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Ganoderenic acid A Sale

(Synonyms: 灵芝烯酸 A) 目录号 : GC36112

A triterpenoid

Ganoderenic acid A Chemical Structure

Cas No.:100665-40-5

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产品描述

Ganoderenic acid A is a triterpenoid originally isolated from G. lucidum that has enzyme inhibitory activities.1,2,3 It is an inhibitor of β-glucuronidase (IC50 = 0.12 mg/ml in rat liver microsomes).2 Ganoderenic acid A (100 mg/kg) reduces increases in serum aspartate aminotransferase (AST), alanine aminotransferase (ALT), and lactate dehydrogenase (LDH) in a rat model of liver injury induced by carbon tetrachloride (CCl4). It also inhibits aldose reductase by 54.2% when used at a concentration of 100 ?g/ml.3

1.Komoda, Y., Nakamura, H., Ishihara, S., et al.Structures of new terpenoid constituents of Ganoderma lucidum (Fr.) KARST (Polyporaceae)Chem. Pharm. Bull.33(11)4829-4835(1985) 2.Kim, D.-H., Shim, S.-B., Kim, N.-J., et al.β-Glucuronidase-inhibitory activity and hepatoprotective effect of Ganoderma lucidumBiol. Pharm. Bull.22(2)162-164(1999) 3.Fatmawati, S., Shimizu, K., and Kondo, R.Inhibition of aldose reductase in vitro by constituents of Ganoderma lucidumPlanta Med.76(15)1691-1693(2010)

Chemical Properties

Cas No. 100665-40-5 SDF
别名 灵芝烯酸 A
Canonical SMILES CC12C3=C(C(CC1(C(/C(C)=C\C(CC(C)C(O)=O)=O)CC2O)C)=O)C4(C(C(C)(C(CC4)=O)C)CC3O)C
分子式 C30H42O7 分子量 514.65
溶解度 Soluble in DMSO 储存条件 Store at -20°C
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1 mM 1.9431 mL 9.7153 mL 19.4307 mL
5 mM 0.3886 mL 1.9431 mL 3.8861 mL
10 mM 0.1943 mL 0.9715 mL 1.9431 mL
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Research Update

Understanding the infrared and Raman spectra of ganoderic acid A: An experimental and DFT study

Spectrochim Acta A Mol Biomol Spectrosc 2019 Mar 5;210:372-380.PMID:30502725DOI:10.1016/j.saa.2018.11.019.

Ganoderic Acids (GAs) are the major medicinal compounds in Ganoderma lucidum used as traditional Chinese medicine since ancient times. Ganoderic acid A (GAA) is the first discovered ganoderic acids reported in the literature, which is also one of most abundant triterpenoids of Ganoderma lucidum. Especially, GAA has been extensively investigated in recent decades for its positive medicinal activities. However, the vibrational properties of GAs have rarely been studied or reported. In this work, we focused on the typical GAA and studied the infrared (IR) and Raman spectra based on both experiments and DFT calculations. As such, we could not only achieve the assignments of the vibrational modes, but also from the IR and Raman spectra, we found that the spectral region from 1500 cm-1 to 1800 cm-1 is particularly useful for distinguishing different types of GAs. In addition, its dehydrogenated derivative Ganoderenic acid A (GOA) was also studied, which could be identified due to its spectral feature of strong IR and Raman bands around 1620 cm-1. This work therefore may facilitate the application of IR and Raman spectroscopies in the inspection and quality control of Ganoderma lucidum.

Network pharmacology analysis of the anti-cancer pharmacological mechanisms of Ganoderma lucidum extract with experimental support using Hepa1-6-bearing C57 BL/6 mice

J Ethnopharmacol 2018 Jan 10;210:287-295.PMID:28882624DOI:10.1016/j.jep.2017.08.041.

Ethnopharmacological relevance: Ganoderma lucidum (GL) is an oriental medical fungus, which was used to prevent and treat many diseases. Previously, the effective compounds of Ganoderma lucidum extract (GLE) were extracted from two kinds of GL, [Ganoderma lucidum (Leyss. Ex Fr.) Karst.] and [Ganoderma sinense Zhao, Xu et Zhang], which have been used for adjuvant anti-cancer clinical therapy for more than 20 years. However, its concrete active compounds and its regulation mechanisms on tumor are unclear. Aim of the study: In this study, we aimed to identify the main active compounds from GLE and to investigate its anti-cancer mechanisms via drug-target biological network construction and prediction. Materials and methods: The main active compounds of GLE were identified by HPLC, EI-MS and NMR, and the compounds related targets were predicted using docking program. To investigate the functions of GL holistically, the active compounds of GL and related targets were predicted based on four public databases. Subsequently, the Identified-Compound-Target network and Predicted-Compound-Target network were constructed respectively, and they were overlapped to detect the hub potential targets in both networks. Furthermore, the qRT-PCR and western-blot assays were used to validate the expression levels of target genes in GLE treated Hepa1-6-bearing C57 BL/6 mice. Results: In our work, 12 active compounds of GLE were identified, including Ganoderic acid A, Ganoderenic acid A, Ganoderic acid B, Ganoderic acid H, Ganoderic acid C2, Ganoderenic acid D, Ganoderic acid D, Ganoderenic acid G, Ganoderic acid Y, Kaemferol, Genistein and Ergosterol. Using the docking program, 20 targets were mapped to 12 compounds of GLE. Furthermore, 122 effective active compounds of GL and 116 targets were holistically predicted using public databases. Compare with the Identified-Compound-Target network and Predicted-Compound-Target network, 6 hub targets were screened, including AR, CHRM2, ESR1, NR3C1, NR3C2 and PGR, which was considered as potential markers and might play important roles in the process of GLE treatment. GLE effectively inhibited tumor growth in Hepa1-6-bearing C57 BL/6 mice. Finally, consistent with the results of qRT-PCR data, the results of western-blot assay demonstrated the expression levels of PGR and ESR1 were up-regulated, as well as the expression levels of NR3C2 and AR were down-regulated, while the change of NR3C1 and CHRM2 had no statistical significance. Conclusions: The results indicated that these 4 hub target genes, including NR3C2, AR, ESR1 and PGR, might act as potential markers to evaluate the curative effect of GLE treatment in tumor. And, the combined data provide preliminary study of the pharmacological mechanisms of GLE, which may be a promising potential therapeutic and chemopreventative candidate for anti-cancer.

