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Extraction of Angico stem bark

modern

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So for the first attempt I did 25g of Yopo stem bark extracting with hcl then alkaline with lye and heptane pulls.

I tried to defat but just caused emulsions due to lots of saponins. Then shook the heptane and lost like 10-20% heptane as well.

I was expecting 10-100mg based on older reports found in simple tryptamines and paper I found but maybe got 1mg? This is Benzoate salt of whatever was pulled.

I was gonna try oral with maoi but may just try to do crude TLC since so little amount.

The correct species for 5meo should be Anadenanthera peregrina and others may just be weaker

Reattempting with 175g and slower and longer pulls. I’ll report back in a month or so when I finish up. Also whenever I get around to do my TLC
 

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So on the second attempt I added lye slowly and got ph 11-12. Rather than grey color that DMT bark gets I got a purple color. However after a day of gentle swirling when I salted it there was zero clouding. So I increased the ph again to 14 and the color became black. I added the heptane again and will attempt salting again…

So unless slight excess hcl and excess lye breakdown the 5meo this time I should get a measureable yield since used 175g starting material.

Next attempt I’ll use much lower hcl content or maybe another salt then try ph 11 again. To see if hcl is to blame. I used hcl first round but not prolonged time. Zero heat used.
 
at ph 13-14 the heptane pull did cloud after salting benzoic acid. so idk if 5-meo is the alkaloid that is pulled or not. Maybe something else... I'll do a small bioassey in the future. After a finishing the complete extraction I'll share the yield I got of whatever is being salted here... lol if it is just gramine.
 
so I'm still pulling and these are yielding more (still tiny amounts) of whatever alkaloid the heptane pulled. Using benzoic acid and only swirling to prevent emulsions.

Like I mentioned used HCL to pull from bark (still soaking for more pulls) then added excess lye to ph 13-14. some say that 5-meo-dmt is sensitive so IDK if this is actually DMT or another.

I'm doing water washes of this beaker and evaporating all together...
 

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the first 2 pulls have been dried collectively and here is the resulting benzoate. I have 1 more acid pull to do of the bark material to complete in the future. Maybe if I used heat may have had better yield but decided against it this attempt. At least it yielded something even if lo content.

I'm unsure if I should try it or attempt my crude TLC...
 

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That would be a very impressive result if this indeed turns out to be the target molecule. I would strongly recommend running a TLC to get a quick indication. If you have your own standard of 5-MEO-DMT available, the comparison should be straightforward: simply run your extracted sample alongside the standard and compare the Rf values.

Since this is only intended as a rough screening, the setup does not need to be elaborate. Even a very simple paper-based run could provide a preliminary indication of whether the compound you are looking for might be present. That said, a standard silica TLC plate will give cleaner separation and more reliable results.

Good luck
 
That would be a very impressive result if this indeed turns out to be the target molecule. I would strongly recommend running a TLC to get a quick indication. If you have your own standard of 5-MEO-DMT available, the comparison should be straightforward: simply run your extracted sample alongside the standard and compare the Rf values.

Since this is only intended as a rough screening, the setup does not need to be elaborate. Even a very simple paper-based run could provide a preliminary indication of whether the compound you are looking for might be present. That said, a standard silica TLC plate will give cleaner separation and more reliable results.

Good luck
I'll do my DIY silica tlc plate and I have a 270nm uvlight so it should glow green when dry.
 
I hate to be a downer. But isn't 5meo very lowly soluble in heptane?
Acetone might be a better go and we were experimenting with acetone and benzoic for 5-HO-dmt a while ago. (I'm yet to do confirmation but a few people have now given it ago).
You'd have to do more of a dry tek to use acetone though. Unsure if 5meo benzoate would form in acetone though (benzoic is highly soluble in acetone). Worth a try.

Otherwise I think DCM and chloroform have been the go to solvents for the phalaris project. Unsure if 5meo benzoate forms these solvents though.
 
I've not yet gotten around to making the TLC plates but am also evaporating a phalaris extract I did also using heptane. I assumed that hexane and heptane interchangeable

I'll update when I get around to it.
 
Number 1 on the TLC plates is the angico stem bark extract. Based on the TLC it is mainly DMT and little to no 5meo since zero green when dry.

The third photo shows the extract which has some goo in absolute ethanol. It is Benzoate salt.

