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Psychedelic alkaloids chemical and physical properties (Solubility, xlogp, pka, mp and bp....)

Migrated topic.
endlessness

endlessness

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Please post any information (with source if available) that is missing from the following list. This is a workthread with information gathered from several sources (forum, pubchem, tihkal, etc) and the idea is that this post will be edited as new information is pooled in, so we have a unified resource for important alkaloid related data. PLEASE HELP THIS THREAD GROW! Check back for updates!

NOW AVAILABLE IN THE WIKI

DMT
N,N-Dimethyltryptamine

Freebase DMT
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Appearance: White/Transparent crystals
Composition: C12H16N2
Molecular Weight: 188.26884 g/mol
Melting point: 44-68°C (Conflicting reports in literature, as mentioned in TIHKAL)
Boiling point:
XLogP: 2.0
XLogP3: 2.5
pKa: 8.68
Stability/Degradation: Oxidation to DMT N-Oxide (yellow oil) in extended presence of oxygen (specialy in evaporation of dmt-containing solvents with heat and/or fan or generally in prolonged exposure to open air). N-oxide may be reverted back to the parent compound by reduction, as described here.
Solubility:
Very Soluble in Xylene, Toluene, Limonene, acetone, IPA, methanol, ethanol, DCM, chloroform, ether, MEK, butanol
Soluble in naphtha, hexane, heptane but almost insoluble in these solvents at freezing temperatures
Almost insoluble in water.

DMT N-Oxide
oxide.jpg

Appearance: Yellow oil
XLogP3: 2
Solubility:
Soluble in Xylene, Toluene, Limonene
Slightly soluble in basic water
Insoluble in naphtha

DMT Fumarate
Molecular Weight: 492.608 g/mol
Solubility:
Soluble in water, boiling IPA
Insoluble in freeze-cold IPA
Insoluble in freeze-cold acetone
Insoluble in FASI (Fumaric Acid Saturated IPA)
Insoluble in FASA (Fumaric Acid Saturated Acetone)


5-MeO-DMT
5-methoxy-N,N-dimethyl-tryptamine

Freebase 5-MeO-DMT
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Appearance: Off-white crystals (Sigma Aldrich)
Composition: C13H18N20
Molecular Weight: 218.298 g/mol
Melting Point: 69-70°C (TIHKAL)
XLogP: 1.9
XLogP3: 1.5 (pubchem)

5-MeO-DMT Hydrochloride
Melting Point: 145-146°C (TIHKAL)


Bufotenine
5-HO-DMT - 5-hydroxy-N,N-dimethyl-tryptamine

Freebase Bufotenine
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Composition: C12H16N2O
Molecular Weight: 204.268 g/mol
Melting point:146–147 °C (295–297 °F)
Boiling point: 320 °C (608 °F)
XLogP: 1.6
XLogP3: 1.2 (pubchem)
pKa:
Solubility:
Acetone @ 20 C: soluble (5 g/100 ml)
Chloroform @ 20 C: soluble
Dichloromethane @ 20 C: soluble
Dimethyl sulfoxide (DMSO) @ 20 C: soluble (6 g/100 ml)
D-Limonene (Orange Oil) @ 20 C: insoluble
D-Limonene (Orange Oil) @ 176 C: soluble (more than 1.7 g/100 ml)
Ethanol @ 20 C: soluble
Ether @ 20 C: soluble
Ethyl acetate @ 20 C: soluble
Heptane @ 20 C: insoluble
Heptane with 40% MEK @ 20 C: soluble (0.53 g/100 ml)
Heptane with 50% MEK @ 20 C: soluble (1.22 g/100 ml)
IPA @ 20 C: soluble
MEK @ 20 C: soluble
Methanol @ 20 C: soluble
Naphtha @ 20 C: insoluble
Water @ 20 C: nearly insoluble in pure water (no acid or alkali added)
Xylene @ 20 C: nearly insoluble (less than 0.03 g/100 ml)
Xylene @ 144 C: soluble (1.5 g/100 ml)

source: Bufotenine Solubility - Bufotenine and 5-MeO-DMT - Welcome to the DMT-Nexus

Bufotenine Fumarate
Solubility:
Soluble in water
Insoluble in FASA (Fumaric Acid Saturated Acetone)


