synonyms: 柴胡皂苷G) 目录号 : GC37586

Saikosaponin G 是一种从柴胡中分离得到的三萜苷类化合物。

Saikosaponin G Chemical Structure

Cas No.:99365-19-2

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5mg
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产品描述

Saikosaponin G is a triterpene glycoside isolated from Bupleuri Radix[1].

[1]. Shimizu K, et al. Structural transformation of saikosaponins by gastric juice and intestinal flora. J Pharmacobiodyn. 1985 Sep;8(9):718-25.

Chemical Properties

Cas No. 99365-19-2 SDF
别名 柴胡皂苷G
Canonical SMILES C[C@@]12C([C@@]3([H])[C@](CO)(CCC(C)(C)C3)[C@H](O)C2)=CC=C4[C@]1(CC[C@]5([H])[C@@]4(CC[C@H](O[C@@]6([H])[C@@H]([C@H]([C@@H](O)[C@@H](C)O6)O[C@]7([H])O[C@@H]([C@@H](O)[C@H](O)[C@H]7O)CO)O)[C@@]5(C)CO)C)C
分子式 C42H68O13 分子量 780.98
溶解度 Soluble in DMSO 储存条件 Store at -20°C
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1 mg 5 mg 10 mg
1 mM 1.2804 mL 6.4022 mL 12.8044 mL
5 mM 0.2561 mL 1.2804 mL 2.5609 mL
10 mM 0.128 mL 0.6402 mL 1.2804 mL
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Research Update

Corticosterone secretion-inducing activity of saikosaponin metabolites formed in the alimentary tract

Chem Pharm Bull (Tokyo) 1989 Oct;37(10):2736-40.PMID:2611932DOI:10.1248/cpb.37.2736.

The corticosterone secretion-inducing activities of saikosaponin a, saikosaponin c and saikosaponin d, isolated from the root of Bupleurum falcatum L., and 27 metabolites formed in the murine alimentary tract were studied in mice. Serum corticosterone was determined by high-performance liquid chromatography (HPLC). Intraperitoneal administration of saikosaponin a and its intestinal metabolite, prosaikogenin F, showed corticosterone secretion-inducing activity at a dose of 0.1 mmol/kg, and maximally increased it at a dose of 0.4 mmol/kg. On the other hand, the genuine sapogenin, saikogenin F, was inactive. Saikosaponin b1 and Saikosaponin G, gastric metabolites of saikosaponin a, and their intestinal metabolites, prosaikogenin A, prosaikogenin H, saikogenin A and saikogenin H, were also inactive. Serum corticosterone was increased by the administration of saikosaponin d and its intestinal metabolite, prosaikogenin G, at a dose of 0.04 mmol/kg, and it reached the maximal level at the dose of 0.1 mmol/kg. Saikogenin G also showed a slight activity. A gastric metabolite of saikosaponin d, saikosaponin b2, and its intestinal metabolites, prosaikogenin D and saikogenin D, were inactive. In the experiments on saikosaponin c and its metabolites, saikosaponin c was inactive but its intestinal metabolites, especially prosaikogenin E-2, showed activity almost equal to that of saikosaponin a. Saikosaponin h and saikosaponin i, gastric metabolites of saikosaponin c, were also inactive, but their prosaikogenins showed slight activities. When these compounds were orally administered, their corticosterone secretion-inducing activities were similar to those obtained in the intraperitoneal experiment. These results suggest that a proper polar balance between the sugar moiety and the aglycone is important for the corticosterone secretion-inducing activity of saikosaponins and their metabolites.

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

Anal Chem 2004 Jul 15;76(14):4208-16.PMID:15253665DOI:10.1021/ac0499423.

Saikosaponins are bioactive oleanane saponins derived from the Chinese medicinal herb Radix bupleuri ("chaihu" in Chinese). An LC-MS/MS-based method has been developed for characterization and quantification of 15 saikosaponin derivatives (saikosaponin a, saikosaponin b(1), Saikosaponin G, saikogenin A, saikogenin H, saikosaponin c, saikosaponin h, saikosaponin i, prosaikogenin C(2), prosaikogenin B(2), saikogenin C, saikogenin B, saikosaponin d, saikosaponin b(2), 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 approximately 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 approximately 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.

Structural transformation of saikosaponins by gastric juice and intestinal flora

J Pharmacobiodyn 1985 Sep;8(9):718-25.PMID:4087133DOI:10.1248/bpb1978.8.718.

Structural transformation of saikosaponin a and saikosaponin d, main components of Bupleuri Radix, were investigated using rat gastric juice (pH 1.5) and mouse intestinal flora in vitro and the excretion of saikosaponin derivatives in rat feces was also studied. Quantitative analysis of saikosaponins and their derivatives was carried out by high performance liquid chromatography. By the incubation of saikosaponins in rat gastric juice, saikosaponin a decreased with time dependently. After 3 h, saikosaponin a disappeared completely and saikosaponin b1 which possessed heteroannular diene moiety at C-11,13(18) and Saikosaponin G which possessed homoannular diene moiety at C-9(11),12 were detected with the ratio of 3:1. On the other hand, saikosaponin d rapidly changed to only saikosaponin b2 (heteroannular diene structure) completely 30 min after the incubation. Next, by the anaerobic incubation of saikosaponin a with mouse intestinal flora, the formation of saikogenin F, a genuine aglycone of saikosaponin a, reached to the maximum 1 h after the incubation and its yield was 80%. A minor peak of prosaikogenen F, a monofucoside of saikogenin F, was also detected at 15 min. By the same procedures, saikosaponin b1, g, d and b2 also changed to the corresponded prosaikogenin A, H, G and D and saikogenin A, H, G and D with the almost similar pattern to that of saikosaponin a. Finally, the contents of nine excreted metabolites from saikosaponin a, 5 and 20 mg/kg, in feces after its oral administration was investigated using fasted or non-fasted rats.(ABSTRACT TRUNCATED AT 250 WORDS)

Exploration of chemical composition and absorption characteristics of Chaigui granules based on UHPLC-Q-orbitrap-MS/MS

J Pharm Biomed Anal 2020 Aug 5;187:113293.PMID:32446142DOI:10.1016/j.jpba.2020.113293.

Established qualitative analysis method for Chaigui granules based on UHPLC-Q-orbitrap-MS/MS and applied to its absorption properties studies. The LC-MS method was established to identify the structures of the components and metabolites. And then biosamples of rats after administration, e.g. intestinal solution, serum and brain microdialysate, were detected in rats with same method. Xcalibur 3.2 software was used for mass spectrum analysis and identification. Compound discover 3.0 was used for metabolite analysis. 95 chemical constituents were identified from Chaigui granules, including sesquiterpenes, flavonoids, lactones, tannins, organic acids, saponins and so on. 82 components and 11 metabolites were found in intestinal solution. 28 chemical constituents and 32 metabolites were found in serum. 15 chemical constituents were found in brain microdialysate. Vanillic acid, abiflorin, paeoniflorin, 4-hydroxybenzoic acid, lactiflorin, Z-butylidenephthalide, saikosaponin c, saikosaponin a, atractylenolide III, Saikosaponin G, saikosaponin b1, sesquiterpenes, butylphthalide, saikosaponin d and glycyrrhetinic acid directly passed through the blood-brain barrier, which might be speculated that Chaigui granule plays an antidepressant role mainly through regulating brain central mechanism and endocrine mechanism, and so on. It is a systematically applicable approach for rapid identification and relative quantitation of Chaigui granules in vivo by UHPLC-Q-orbitrap-MS/MS, provides an important basis for the safety evaluation and rational clinical application of Chaigui granules.