Stereochemistry | ABSOLUTE |
Molecular Formula | C19H22O6 |
Molecular Weight | 346.3744 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 6 / 6 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OCC(=C)C(=O)O[C@H]1CC(=C)[C@@H]2C[C@H](O)C(=C)[C@@H]2[C@H]3OC(=O)C(=C)[C@H]13
InChI
InChIKey=KHSCYOFDKADJDJ-NQLMQOPMSA-N
InChI=1S/C19H22O6/c1-8-5-14(24-18(22)9(2)7-20)16-11(4)19(23)25-17(16)15-10(3)13(21)6-12(8)15/h12-17,20-21H,1-7H2/t12-,13-,14-,15-,16+,17+/m0/s1
Cynaropicrin is a sesquiterpene lactone, which has been shown to possess various biological activities and has demonstrated extraordinary pharmacologic properties. Cynaropicrin has multi-medicinal potential therapeutics evidenced not just by the scientific literature describing it, but also by the plenty number of patent applications. Cynaropicrin was found to suppress hyperlipidemia, so as it is a potent antioxidant and hence; it can play a supportive role for liver in different hepatic diseases. The mode of action in case of HCV infection occurred during the early steps of the HCV life cycle, including cell-free and cell-cell infection inhibition. Cynaropicrin may serve as a potential drug lead for treatment or prevention of human cancers. Cynaropicrin is a potent, irreversible inhibitor of the bacterial enzyme MurA (covalently binds to the thiol group of Cys115 through Michael addition reaction). MurA is important for bacterial cells since this enzyme is responsible for the first step in the cytoplasmic biosynthesis of peptidoglycan precursor molecules. Cynaropicrin possesses a marked effect on mucosal injuries, preventing acute gastritis.