Psilocin
4-HO-DMT - 4-Hydroxy-N,N-dimethyl-tryptamine

Psilocin freebase
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Composition: C12H16N2O
Molecular Weight: 204.27 g/mol
Melting Point: 103-104°C (TIHKAL)
XLogP3: 2.1 (pubchem)
Stability/Degradation: Unstable in solution, especially alkaline solution (Merck).
Solubility:
Very slightly sol in water (Merck)

Psilocybin
4-PO-DMT - O-phosphoryl-4-hydroxy-N,N-dimethyltryptamine

Psilocybin (Psilocin Phosphate Ester)
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Composition: C12H17N2O4P
Molecular Weight: 284.248141 g/mol
XLogP3: -1.6 (pubchem)
Stability/Degradation: Dephosphorylated into Psilocin under acidic conditions. Also when ingested, by phosphatases enzymes.
Solubility:
Soluble in water. Soluble in 20 parts boiling water (= 0.79g/ml in boiling water), 120 parts boiling methanol (= 0.0932g/ml in boiling methanol); difficultly soluble in ethanol. Practically insoluble in chloroform, benzene (Merck)


Mescaline
3,4,5-trimethoxyphenethylamine

Freebase mescaline
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Composition: C11H17NO3
Melting point: 35-36°C (Kindler and Peschke, 103)
Boiling point: 180°C (12 mmHg)
XLogP: 0.6 (PubChem)
XLogP3: 0.7 (PubChem)
pKa: 9.56
Appearance: long needle shaped white crystals
Molecular weight: 211.26
Notes: forms mescaline carbonate on prolonged exposure to air
Average dose: 300 to 600 milligrams with a duration of 5 to 12 hours.
Soluble in: alcohol, chloroform, benzene, xylene, toluene, acetone, dichloromethane, highly soluble in isopropyl alcohol, soluble in d-limonene
Moderately soluble in: water
Insoluble in: practically insoluble in ether or petroleum ether
LD50: i.p. rats 370 mg/kg

Mescaline citrate
Soluble in: water
Insoluble in: xylene, acetone *
* Possible unreliable web source.

Mescaline hydrochloride
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Molecular weight: 247.72 (Sigma Aldrich)
Empirical Formula (Hill Notation): C11H17NO3 • HCl (Sigma Aldrich)
CAS Number: 832-92-8
Appearance: colorless crystals, needles
Melting point: 184°C
Moderately soluble in: water, alcohol (Merck Index), methanol (at least 1.0 mg/ml, source Sigma Aldrich solution)
Insoluble in: practically insoluble in toluene and acetone, insoluble in isopropyl alcohol, diethyl ether, and d-limonene
LD50: i.p. rats 132 mg/kg
Storage temperature: 2-8°C (Sigma Aldrich)
Isolation: when mescaline hydrochloride is extracted from San Pedro, Achuma, or Peruvian torch, it can be isolated from the other alkaloids by washing it in IPA or acetone (use 10 ml per gram of alkaloids, and wash 2-3 times). The non-mescaline alkaloids dissolve in the IPA or acetate, while the mescaline hydrochloride does not. Note that for the cleanest results use about 2 washes of acetone, and then 2 washes with IPA.

Mescaline picrate
Melting point: mp 222°C.

Mescaline sulfate dihydrate
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Composition: (C11H17NO3)2 • H2SO4 • 2H2O
Appearance: prisms
Melting point: 183–186 °C (361–367 °F)
Molecular Weight: 309.33606
Soluble in: hot water, methanol
Almost insoluble in: near freezing water, alcohol, acetone *
* Possible unreliable web source.

Mescaline fumarate
Composition: unknown (it may be a one to one salt or may not be)
Appearance: unknown
Melting point: unknown
Soluble in: water**, acetone**
Insoluble in: unknown
** This information is from various SWIMs on this forum.

Mescaline acetate
Composition: unknown
Appearance: white free flowing powder with a slight waxy texture ***
Melting point: unknown
Soluble in: water***, isopropyl alcohol***, acetone***, DMSO*** (more than 5 grams/100 ml), boiling MEK***
Insoluble in: xylene, d-limonene, cold MEK (Methyl Ethyl Ketone) ***
*** This information was validated by SWIM and is reliable.
Isolation: when mescaline acetate is extracted from San Pedro, Achuma, or Peruvian torch, it can be isolated from the other alkaloids by washing it in cold MEK (use 10 ml per gram of alkaloids, and wash 2-3 times). The non-mescaline alkaloids dissolve in the MEK, while the mescaline acetate does not. Mescaline acetate can be recrystallized in MEK by boiling the MEK and then freezing it overnight.

