| Size | Price | Stock | Qty |
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| 100mg |
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| 250mg |
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| 500mg |
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| Other Sizes |
| Targets |
Indole-3-methanamine targets the imidazoline receptor I2 and alpha-2 adrenergic receptors, though with relatively low affinity (Ki values of 3440 nM and 14700 nM, respectively). It interacts with enzymes such as tryptophan hydroxylase and aromatic L-amino acid decarboxylase, which convert it into serotonin, a crucial neurotransmitter. It also induces signal pathways and enzyme activities in cells, including hydroxylase activity and polyphenol oxidase activity.
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| ln Vitro |
Indole-3-methanamine exhibits in vitro activity as a receptor ligand, with binding affinity for imidazoline I2 receptors (Ki = 3440 nM) and alpha-2 adrenergic receptors (Ki = 14700 nM). It has been shown to be active against 5-HT4 receptors in vitro. Its role as a biomarker for cereal consumption is its primary application. These in vitro activities confirm its utility as a research tool for receptor pharmacology and nutritional metabolomics.
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| ln Vivo |
In vivo, indole-3-methanamine is primarily studied as a biomarker for dietary intake. Its presence in biological samples can provide insights into dietary habits and help researchers study the impact of these foods on human health and metabolism. It is a metabolite that can be detected in biological samples as an indicator of the ingestion of barley and cereal products.
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| Enzyme Assay |
In vitro receptor binding assays for indole-3-methanamine involve measuring its affinity for imidazoline I2 receptors and alpha-2 adrenergic receptors. These assays use membrane preparations from rat tissues and radiolabeled ligands. The compound is incubated with the receptor and the radioligand, and the displacement is measured to calculate the Ki values. Enzyme activity assays can be performed to study its interactions with tryptophan hydroxylase and aromatic L-amino acid decarboxylase.
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| Cell Assay |
Cellular assays for indole-3-methanamine are limited, as its primary use is as a biomarker and receptor ligand. Its effects on cells can be studied in the context of serotonin synthesis, where it is converted to serotonin by tryptophan hydroxylase and aromatic L-amino acid decarboxylase. Its activity against 5-HT4 receptors can be assessed in cell-based functional assays.
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| Animal Protocol |
In vivo animal experiments with indole-3-methanamine are primarily conducted for nutritional metabolomics studies. The compound's levels in plasma, urine, and tissues are measured after administration of barley or cereal diets to assess its utility as a biomarker. These studies help validate its use for monitoring dietary intake in humans.
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| ADME/Pharmacokinetics |
Indole-3-methanamine is a small, polar molecule with a molecular weight of 146.19. It is soluble in organic solvents and water. Its pharmacokinetic properties are related to its role as a metabolite; it is absorbed from the diet, metabolized, and excreted in urine. The compound is typically stored at room temperature.
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| Toxicity/Toxicokinetics |
Indole-3-methanamine is considered to have low toxicity based on its use as a research compound and its occurrence as a dietary metabolite. However, comprehensive toxicological evaluations have not been extensively published. The compound is intended for research use only and is not approved for human therapeutic use. Standard laboratory safety precautions should be followed when handling this compound.
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| References | |
| Additional Infomation |
Indole-3-ylmethylamine is an aralkylamino compound with an indole 3-position substituted with an aminomethyl group. It is a metabolite. It is both an aminoalkylindole and an aralkylamino compound. It is the conjugate base of indole-3-ylmethylamine (1+). (1H-Indole-3-yl)methylamine has been reported in Arabidopsis thaliana and tomato, and relevant data are available.
Indole-3-methanamine is a biomarker for the consumption of barley and cereal products. It exhibits binding affinity for imidazoline I2 receptors (Ki = 3440 nM) and alpha-2 adrenergic receptors (Ki = 14700 nM). It is involved in serotonin synthesis as a substrate for tryptophan hydroxylase and aromatic L-amino acid decarboxylase. It is also known as 1H-indol-3-ylmethanamine. |
| Molecular Formula |
C₉H₁₀N₂
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|---|---|
| Molecular Weight |
146.19
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| Exact Mass |
146.084
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| CAS # |
22259-53-6
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| PubChem CID |
472107
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| Appearance |
Brown to reddish brown solid powder
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| Density |
1.2±0.1 g/cm3
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| Boiling Point |
335.6±17.0 °C at 760 mmHg
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| Melting Point |
104 - 107 °C
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| Flash Point |
183.3±8.1 °C
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| Vapour Pressure |
0.0±0.7 mmHg at 25°C
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| Index of Refraction |
1.698
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| LogP |
1.01
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| Hydrogen Bond Donor Count |
2
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| Hydrogen Bond Acceptor Count |
1
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| Rotatable Bond Count |
1
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| Heavy Atom Count |
11
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| Complexity |
136
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| Defined Atom Stereocenter Count |
0
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| InChi Key |
JXYGLMATGAAIBU-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C9H10N2/c10-5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5,10H2
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| Chemical Name |
1H-indol-3-ylmethanamine
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| Synonyms |
Indole3methanamine; Indole 3 methanamine
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: This product requires protection from light (avoid light exposure) during transportation and storage. |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
DMSO : ~50 mg/mL (~342.02 mM)
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| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (17.10 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: 2.5 mg/mL (17.10 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 6.8404 mL | 34.2021 mL | 68.4041 mL | |
| 5 mM | 1.3681 mL | 6.8404 mL | 13.6808 mL | |
| 10 mM | 0.6840 mL | 3.4202 mL | 6.8404 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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