(2S)-6-[(1S,5R,6S)-6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-(4-methylpent-3-enyl)cyclohex-2-en-1-yl]-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one Chemical Properties

form 

Solid

color 

White to off-white

InChIKey

VYCKCQBOVSSJSK-ZQRLWWEZNA-N

SMILES

[C@H]1(C2=CC=C(O)C=C2O)OC2=C(C(O)=C([C@@H]3[C@@H](C(=O)C4=CC=C(O)C=C4O)[C@H](C4=CC=C(O)C=C4O)CC(CC/C=C(\C)/C)=C3)C(O)=C2)C(=O)C1 |&1:0,15,16,27,r|

(2S)-6-[(1S,5R,6S)-6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-(4-methylpent-3-enyl)cyclohex-2-en-1-yl]-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one Usage And Synthesis

Uses

Sanggenon G is a cell-permeable and potent inhibitor of X-linked inhibitor of apoptosis protein (XIAP). Sanggenon G binds specifically to the BIR3 domain of XIAP with a binding affinity of 34.26 μM. Sanggenon G enhances caspase activation[1].

IC 50

Caspase-3; Caspase-8; Caspase-9

References

[1] Seiter MA, et al. Discovery of Sanggenon G as a natural cell-permeable small-molecular weight inhibitor of X-linked inhibitor of apoptosis protein (XIAP). FEBS Open Bio. 2014 Jul 5;4:659-71. DOI:10.1016/j.fob.2014.07.001