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

Properties

• Quality Level: 200
• 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

Description

General description

Ganoderic Acid A or GAA is one of the most abundant triterpenoids that is found in Ganoderma lucidum fungi.[1] The chemical structure of GAA has a tetracyclic ring with a double bond and terminal carboxyl group on the branch.[1]

Application

Ganoderic acid A has been used:

• to study its protective effects on hypoxia-induced rat cardiomyocytes (H9c2) cell injury[2]
• as a reference standard to study its inhibitory and antiviral effects against groundnut bud necrosis virus (GBNV) infection in cowpea plants[3]
• as a standard in Fourier transformed-infrared (FT-IR) spectroscopy for the analysis of secondary metabolites from Ganoderma lucidum[4]

Biochem/physiol Actions

Ganoderic Acid A (GAA) improves lipid metabolism, gut microbiota composition, and hyperlipidemia in high-fat-diet (HFD)-fed mice.[1] 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.[5] GAA displays neuroprotective activities against depression-like behaviors, inflammation, and neuronal damage in the post-stroke depression (PSD) rat model.[6] It also displays anti-human immunodeficiency virus (HIV) activity.[2]

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable