Structure Database (LMSD)
Common Name
Ganoderic acid A
Systematic Name
(25R)-3,11,23-trioxo-7β,15α-dihydroxy-lanost-8-ene-26-oic acid
Synonyms
LM ID
LMST01010391
Formula
Exact Mass
Calculate m/z
516.308706
Sum Composition
Status
Curated
3D model of Ganoderic acid A
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Biological Context
Ganoderic acid A is a triterpene that has been found in Ganoderma and has diverse biological activities.1,2,3,4 It reduces cell viability, expression of superoxide dismutase 1 (SOD1), SOD2, and SOD3, and production of reactive oxygen species (ROS) in PC3 prostate cancer cells.1 It inhibits LPS-induced activation of NF-κB, release of TNF-α, IL-1β, and IL-6, and mitochondrial activity in primary mouse cortical microglia.2 Ganoderic acid A (20 and 40 mg/kg) reduces lung myeloperoxidase (MPO) activity, neutrophil infiltration, and NF-κB signaling, as well as bronchoalveolar lavage fluid (BALF) levels of TNF-α, IL-1β, and IL-6 in a mouse model of LPS-induced lung injury.3 It also reduces weight gain and hepatic lipid accumulation and improves insulin sensitivity in a mouse model of high-fat diet-induced obesity.4
This information has been provided by Cayman Chemical
References
References
String Representations
InChiKey (Click to copy)
DYOKDAQBNHPJFD-JNTBEZBXSA-N
InChi (Click to copy)
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
SMILES (Click to copy)
C(C(=O)C[C@@H](C)C(O)=O)[C@H]([C@]1([H])[C@]2(C)[C@@](C3[C@@H](O)C[C@]4([H])[C@@](CCC([C@@]4(C)C)=O)(C)C=3C(C2)=O)(C)[C@@H](O)C1)C
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
37
Rings
4
Aromatic Rings
0
Rotatable Bonds
6
Van der Waals Molecular Volume
526.45
Topological Polar Surface Area
128.97
Hydrogen Bond Donors
3
Hydrogen Bond Acceptors
7
logP
4.70
Molar Refractivity
138.45
Admin
Created at
-
Updated at
10th Mar 2021