Source: Mescaline solubility and other properties - Generic - Welcome to the DMT-Nexus


Ibogaine
12-methoxyibogamine

Freebase Ibogaine
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Composition: C20H26N2O
Molecular Weight: 310.43324 g/mol
Melting Point: 152-153 °C (TIHKAL)
XLogP3: 3.9
Solubility: Soluble in limonene? ( Non-toxic food safe extraction of Iboga alkaloids using limonene - Eco friendly extraction teks - Welcome to the DMT-Nexus )

Ibogaine Hydrochloride
Melting Point: 299-300 °C (TIHKAL)
Solubility: Soluble in water, methanol (Sigma Aldrich)


Voacangine
12-methoxyibogamine-18-carboxylic acid methyl ester

Voacangine
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Composition: C22H28N2O3
Molecular Weight: 368.46932 g/mole
Melting Point: 136–137 °C (Wikipedia)
XLogP3-AA: 3.5


LSA (ergine)
Lysergamide

Freebase LSA
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Composition: C16H17N3O
Molecular Weight: 267.32568 g/mol
XLogP3: 1.6


Muscimol
Muscimol, Pantherine, Agarine

Freebase Muscimol
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Appearance: White powder (Sigma Aldrich)
Composition: C4H6N2O2
Molecular Weight: 114.10264 g/mol
Melting Point: 175°C (Merck Index)
XLogP3-AA: -1.4 (PubChem)

Salvinorin A
Note: Technically NOT an alkaloid, as it contains no nitrogen. It is a trans-neoclerodane diterpene.

Salvinorin A
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Composition: C23H28O8
Molecular Weight: 432.46362 g/mol
Melting Point:242-244 – 238-240 °C (Wikipedia)
Boiling Pont: 760.2 °C (1400 °F) (Wikipedia)
XLogP3-AA: 2.5 (pubchem)



Elemicin
Note: Technically NOT an alkaloid, as it contains no nitrogen.

Elemicin
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CAS Number: 487-11-6
Molecular Formula: C12H16O3
Molecular Weight: 208.25364 g/mol
Boiling Point: 152-156 °C @ 17 mmHg, 144 to 147 °C @ 10 mmHg (Source) 146-147 °C (Source 1, Source 2 ), 279.8 °C @ 760 mmHg (ChemSpider)
XlogP3: 2.5 (PubChem)
Solubility: Soluble in alcohol, Insoluble in water (source)



Harmine
7-methoxy-β-carboline

Freebase Harmine
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Composition: C13H12N2O
Molecular Weight: 212.25 (Sigma Aldrich)
Melting point: 262-264 °C (Sigma Aldrich)
Boiling point:
XLogP: 2.5
XLogP3: 3.6
pKa: 7.7
Solubility:
Insoluble in basic water
Isolation: To separate from harmaline, using pKa properties, raise pH of solution containing both alkaloids to pH 8.75 to precipitate 92% of harmine and only 8% Harmaline. Filter to retrieve precipitated alkaloids, and raise the pH further to retrieve the bulk of harmaline. Check this thread for more info

Harmine Hydrochloride
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Melting Point: 321 °C
Solubility:
Soluble in water
Insoluble in salt-saturated water



Harmaline
3,4-dihydro-7-methoxy-1-methyl-β-carboline

Freebase Harmaline
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Composition: C13H14N2O
Melting point: 232-234 °C (Sigma Aldrich)
Boiling point: 120-140 °C at 0.001 mm/Hg (TIHKAL)
XLogP: 0.8
XLogP3: 1.2
pKa: 9.8
Solubility:
Slightly soluble in basic water
Isolation: To separate from harmine, using pKa properties, raise pH of solution containing both alkaloids to pH 8.75 to precipitate 92% of harmine and only 8% Harmaline. Filter to retrieve precipitated alkaloids, and raise the pH further to retrieve the bulk of harmaline. Check this thread for more info

Harmaline Hydrochloride
Solubility:
Soluble in water
Insoluble in salt-saturated water



THH
Tetrahydroharmine - 7-methoxy-1-methyl-1,2,3,4-tetrahydro-β-carboline

Freebase THH
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Composition: C13H16N2O
Molecular Weight: 216.27894 g/mol
Melting Point: 187-190 °C (TIHKAL)
XlogP: 1.9
XLogP3: 1.9