In the end I’m very happy I decided to weight the extract and didn’t blind dose. It came to around 40mg (goo included) and would have been much stronger than I would have wanted to test. I’ll probably dose half in a future weekend.

From 200g of stem bark I yielded 40mg which equates to 0.02% yield.

Not a viable source but I’ll try to get Yopo stem bark and not cebil.
 

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So I decided to take the extract in total and 200mg harmalas. I had shot of alcohol to calm my nerves about 30 minutes before dosing. After 45 minutes I still have zero noticeable effects. I had some heart rate increase and a rush but not as strong as tryptamine head rush more fear of ingesting unknown plant material with maoi.

Looking at the TLC the blue which would likely have been DMT was smeared and may have been another alkaloid or just low concentration.

I doubt that the alcohol nullified the effects DMT produces. Overall after about 1hour I just feel good in general. But that is my normal state with harmalas. I may have very slight image sharpening effect but zero euphoria which I have even with low dose DMT and harmalas.

I’ll update if I have any latent effects but usually I am near peak 1 hour in so I interpret this very small amount of DMT actually in the goo or the blue streak was another alkaloid and not dmt.

Regardless I hope to attempt Yopo stem bark which has around 0.04% 5meo content. This was cebil stem bark. This is commonly sold for making tea as expectorant and cough medicine.

A let down in the end but I enjoyed the process. Next I need to get around to testing seersucker again.
 
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So after two I would say I peaked since I had zero effects earlier.

Brightness and sharpness increased very strongly all of the sudden

There was also a body high where there was body tightening and sensitivity.

It was not long lived effect.

There was something psychoactive however much lower activity than DMT.

After say 20 minutes at the 2hour mark the effects have stopped and back to normal.

Maoi usually ends around 3h mark for me rarely reaches 4h
 
so a while back I tried the extract from this and ended up taking the entire 40mg goo with 200mg maoi. There were extremely limited effects and such but it didn’t contain 5meo I’d assume or only trace amounts. It may have been the extraction itself or maybe the species of yopo since I used the common bark that is sold as a bronco expectorant.

I’ve since done another extraction on 800g of bark also used chloroform as the solvent. For now the aqueous salt solution is slowly evaporating. I’ll do a crude tlc and test more in the future

There is a chance that the original extraction using hcl was too harsh which I’ve learned can be the case with dmt extraction as well.

Ok so did 800g vinegar pressure cooker 3x pulls then reduced to 200ml. Did a defat with hexane being VERY careful to not shake since it caused issues last time. Also added salt. After defat (didn’t seem to remove anything since no color change) I added sodium carbonate to ph 11 and added small amount of sodium hydroxide to help free more without overkill since the wash soda buffers solution. Did 3 150ml chloroform pulls salting each with fumaric acid. The third likely pulled very little due to color change being minimal. Orange tone. I used the same chloroform for all the pulls and lost about 50ml in total.
I reduced my 100-120ml acid pulls down to 10ml at around 90C no jumping or bubbling water. Salted with fumaric acid
After allowing to cool slowly it precipitated this crystal. Gonna evaporate the rest of the water and dry this precipiate. Later will wash with iso99 then try tlc to see if 5meo shows up
 

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so the precipitate above was washed with iso99 and only 50mg remained insoluble. I assumed that was the indole however I tested with Ehrlich's reagent and zero reaction even when prepared fresh.
The alcohol washes and original solution started to from another precipitate after concentrating a bit and I tested that solution and THAT did react with the reagent showing the indole is located that.
I did a simple spot on tlc plate and 365nm light showed a green color but the 270nm didn't show anything or only a slight ring. I'll be running a crude tlc to see if I can maybe ID with 270nm light a blue or green reaction. However I don't have any ammonia on hand so gonna just run it acidic which I know works from previous experiments.

the reagent reaction turned dark purple later.... the new precipitate after concentrating and the spot tlc tests and purple from reagent.
 

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The purple reaction I mentioned…

Ok so first photo is light green and baby blue under 365nm wet and the following is wet dark blue like dmt and a green that didn’t move that idk if 5meo. When dry the blue is faint (in acidic salt so doesn’t disappear) and the green at the bottom which idk if 5meo or not.
Lots of smearing due to no ammonia and running on acid salts. Also overloaded.
 

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