Ganoderic acid A

CAS# 81907-62-2

Ganoderic acid A

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Quality Control of Ganoderic acid A

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Chemical structure

Ganoderic acid A

3D structure

Chemical Properties of Ganoderic acid A

Cas No. 81907-62-2 SDF Download SDF
PubChem ID 471002 Appearance White powder
Formula C30H44O7 M.Wt 516.7
Type of Compound Triterpenoids Storage Desiccate at -20°C
Solubility DMSO : ≥ 29 mg/mL (56.13 mM)
*"≥" means soluble, but saturation unknown.
Chemical Name (2R,6R)-6-[(5R,7S,10S,13R,14R,15S,17R)-7,15-dihydroxy-4,4,10,13,14-pentamethyl-3,11-dioxo-2,5,6,7,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-4-oxoheptanoic acid
SMILES CC(CC(=O)CC(C)C(=O)O)C1CC(C2(C1(CC(=O)C3=C2C(CC4C3(CCC(=O)C4(C)C)C)O)C)C)O
Standard InChIKey DYOKDAQBNHPJFD-JNTBEZBXSA-N
Standard InChI InChI=1S/C30H44O7/c1-15(10-17(31)11-16(2)26(36)37)18-12-23(35)30(7)25-19(32)13-21-27(3,4)22(34)8-9-28(21,5)24(25)20(33)14-29(18,30)6/h15-16,18-19,21,23,32,35H,8-14H2,1-7H3,(H,36,37)/t15-,16-,18-,19+,21+,23+,28+,29-,30+/m1/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Ganoderic acid A

The fruit body of Ganoderma lucidum

Biological Activity of Ganoderic acid A

DescriptionGanoderic acid A , a representative active triterpenoid from Ganoderma lucidum, exhibits antinociceptive, antioxidative, cytotoxic, hepatoprotective and anticancer activities. It has a wide spectrum of targets including nuclear transcription factor-kappaB,activator protein-1,STAT,IL-6,JAK, and p38MAPK.
TargetsNF-kB | AP-1 | STAT | JAK | p38MAPK | IL Receptor
In vitro

Ganoderic acid A suppresses proliferation and invasion and induces apoptosis in human osteosarcoma cells.[Pubmed: 26018252]

Nan Fang Yi Ke Da Xue Xue Bao. 2015 May 20;35(5):619-24.

To investigate the effect of Ganoderic acid A (GA-A) on the biological behaviors of human osteosarcoma cells in vitro.
METHODS AND RESULTS:
MG63 and HOS cells were treated with 0.1, 0.25, and 0.5 mmol/L GA-A, and the changes in cell proliferation, apoptosis and migration were evaluated using MTT assay, flow cytometry, and Transwell assay, respectively. The expressions of STAT3, p38, and NF-κB1 in the cells were analyzed by Western blotting. GA-A effectively inhibited the proliferation of human osteosarcoma HOS and MG-63 cells in a dose-dependent manner, and induced obvious cell apoptosis in both cells. Treatment with 0.5 mmol/L GA-A also resulted in significant inhibition of the invasion of both cells. The results of Western blotting showed that GA-A down-regulated the expression level of phosphorylated STAT3 and increased the phosphorylation level of p38 and NF-κB1 expression in both cells.
CONCLUSIONS:
GA-A can induce proliferation inhibition, apoptosis and suppression of invasion in human osteosarcoma HOS and MG-63 cells.

Production of Ginkgo leaf-shaped basidiocarps of the Lingzhi or Reishi medicinal mushroom Ganoderma lucidum (higher Basidiomycetes), containing high levels of α- and β-D-glucan and ganoderic acid A.[Pubmed: 23557369 ]

Int J Med Mushrooms. 2013;15(2):175-82.


METHODS AND RESULTS:
Ganoderic acid A and α- and β-D-glucan content were compared among morphologically different basidiocarps of the medicinal mushroom Ganoderma lucidum. Ginkgo leaf-shaped basidiocarps gradually hardened from the base to the pileus and accumulated a higher amount of bioactive components than normal (kidney-shaped) and antler/deer horn-shaped basidiocarps. In the normal G. lucidum stipe, the outer context contained the highest amount of α- and β-D-glucan (approximately 55%) and the highest amount of Ganoderic acid A (approximately 0.3%).
CONCLUSIONS:
Ginkgo leaf-shaped G. lucidum had a large area of outer layer and stout outer context, which contributed to their high α- and β-D-glucan and Ganoderic acid A content.