THH Hydrochloride
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Composition: C13H17ClN2O
Molecular Weight: 252.73988 g/mol
Melting Point: 232–234 °C (TIHKAL)




---------------------------


Relevant NOT psychedelic alkaloids


Gramine
N,N-Dimethyl-1H-indole-3-methanamine

Freebase Gramine
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Composition: C11H14N2
Molecular Weight: 174.24226 g/mol
Melting point: 138-139°C (Merck)
Boiling point:
XLogP3: 1.8
pKa:
Solubility:
Sol in alcohol, ether, chloroform; slightly sol in cold acetone. Practically insol in petr ether (= naphtha?), water. (Merck Index)


Hordenine
N,N-dimethyltyramine

Freebase Hordenine
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CAS Registry Number: 539-15-1
Composition: C10H15NO
Molecular Weight: 165.23 g/mol
Melting point: 117-118° (Merck)
Boiling point: 173°
XlogP3: 2.1 (PubChem)
Solubility:
Very sol in alcohol, chloroform, ether. 7 grams dissolve in 1000 ml water. Sparingly sol in benzene, toluene, xylene. Practically insol in petr ether. (Merck Index)

Hordenine Hydrochloride
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CAS Registry Number: 6027-23-2
Composition: C10H15NO.HCl
Molecular Weight: 201.70 g/mol
Melting point: 177° (Merck Index)

Solubility:
Very sol in water. (Merck Index)



---------------------------


Alkaloid XlogP list

* 0.1 - 6-methoxy-2-methyl-beta-Carboline
* 0.7 - Beta-carboline, 6-methoxy-1,2-dimethyl-1,2-Dimethyl-2H-beta-carbolin-6-yl methyl ether
* 0.7 - Mescaline
* 0.8 - Harmaline
* 1.0 - 5-HO-Tryptamine (serotonin)
* 1.3 - 5-HO-DMT N-oxide (Bufotenine N-oxide)
* 1.6 - 5-HO-DMT (bufotenine)
* 1.7 - N-Methylserotonin
* 1.7 - DMT N-oxide (Dimethyltryptamine N-oxide)
* 1.7 - 5-MeO-NMT (5-Methoxy-N-methyltryptamine)
* 1.7 - 2-Methyl-1,2,3,4-tetrahydro-beta-carboline
* 1.8 - NMT (N-Methyltryptamine)
* 1.9 - 5-MeO-DMT (methoxybufotenin)
* 1.9 - Tetra−Hydro−Harmine (THH)
* 2.0 - DMT (Dimethyltryptamine)
* 2.5 - Harmine

Alkaloid XlogP3 list

* -1.4 - Muscimol
* -1.6 - Psilocybin
* 0.6 - Harmalol
* 0.7 - Mescaline
* 1.2 - Harmaline
* 1.2 - Bufotenine
* 1.5 - 5-MeO-DMT
* 1.6 - LSA (ergine)
* 1.8 - Gramine
* 1.9 - Tetrahydroharmine
* 2.0 - DMT N-oxide
* 2.1 - Psilocin
* 2.5 - DMT
* 2.5 - Salvinorin A
* 2.5 - Elemicin
* 3.5 - Voacangine
* 3.6 - Harmine
* 3.6 - Harman
* 3.9 - Ibogaine

Lower XlogP values are more water soluble, and higher XlogP values are more non-polar soluble.

Solvent XlogP list

-0.7 - DMSO
-0.5 - Methanol
-0.1 - Ethyl Alcohol
0.2 - Acetone
0.4 - IPA
0.4 - MEK (Methyl Ethyl Ketone)
0.7 - Ethyl Acetate
0.9 - Ethyl Ether
1.5 - DCM
2.1 - Chloroform
2.5 - Toluene
2.5 - Xylene
3.7 - Limonene
4.3 - Heptane (similar to naphtha)

source: XlogP - DMT-Nexus Wiki
 
Agreed. Definitely a sticky. My favorites are full of random threads just to get this info handy. I always wondered why 69Rons were never stickied.
 
Great Idea for a thread. I noticed one mistake in the images: The harmaline hydrochloride image is incorrect. The proton belongs on the pyridine nitrogen not the pyrrole. The lone pair on the pyrrole is delocalized to the ring as it contributes to the aromaticity therefore pyrrole is a very weak base. The lone pair on pyridine does not and is able to covalently bound with protons ie. it is a decent base. All of the others look okay.
 
