12f
A saponin.
General information
12f is a 3-O-β-chacotriosyl oleanolic acid saponin, which blocks SARS-CoV-2 Spike protein-mediated fusion and SARS-CoV-2 infection with high selectivity in vitro (Li et al., 2021).
(Structure image generated in SwissSimilarity)
Synonyms
N-{3β-O-[2, 4-di-O-(a-l-rhamnopyranosyl)-β-d-glucopyranosyl]-olean-12-en-28-oyl}-benzylamine
CC1O[C@@H](O[C@@H]2[C@@H](CO)O[C@H](O[C@H]3CC[C@]4(C)C(CC[C@@]5(C)C4CC=C4C6CC(C)(C)CC[C@]6(CC[C@]54C)C(=O)NC4=CC=CC=C4)C3(C)C)[C@H](O[C@@H]3OC(C)[C@@H](O)[C@H](O)[C@H]3O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O
Supporting references
Link | Tested on | Impact factor | Notes | Publication date |
---|---|---|---|---|
Discovery and structural optimization of 3-O-β-chacotriosyl oleanane-type triterpenoids as potent entry inhibitors of SARS-CoV-2 virus infections
Spike protein Biophysical assay Small molecule In vitro |
in vitro binding assay; in vitro biophysical assay; Vero E6 cells; 293T-ACE2 cells; SARS-CoV-2 pseudovirus; SARS-CoV-2 strain wuhan-HU-1 | 5.57 | The compound bound SARS-CoV-2 Spike protein trimer with a KD of 0.94 μM (the binding was S2 subunit-specific) and inhibited SARS-CoV-2 pseudovirus infection in 293T-ACE2 cells with an IC50 of ca. 4.37 μM and an SI of >22.88. 12f also protected Vero E6 cells from live virus infection with an IC50 of 0.97 μM in a dose-dependent manner. It experimentally inhibited cell-to-cell fusion. |
Feb/08/2021 |