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.
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NOW AVAILABLE IN THE WIKIDMTN,N-Dimethyltryptamine
Freebase DMTAppearance: 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-OxideAppearance: Yellow oil
XLogP3: 2
Solubility:
Soluble in Xylene, Toluene, Limonene
Slightly soluble in basic water
Insoluble in naphtha
DMT FumarateMolecular 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-DMT5-methoxy-N,N-dimethyl-tryptamine
Freebase 5-MeO-DMTAppearance: 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 HydrochlorideMelting Point: 145-146°C (TIHKAL)
Bufotenine5-HO-DMT - 5-hydroxy-N,N-dimethyl-tryptamine
Freebase BufotenineComposition: 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:
https://www.dmt-nexus.me...aspx?g=posts&m=60364Bufotenine FumarateSolubility:
Soluble in water
Insoluble in FASA (Fumaric Acid Saturated Acetone)
Psilocin4-HO-DMT - 4-Hydroxy-N,N-dimethyl-tryptamine
Psilocin freebaseComposition: 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)
Psilocybin4-PO-DMT - O-phosphoryl-4-hydroxy-N,N-dimethyltryptamine
Psilocybin (Psilocin Phosphate Ester)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)
Mescaline3,4,5-trimethoxyphenethylamine
Freebase mescalineComposition: 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 citrateSoluble in: water
Insoluble in: xylene, acetone *
* Possible unreliable web source.
Mescaline hydrochlorideMolecular 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 picrateMelting point: mp 222°C.
Mescaline sulfate dihydrateComposition: (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 fumarateComposition: 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 acetateComposition: 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:
https://www.dmt-nexus.me...aspx?g=posts&m=60439Ibogaine12-methoxyibogamine
Freebase IbogaineComposition: C20H26N2O
Molecular Weight: 310.43324 g/mol
Melting Point: 152-153 °C (TIHKAL)
XLogP3: 3.9
Solubility: Soluble in limonene? (
https://www.dmt-nexus.me...aspx?g=posts&t=10651 )
Ibogaine HydrochlorideMelting Point: 299-300 °C (TIHKAL)
Solubility: Soluble in water, methanol (Sigma Aldrich)
Voacangine12-methoxyibogamine-18-carboxylic acid methyl ester
VoacangineComposition: C22H28N2O3
Molecular Weight: 368.46932 g/mole
Melting Point: 136–137 °C (Wikipedia)
XLogP3-AA: 3.5
LSA (ergine)Lysergamide
Freebase LSAComposition: C16H17N3O
Molecular Weight: 267.32568 g/mol
XLogP3: 1.6
MuscimolMuscimol, Pantherine, Agarine
Freebase MuscimolAppearance: White powder (Sigma Aldrich)
Composition: C4H6N2O2
Molecular Weight: 114.10264 g/mol
Melting Point: 175°C (Merck Index)
XLogP3-AA: -1.4 (
PubChem)
Salvinorin ANote: Technically NOT an alkaloid, as it contains no nitrogen. It is a trans-neoclerodane diterpene.
Salvinorin AComposition: 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)
ElemicinNote: Technically NOT an alkaloid, as it contains no nitrogen.
ElemicinCAS 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)
Harmine7-methoxy-β-carboline
Freebase HarmineComposition: 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 HydrochlorideMelting Point: 321 °C
Solubility:
Soluble in water
Insoluble in salt-saturated water
Harmaline3,4-dihydro-7-methoxy-1-methyl-β-carboline
Freebase HarmalineComposition: 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 HydrochlorideSolubility:
Soluble in water
Insoluble in salt-saturated water
THHTetrahydroharmine - 7-methoxy-1-methyl-1,2,3,4-tetrahydro-β-carboline
Freebase THHComposition: C13H16N2O
Molecular Weight: 216.27894 g/mol
Melting Point: 187-190 °C (TIHKAL)
XlogP: 1.9
XLogP3: 1.9
THH HydrochlorideComposition: C13H17ClN2O
Molecular Weight: 252.73988 g/mol
Melting Point: 232–234 °C (TIHKAL)
---------------------------
Relevant NOT psychedelic alkaloidsGramineN,N-Dimethyl-1H-indole-3-methanamine
Freebase GramineComposition: 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)
HordenineN,N-dimethyltyramine
Freebase HordenineCAS 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 HydrochlorideCAS 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:
https://wiki.dmt-nexus.me/XlogP