Just a quick question. Why is XLogP used, and not XLogP3? Does it make any difference? For example, DMT has a XLogP of 2.0 and XLogP3 of 2.5.
 
XLogP3 is a newer more accurate algorithm that has replaced the XLogP algorithm, but it’s not available for all compounds. XLogP values have been around for a long time, so you can easily find them for nearly every compound there is.
 
Okay, in other words we should use XLogP3. Actually, it is available for all the compounds mentioned in this thread.

XLogP3 values:

DMT: 2.5
DMT N-oxide: 2
5-MeO-DMT: 1.5
Bufotenine: 1.2
Psilocin: 2.1
Psilocybin: -1.6
Mescaline: 0.7
Ibogaine: 3.9
Harmaline: 1.2
Harmine: 3.6
Tetrahydroharmine: 1.9

...and some others

Harman: 3.6
Harmalol: 0.6
LSA (ergine): 1.6
Salvinorin A: 2.5
Voacangine: 3.5
Muscimol: -1.4
Elemicin: 2.5

There you go!
 
Awesome, thanks a lot guys! (and thanks Trav for making it a sticky!)

bufoman said:
Great Idea for a thread. I noticed one mistake in the images: The harmaline hydrochloride image is incorrect. The proton belongs on the pyridine nitrogen not the pyrrole. The lone pair on the pyrrole is delocalized to the ring as it contributes to the aromaticity therefore pyrrole is a very weak base. The lone pair on pyridine does not and is able to covalently bound with protons ie. it is a decent base. All of the others look okay.
Click to expand...

Ok so I removed the Harmaline HCl image. I had gotten it from pubchem. Do you have any link of a correctly drawn one?

benzyme said:
coming soon: empirical CE-MS (ESI) data, CI mode.
Click to expand...

Can´t wait!

Evening Glory said:
Okay, in other words we should use XLogP3. Actually, it is available for all the compounds mentioned in this thread.

XLogP3 values:
(...)
There you go!
Click to expand...

Thanks Evening, I added that data both for the alkaloids themselves and also added this full list to the end, arranged in the format like the other XlogP list, to easily compare the different XLogP3 's.

For now I also added LSA, Salvinorin A, Voacangine and Muscimol to our alkaloid list (though salvinorin is no alkaloid but I guess nobody will kill us for adding it's info there, right? :) ), I also added Gramine at the end because its relevant, and Ive found that Merck Index says it is not soluble in pet ether (= naphtha, right?), so thats interesting for phalaris teks, apparently a napht/heptane recrystalization would get rid of it

I have just downloaded the Merck Index 13th edition (pm me for link if anyone's interested), so as soon as I learn it's functionality better I'll see if there's more info to update.

Any more info you guys have, whether its sourced info, molecule drawings, new alkaloid suggestions to add, your own solubility tests, double checking and mistake-correcting, its all very welcome!

BTW, I started adding some stability/degradation info (such as dmt's oxidation, or psilocybin's dephosphorylation in acidic solutions, etc). I think it would be interesting if we had more of this info and also what are the degradation products that are formed, so if anybody has this kind of info..

I also thought it could be very interesting to include some basic metabolic information (what enzymes metabolize them, what are the metabolites that are formed, etc), because this is relevant information for bioassaying, so for example if CYP enzymes metabolize a particular alkaloid, then (careful :D ) experimentation with CYP inhibitors could be done, and so on. What do you guys think?

Ideally this page should be added to the wiki but im a bit busy for it now, if anybody wants to do it, feel free. Otherwise I'll keep updating it here as we come up with more info and one day we add it all to the wiki. Another interesting thing would be to have a link under each alkaloid to a wiki page that shows a list of what plants contain the alkaloid, sort of like this but more organized specifically per alkaloid
 
Absolutely wonderful! I have to say it again: I love you! :oops:

I will for sure contribute to that page in the wiki. By the way, I think the title should be "psychedelic compounds", not "psychedelic alkaloids", to be fair to salvinorin A (and elemicin and other allylbenzenes if they turn out to be true psychedelics in higher doses).

What about including compounds such as gramine and hordenine? Neither are psychedelics, but we do need all the information we can get on them, in regards to Phalaris spp. extraction. Hordenine is also of interest in regards to cacti extraction. So perhaps we should create a separate list of unwanted or otherwise not psychedelic compounds found in plants that do have psychedelic compounds?
 