Protocol of Ganoderic acid A

Kinase Assay

Inhibition of the JAK-STAT3 signaling pathway by ganoderic acid A enhances chemosensitivity of HepG2 cells to cisplatin.[Pubmed: 22961117]

Planta Med. 2012 Nov;78(16):1740-8.

Ganoderic acid A is a lanostane triterpene isolated from Ganoderma lucidum. It has been reported to exhibit antitumor activity, which is mainly mediated through its inhibitory effect on nuclear transcription factor-kappaB and activator protein-1. But the role of Ganoderic acid A in JAK-STAT3 signaling pathways is still unclear.
METHODS AND RESULTS:
In the present study, we investigated the effect of Ganoderic acid A on the signal transducer and activator of the transcription 3 pathway and evaluated whether suppression of the signal transducer and activator of transcription 3 activity by Ganoderic acid A could sensitize HepG2 cells to cisplatin. Our results show that Ganoderic acid A significantly suppressed both the constitutively activated and IL-6-induced signal transducer and activator of transcription 3 phosphorylation in HepG2 cells. Inhibition of the signal transducer and activator of transcription 3 tyrosine phosphorylation was found to be achieved through suppression of JAK1 and JAK2. Furthermore, Ganoderic acid A promoted cisplatin-induced cell death by enhancing the sensitivity of HepG2 cells to cisplatin mainly via the signal transducer and activator of transcription 3 suppression.
CONCLUSIONS:
These observations suggest a potential therapeutic strategy of using Ganoderic acid A in combination with chemotherapeutic agents for cancer treatment.

Ganoderic acid A Dilution Calculator

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Ganoderic acid A Molarity Calculator

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Preparing Stock Solutions of Ganoderic acid A

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.9354 mL 9.6768 mL 19.3536 mL 38.7072 mL 48.384 mL
5 mM 0.3871 mL 1.9354 mL 3.8707 mL 7.7414 mL 9.6768 mL
10 mM 0.1935 mL 0.9677 mL 1.9354 mL 3.8707 mL 4.8384 mL
50 mM 0.0387 mL 0.1935 mL 0.3871 mL 0.7741 mL 0.9677 mL
100 mM 0.0194 mL 0.0968 mL 0.1935 mL 0.3871 mL 0.4838 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on Ganoderic acid A

Ganoderic acid can Inhibitt of the JAK-STAT3 signaling pathway, also inhibit proliferation, viability, ROS. In vitro: A lower doses of Ganoderic acid enhance HLA class II-mediated antigen presentation and CD4+ T cell recognition of lymphoma. [1] ganoderic acid A promots cisplatin-induced cell death by enhancing the sensitivity of HepG2 cells to cisplatin mainly via the signal transducer and activator of transcription 3 suppression. [2] Ganoderic acid A inhibits proliferation, viability, ROS, DPPH, and analyzed the expression of SOD1, SOD2, and SOD3 by Real time PCR in a PC-3 cell in a dose-dependent manner.[3] GA-A effectively inhibites the proliferation of human osteosarcoma HOS and MG-63 cells in a dose-dependent manner, and induced obvious cell apoptosis in both cells.[4] In vivo: Ganoderic acid -treatment significantly prolonged survival of EL4 challenged mice and decreased tumor metastasis to the liver.[1]

References:
[1]. Radwan FF et al. Reduction of myeloid-derived suppressor cells and lymphoma growth by a natural triterpenoid. J Cell Biochem. 2015 Jan;116(1):102-14. [2]. Yao X et al. Inhibition of the JAK-STAT3 signaling pathway by ganoderic acid A enhances chemosensitivity of HepG2 cells to cisplatin. Planta Med. 2012 Nov;78(16):1740-8. [3]. Gill BS et al. Evaluating anti-oxidant potential of ganoderic acid A in STAT 3 pathway in prostate cancer. Mol Biol Rep. 2016 Sep 17. [4]. Shao J et al. [Ganoderic acid A suppresses proliferation and invasion and induces apoptosis in human osteosarcoma cells]. Nan Fang Yi Ke Da Xue Xue Bao. 2015 May;35(5):619-24.

