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Merck

SMB00445

Ganoderic acid A

≥98% (HPLC)

Synonym(s):

(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, (7β,15α,25R)-7,15-Dihydroxy-3,11,23-trioxo-lanost-8-en-26-oic acid

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About This Item

Empirical Formula (Hill Notation):
C30H44O7
CAS Number:
81907-62-2
Molecular Weight:
516.67
UNSPSC Code:
12352205
PubChem Substance ID:
329825018
NACRES:
NA.25

Key Documents

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SMILES string

OC(C(C)CC(C[C@@H](C)[C@H]1C[C@H](O)[C@@]([C@]1(C)CC2=O)(C)C3=C2[C@]4(C)C(C[C@@H]3O)C(C)(C)C(CC4)=O)=O)=O

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

InChI key

DYOKDAQBNHPJFD-ZQEHRSJRSA-N

assay

≥98% (HPLC)

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

Quality Level

200

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General description

Ganoderic Acid A or GAA is one of the most abundant triterpenoids that is found in Ganoderma lucidum fungi. The chemical structure of GAA has a tetracyclic ring with a double bond and terminal carboxyl group on the branch.

Application

Ganoderic acid A has been used:
  • to study its protective effects on hypoxia-induced rat cardiomyocytes (H9c2) cell injury
  • as a reference standard to study its inhibitory and antiviral effects against groundnut bud necrosis virus (GBNV) infection in cowpea plants
  • as a standard in Fourier transformed-infrared (FT-IR) spectroscopy for the analysis of secondary metabolites from Ganoderma lucidum

Biochem/physiol Actions

Ganoderic Acid A (GAA) improves lipid metabolism, gut microbiota composition, and hyperlipidemia in high-fat-diet (HFD)-fed mice. It is proven to be a potential therapeutic anticancer agent in several in vitro studies by suppressing cell proliferation in different cancer cells such as breast cancer, human hepatocellular carcinoma cells, and osteosarcoma. GAA displays neuroprotective activities against depression-like behaviors, inflammation, and neuronal damage in the post-stroke depression (PSD) rat model. It also displays anti-human immunodeficiency virus (HIV) activity.

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

SMB00445-BULK: + SMB00445-VAR: + SMB00445-5MG: + SMB00445-10MG:

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Certificates of Analysis (COA)

Lot/Batch Number
0000496243
0000496243
0000463064
0000463064
0000436890

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Jiahua Jiang et al.
International journal of molecular medicine, 21(5), 577-584 (2008-04-22)
Structurally related lanostane-type triterpenes, ganoderic acid A, F and H (GA-A, GA-F, GA-H), were identified in an oriental medicinal mushroom Ganoderma lucidum. In the present study we evaluated the effect of GA-A, GA-H and GA-F on highly invasive human breast
Yanhua Chang et al.
Phytotherapy research : PTR, 33(5), 1448-1456 (2019-03-07)
Effects of ganoderic acid A (GAA), a lanostane triterpene, on hypoxia-ischemia encephalopathy (HIE) remain unclear. We aimed to figure out the specific role of GAA in hypoxia-treated neural stem cells (NSCs) as well as the regulatory mechanisms. Primary rat NSCs
Xu Wang et al.
Molecular medicine reports, 16(4), 3894-3900 (2017-07-22)
Ganoderic acid A (GA‑A), a triterpenoid, has been demonstrated to suppress cell proliferation in various cancers, including breast cancer and osteosarcoma. However, its effect on human hepatocellular carcinoma (HCC) remains to be elucidated. The present study aimed to investigate the
Bingji Ma et al.
North American journal of medical sciences, 3(11), 495-498 (2012-03-01)
Recently a series of triterpenoids were isolated from ganoderma spores and have drawn the attention of chemists and pharmacists. The aim of this review is to summarize the triterpenoids and their bioactivities of ganoderma spores. The chemical and biological literatures
Xiaohong Zhang et al.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 50(6), 2086-2096 (2018-11-12)
Ganoderic acid A (GAA) isolated from Ganoderma lucidum, shows various benefit activities, such as anti-tumor activity, anti-HIV activity and hepatoprotective activity. However, the potential effects of GAA on hypoxia-induced injury of cardiomyocytes are still unclear. In this study, we aimed
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