Well I love you too :p

I had added a note at the Salvinorin A subsection saying its not an alkaloid but I agree with you we should change the name to broaden the scope. Problem is, I dont know how to do that on the wiki after the page is created... I could only change it in the 'table of contents'.

As for the gramine, if you check it out I added it, on the 'relevant NOT psychedelic compounds'

:)

Ill be glad to see this wiki grow and grow!
 
endlessness said:
I had added a note at the Salvinorin A subsection saying its not an alkaloid but I agree with you we should change the name to broaden the scope. Problem is, I dont know how to do that on the wiki after the page is created... I could only change it in the 'table of contents'.
Click to expand...
You can't as far as I know, you have to start a new page with the proper name. Edit: I've done this now.

endlessness said:
As for the gramine, if you check it out I added it, on the 'relevant NOT psychedelic compounds'
Click to expand...
Wonderful!

endlessness said:
Ill be glad to see this wiki grow and grow!
Click to expand...
Yeah, me too! I will for sure add any information I find to that page. It's a lot better to share notes with the crowd here than to conserve them to oneself.
 
Dimethyltryptamine (from Chemspider, predicted properties (EPISuite))

Log Octanol-Water Partition Coef (SRC):
Log Kow (KOWWIN v1.67 estimate) = 1.94

Boiling Pt, Melting Pt, Vapor Pressure Estimations (MPBPWIN v1.42):
Boiling Pt (deg C): 325.84 (Adapted Stein & Brown method)
Melting Pt (deg C): 94.61 (Mean or Weighted MP)
VP(mm Hg,25 deg C): 0.000315 (Modified Grain method)
MP (exp database): 46 deg C
Subcooled liquid VP: 0.00049 mm Hg (25 deg C, Mod-Grain method)

Water Solubility Estimate from Log Kow (WSKOW v1.41):
Water Solubility at 25 deg C (mg/L): 1.119e+004
log Kow used: 1.94 (estimated)
no-melting pt equation used

Water Sol Estimate from Fragments:
Wat Sol (v1.01 est) = 997.85 mg/L

ECOSAR Class Program (ECOSAR v0.99h):
Class(es) found:
Aliphatic Amines

Henrys Law Constant (25 deg C) [HENRYWIN v3.10]:
Bond Method : 6.44E-010 atm-m3/mole
Group Method: 1.20E-009 atm-m3/mole
Henrys LC [VP/WSol estimate using EPI values]: 6.973E-009 atm-m3/mole

Log Octanol-Air Partition Coefficient (25 deg C) [KOAWIN v1.10]:
Log Kow used: 1.94 (KowWin est)
Log Kaw used: -7.580 (HenryWin est)
Log Koa (KOAWIN v1.10 estimate): 9.520
Log Koa (experimental database): None

Probability of Rapid Biodegradation (BIOWIN v4.10):
Biowin1 (Linear Model) : 0.5073
Biowin2 (Non-Linear Model) : 0.2124
Expert Survey Biodegradation Results:
Biowin3 (Ultimate Survey Model): 2.4535 (weeks-months)
Biowin4 (Primary Survey Model) : 3.2196 (weeks )
MITI Biodegradation Probability:
Biowin5 (MITI Linear Model) : 0.1028
Biowin6 (MITI Non-Linear Model): 0.0571
Anaerobic Biodegradation Probability:
Biowin7 (Anaerobic Linear Model): -0.9709
Ready Biodegradability Prediction: NO

Hydrocarbon Biodegradation (BioHCwin v1.01):
Structure incompatible with current estimation method!

Sorption to aerosols (25 Dec C)[AEROWIN v1.00]:
Vapor pressure (liquid/subcooled): 0.0653 Pa (0.00049 mm Hg)
Log Koa (Koawin est ): 9.520
Kp (particle/gas partition coef. (m3/ug)):
Mackay model : 4.59E-005
Octanol/air (Koa) model: 0.000813
Fraction sorbed to airborne particulates (phi):
Junge-Pankow model : 0.00166
Mackay model : 0.00366
Octanol/air (Koa) model: 0.0611

Atmospheric Oxidation (25 deg C) [AopWin v1.92]:
Hydroxyl Radicals Reaction:
OVERALL OH Rate Constant = 280.3625 E-12 cm3/molecule-sec
Half-Life = 0.038 Days (12-hr day; 1.5E6 OH/cm3)
Half-Life = 27.468 Min
Ozone Reaction:
No Ozone Reaction Estimation
Fraction sorbed to airborne particulates (phi): 0.00266 (Junge,Mackay)
Note: the sorbed fraction may be resistant to atmospheric oxidation

Soil Adsorption Coefficient (PCKOCWIN v1.66):
Koc : 7097
Log Koc: 3.851

Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]:
Rate constants can NOT be estimated for this structure!