Inhibition of aldose reductase in vitro by constituents of Ganoderma lucidum

Planta Med 2010 Oct;76(15):1691-3.PMID:20379959DOI:10.1055/s-0030-1249782.

CHCl(3) extract of the fruiting body of Ganoderma lucidum was found to show inhibitory activity on human aldose reductase in vitro. From the acidic fraction, potent human aldose reductase inhibitors, ganoderic acid C2 (1) and Ganoderenic acid A (2), were isolated together with three related compounds. It was found that the free carboxyl group of ganoderic acid C2 and Ganoderenic acid A is essential in eliciting the inhibitory activity considering the much lower activity of their methyl esters.

[Determination of nine triterpenoid acids from Ganoderma lucidum of different producting areas by HPLC]

Zhongguo Zhong Yao Za Zhi 2012 Dec;37(23):3599-603.PMID:23477148doi

Objective: To establish an HPLC method for determining nine triterpenes contained in Ganoderma lucidum. Method: Chromatography conditions: Alltima C18 (4.6 mm x 150 mm, 5 microm) was adopted as the chromatographic column, with acetonitrile-0.04% formic acid solution as the mobile phase. The detective wavelength was set at 254 nm, and the column temperature was 15 degrees C. Result: The linearities of ganoderic acid C2, ganoderic acid G, ganoderenic acid B, ganoderic acid B, Ganoderenic acid A, ganoderic acid A, lucideric acid A, ganoderenic acid D, and ganoderic acid C1 ranged between 6.81-40.88, 6.38-38.25, 6.75-40.50, 6.38-38.25, 5.95-35.65, 5.90-35.25, 7.00-42.00, 6.20-37.15 and 6.05-36.4 mg x L(-1) (r = 0.999 4, 0.999 2, 0.999 4, 0.999 2, 0.999 2, 0.994 5, 0.999 0, 0.999 2 and 0.998 4). Their recoveries were 102.1%, 102.3%, 100.6%, 103.3%, 104.1%, 103.2%, 96.42%, 102.5% and 101.5%, with RSD being 1.5%, 0.96%, 1.9%, 1.3%, 1.7%, 2.5%, 0.62%, 2.9% and 1.3%. The content of triterpenes contained in G. lucidum samples from 31 different areas and under different cultivation conditions. Conclusion: The method is so feasible and highly reproducible that it can be used for quantitatie determination of the content of triterpenoid acid contained in G. lucidum.

Ultra Performance Liquid Chromatography-Quadrupole Time-of-Flight Mass Spectrometry (UPLC-Q-TOF-MS)-based metabolomic analysis of mycelial biomass of three Ganoderma isolates from the Lower Volta River Basin of Ghana

J Pharm Biomed Anal 2021 Oct 25;205:114355.PMID:34500238DOI:10.1016/j.jpba.2021.114355.

In this work, we sought to determine the differences and/or similarities in the metabolite composition of the mycelial biomass of three ganoderma isolates (Ganoderma LVRB-1, Ganoderma LVRB-9 and Ganoderma LVRB-17) from the Lower Volta River Basin of Ghana. The cultured mycelial mass of the three isolates were subjected to DNA sequencing. BLASTn searches of the internal transcribed spacer. (ITS) sequences of the isolates were conducted in the GenBank and the data obtained subjected to ITS phylogenetic analysis. Thereafter, extracts of the cultured mycelial biomass of the three isolates were subjected to untargeted ultra performance liquid chromatography-quadrupole time-of-flight mass spectrometry (UPLC-Q-TOF-MS)-based metabolomic analysis. A cursory examination of the total ion chromatograms of the isolates gave evidence of the differential levels of the metabolites present. Further analysis of the metabolomic data using multivariate analysis better captured these marked differences in terms of the presence and/or levels of the metabolites. Finally, four lanostane triterpenoids, namely ganoderic acid C6, Ganoderenic acid A, Ganoderenic acid D and ganoderic acid G, together with two annotated compounds (ganoderic acids K and AM1) were detected in the mycelia biomass of the three ganoderma isolates from the Lower Volta River Basin of Ghana. The results provide the first ever metabolomic data on the chemical constituents of the mycelial biomass of ganoderma isolates from the Lower Volta River Basin of Ghana.