By the way, could you common on higenamine hcl? Some said it is toxic, is it true?
What a coincidence that you are asking about Higenamine, we are right now discussing this substance in one of the Swedish boards.
Recently I found an interesting molecular property predictor which gives you 5 free predictions as a guest and if you register (for free) another 30 predictions, each month*. There are some interesting predictions under Toxicity and ADME.
It appears that Higenamine have not so good bioavailability and at least in rats according to the study** it is metabolized to coclaurine and isococlaurine.
If you do not want to draw the molecules yourself, you can copy following SMILES descriptors instead, by clicking on the smile symbol in the application.
Higenamine: Oc1ccc(cc1)CC2NCCc3cc(O)c(O)cc23
Coclaurine: Oc1ccc(cc1)CC2NCCc3cc(OC)c(O)cc23
It appears that both Higenamine and its metabolite Coclaurine are predicted as weak binding to Estrogen Receptor alpha (LogRBA between -3 and 0). Under Toxicity/Endocrine Disruption.
A question to Patrick (and others): How useful would you say are such a molecular prediction property tools? Have you used them yourself sometimes?
Due to the rules I cannot post links directly therefore you have to google it yourselfs.
*The predictor name is ACD/I-Lab.
**The title of the article is Identification of higenamine and its metabolites in rat by gas chromatography/mass spectrometry.
EDIT: Somehow, there is introduced a gap in the end of SMILES, however when I try to correct it, the gap is nonexistent in the editing text. Therefore if you copy the SMILES, erase the gaps before use in the prediction tool.