3'-(Glutathion-S-yl)-1'-oxoelemicin is the glutathione adduct of 1'-oxoelemicin. It's not known to what extent the enzyme glutathione S-transferase (GST) is involved in its creation. It's possible that this adduct can form spontaneously without an enzyme catalyst, as this is proven to be the case for the very closely related compounds 1'-oxosafrole and 1'-oxoestragole.

The formation of 3'-(Glutathion-S-yl)-1'-oxoelemicin from 1'-oxoelemicin prevents 1'-oxoelemicin from forming potentially psychoactive alkaloids from endogenous amines.

Substrate GST End Product
1'-Oxoelemicin 3'-(Glutathion-S-yl)-1'-oxoelemicin
1-(3,4,5-trimethoxyphenyl)prop-2-en-1-one.png glutathione-1-oxoelemicin.png

Chemical Properties

Synonyms: 1'-oxoelemicin-glutathione; 1'-ketoelemicin-glutathione;
Molecular Weight: 529.63 [g/mol]
Formula: C22H31N3O10S
XLogP3: -2.91[1]
Canonical SMILES: S(CC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N)CCC(C1=CC(=C(C(=C1)OC)OC)OC)=O

1. XLogP3 values calculated using the Virtual Computational Chemistry Laboratory's
On-line Lipophilicity(logP), Water Solubility(LogS) & pKa Prediction calculator.
Unless otherwise stated, the content of this page is licensed under Creative Commons Attribution-ShareAlike 3.0 License