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References on Ganoderic acid A

Production of Ginkgo leaf-shaped basidiocarps of the Lingzhi or Reishi medicinal mushroom Ganoderma lucidum (higher Basidiomycetes), containing high levels of alpha- and beta-D-glucan and ganoderic acid A.[Pubmed:23557369]

Int J Med Mushrooms. 2013;15(2):175-82.

Ganoderic acid A and alpha- and beta-D-glucan content were compared among morphologically different basidiocarps of the medicinal mushroom Ganoderma lucidum. Ginkgo leaf-shaped basidiocarps gradually hardened from the base to the pileus and accumulated a higher amount of bioactive components than normal (kidney-shaped) and antler/deer horn-shaped basidiocarps. In the normal G. lucidum stipe, the outer context contained the highest amount of alpha- and beta-D-glucan (approximately 55%) and the highest amount of Ganoderic acid A (approximately 0.3%). Ginkgo leaf-shaped G. lucidum had a large area of outer layer and stout outer context, which contributed to their high alpha- and beta-D-glucan and Ganoderic acid A content.

Inhibition of the JAK-STAT3 signaling pathway by ganoderic acid A enhances chemosensitivity of HepG2 cells to cisplatin.[Pubmed:22961117]

Planta Med. 2012 Nov;78(16):1740-8.

Ganoderic acid A is a lanostane triterpene isolated from Ganoderma lucidum. It has been reported to exhibit antitumor activity, which is mainly mediated through its inhibitory effect on nuclear transcription factor-kappaB and activator protein-1. But the role of Ganoderic acid A in JAK-STAT3 signaling pathways is still unclear. In the present study, we investigated the effect of Ganoderic acid A on the signal transducer and activator of the transcription 3 pathway and evaluated whether suppression of the signal transducer and activator of transcription 3 activity by Ganoderic acid A could sensitize HepG2 cells to cisplatin. Our results show that Ganoderic acid A significantly suppressed both the constitutively activated and IL-6-induced signal transducer and activator of transcription 3 phosphorylation in HepG2 cells. Inhibition of the signal transducer and activator of transcription 3 tyrosine phosphorylation was found to be achieved through suppression of JAK1 and JAK2. Furthermore, Ganoderic acid A promoted cisplatin-induced cell death by enhancing the sensitivity of HepG2 cells to cisplatin mainly via the signal transducer and activator of transcription 3 suppression. These observations suggest a potential therapeutic strategy of using Ganoderic acid A in combination with chemotherapeutic agents for cancer treatment.

[Ganoderic acid A suppresses proliferation and invasion and induces apoptosis in human osteosarcoma cells].[Pubmed:26018252]

Nan Fang Yi Ke Da Xue Xue Bao. 2015 May;35(5):619-24.

OBJECTIVE: To investigate the effect of Ganoderic acid A (GA-A) on the biological behaviors of human osteosarcoma cells in vitro. METHODS: MG63 and HOS cells were treated with 0.1, 0.25, and 0.5 mmol/L GA-A, and the changes in cell proliferation, apoptosis and migration were evaluated using MTT assay, flow cytometry, and Transwell assay, respectively. The expressions of STAT3, p38, and NF-kappaB1 in the cells were analyzed by Western blotting. RESULTS: GA-A effectively inhibited the proliferation of human osteosarcoma HOS and MG-63 cells in a dose-dependent manner, and induced obvious cell apoptosis in both cells. Treatment with 0.5 mmol/L GA-A also resulted in significant inhibition of the invasion of both cells. The results of Western blotting showed that GA-A down-regulated the expression level of phosphorylated STAT3 and increased the phosphorylation level of p38 and NF-kappaB1 expression in both cells. CONCLUSION: GA-A can induce proliferation inhibition, apoptosis and suppression of invasion in human osteosarcoma HOS and MG-63 cells.

Description

Ganoderic acid A can inhibit of the JAK-STAT3 signaling pathway, also inhibit proliferation, viability, ROS.

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