Bioaccumulation Estimates from Log Kow (BCFWIN v2.17):
Log BCF from regression-based method = 0.796 (BCF = 6.256)
log Kow used: 1.94 (estimated)

Volatilization from Water:
Henry LC: 1.2E-009 atm-m3/mole (estimated by Group SAR Method)
Half-Life from Model River: 6.695E+005 hours (2.789E+004 days)
Half-Life from Model Lake : 7.303E+006 hours (3.043E+005 days)

Removal In Wastewater Treatment:
Total removal: 2.19 percent
Total biodegradation: 0.10 percent
Total sludge adsorption: 2.10 percent
Total to Air: 0.00 percent
(using 10000 hr Bio P,A,S)

Level III Fugacity Model:
Mass Amount Half-Life Emissions
(percent) (hr) (kg/hr)
Air 0.00967 0.916 1000
Water 25.5 900 1000
Soil 74.4 1.8e+003 1000
Sediment 0.0919 8.1e+003 0
Persistence Time: 1.23e+003 hr
 
So I compiled the monographs of the main psychedelic and relevant compounds I could find in Merck Index, together with the most commonly used extraction chemicals, into a single word file (edit: pdf file now) for easy consultation too. Merck Index has some more information that wasnt added to this thread, so I thought some people might enjoy

Im attaching the file to this post. Here's what I found:
(I couldnt find 5-meo-dmt, salvinorin and neither naphtha/heptane/hexane in the merck index....)

Psychedelic Compounds
1.DMT
2.Bufotenine
3.Psilocybin
4.Psilocin
5.Mescaline
6.Ibogaine
7.Voacangine
8.LSA (ergine)
9.LSD
10.Muscimol
11.Ibotenic Acid
12.Asarones
13.Harmine
14.Harmaline
15.Harman

Other relevant compounds
1.Gramine
2.Hordenine

Extraction chemicals
1.Limonene
2.Xylene
3.Toluene
4.MEK
5.Acetone
6.IPA
7.Sodium carbonate
8.Sodium bicarbonate
9.Calcium Hydroxide
10.Sodium Hydroxide
11.Potassium Hydroxide
12.Fumaric acid
13.Citric acid
14.Hydrochloric Acid
15.Acetic Acid

If there is any other compound of interest someone knows its in Merck and I missed, tell me and Ill add it to the file
 

Attachments

  • MERCK+psychedelics.pdf
    198.9 KB · Views: 1
Where is elemicin? It's most definitely a classic psychedelic. It is a part of the nutmeg experience and has therefore been used for thousands of years. In nutmeg, myristicin is the main oil, but it doesn’t do much on its own, while elemicin is a very potent psychedelic on its own.

Myristicin is still questionable, until more tests are done, but elemicin can cause OEVs, CEVs, euphoria, stimulation, etc., and greatly boosts the effectiveness of mescaline. I think enough people have experienced this now to have it included in this list. It’s effectiveness is more consistent than bufotenine, and you have bufotenine listed.
 
69ron said:
Where is elemicin? It's most definitely a classic psychedelic. It is a part of the nutmeg experience and has therefore been used for thousands of years. In nutmeg, myristicin is the main oil, but it doesn’t do much on its own, while elemicin is a very potent psychedelic on its own.

Myristicin is still questionable, until more tests are done, but elemicin can cause OEVs, CEVs, euphoria, stimulation, etc., and greatly boosts the effectiveness of mescaline. I think enough people have experienced this now to have it included in this list. It’s effectiveness is more consistent than bufotenine, and you have bufotenine listed.
Click to expand...

To be honest I havent read or heard, appart from you, of many people experiencing elemicin by itself and saying its psychedelic. But I take your word for it and added Elemicin, with all the info I could find. There's nothing on Merck Index on it, I found a few other sources appart from the basic pubchem info and im not sure they are very reliable, so if you can check that, or if you know other good sources. What about solubility experiments have you done any experiment that can shed a bit more light on it?


By the way, the beauty of the WIKI is that you can edit it yourself and add information, you dont depend on me for it... In any case, any more info, requests or feedback is always appreciated in this thread
 
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