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SMB00445

Sigma-Aldrich

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:
Molecular Weight:
516.67
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.25

Quality Level

Assay

≥98% (HPLC)

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

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

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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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