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Harmol

Cat No.:V41295 Purity: ≥98%
Harmol is a natural chemical compound classified as a β-carboline.
Harmol
Harmol Chemical Structure CAS No.: 487-03-6
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
50mg
100mg
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500mg
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Other Forms of Harmol:

  • Harmol·HCl·2H2O
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Harmol is a natural chemical compound classified as a β-carboline. It is readily formed in vivo in humans by O-demethylation of harmine.
Harmol is a naturally occurring beta-carboline alkaloid found in various plants including Peganum harmala (Syrian rue) and Banisteriopsis caapi, which is used in the preparation of ayahuasca. It is a derivative of harmine and belongs to the harmala alkaloid family. Harmol has been studied for its diverse pharmacological activities including monoamine oxidase (MAO) inhibition, antioxidant effects, and neuroprotective properties. The compound has also been investigated for its potential in treating cancer and neurodegenerative diseases.
Biological Activity I Assay Protocols (From Reference)
Targets
Harmol targets multiple biological pathways. It is a reversible inhibitor of monoamine oxidase (MAO), particularly MAO-A, which is involved in the metabolism of neurotransmitters such as serotonin, dopamine, and norepinephrine. Harmol also has antioxidant properties and may protect cells from oxidative stress. The compound may interact with various receptors and enzymes, contributing to its diverse pharmacological effects. However, its primary molecular target is not definitively established.
ln Vitro
Harmol exhibits MAO-A inhibitory activity, antioxidant effects, and neuroprotective properties in vitro. It has been shown to protect neurons from oxidative stress-induced damage and may have anti-inflammatory effects. The compound has also demonstrated anticancer activity in some studies. However, specific IC50 values and detailed in vitro activity data are limited.
ln Vivo
In vivo, harmol has been studied for its neuroprotective and antidepressant-like effects in animal models. It may improve cognitive function and protect against neurodegeneration. The compound's MAO-A inhibitory activity may contribute to its effects on mood and behavior. However, detailed in vivo efficacy data are limited. Harmol is a naturally occurring alkaloid and has been used in traditional medicine.
Enzyme Assay
MAO-A inhibition assays are performed using recombinant MAO-A enzyme and appropriate substrates (e.g., kynuramine or serotonin). The enzyme is incubated with substrate and varying concentrations of harmol. The reaction product is measured by fluorescence or spectrophotometry. IC50 values are calculated from concentration-response curves. Antioxidant activity is assessed using DPPH, ABTS, or FRAP assays.
Cell Assay
Cellular assays for harmol employ neuronal cell lines or other relevant cell types. Cells are treated with varying concentrations of harmol for 24-72 hours. Cell viability is assessed using MTT or CellTiter-Glo assays. ROS levels are measured using fluorescent probes such as DCFH-DA. Neuroprotective effects are assessed by treating cells with oxidative stress-inducing agents (e.g., H2O2, glutamate) in the presence or absence of harmol. MAO-A activity in cell lysates can be measured using fluorometric assays.
Animal Protocol
In vivo studies with harmol are typically performed in rodent models of neurological disorders or depression. The compound is administered via oral or intraperitoneal routes at various doses. Behavioral tests (e.g., forced swim test, open field test) are used to assess antidepressant-like effects. Neuroprotective effects are assessed in models of neurodegeneration. Tissue samples are collected for biochemical analysis. However, detailed published in vivo protocols are limited.
ADME/Pharmacokinetics
Metabolism / Metabolites
Known metabolites of 6-hydroxyharmine include harmine glucuronide and harmine sulfate. 6-hydroxyharmine is a known metabolite of harmine.
Harmol has molecular formula C12H10N2O and molecular weight 198.22. It has CAS number 487-03-6. The compound is a naturally occurring beta-carboline alkaloid found in plants including Peganum harmala and Banisteriopsis caapi. It is soluble in DMSO and other organic solvents. The compound should be stored at -20°C for long-term stability. Harmol is a research-use only compound.
Toxicity/Toxicokinetics
Toxicological data for harmol are limited. As a naturally occurring alkaloid, it may have psychoactive effects at high doses. The compound should be handled with appropriate laboratory safety precautions. Standard toxicological studies would be required for any therapeutic development. Harmol is structurally related to harmine and harmaline, which have known pharmacological effects.
References

[1]. Simultaneous Production of Psilocybin and a Cocktail of β-Carboline Monoamine Oxidase Inhibitors in "Magic" Mushrooms. Chemistry. 2020 Jan 13;26(3):729-734.

Additional Infomation
Halmor is a 9H-β-carboline compound with a methyl substituent at C-1 and a hydroxyl group at C-7; it is a predominant microbial species at pH 7.3. It possesses antifungal, apoptosis-inducing, and autophagy-inducing effects. It is a halmor alkaloid and an indole alkaloid. Its functions are related to β-carboline compounds. Halmor has been reported to exist in Polygala tenuifolia, Passiflora amethystina, and several other organisms with relevant data.
Harmol is a naturally occurring beta-carboline alkaloid found in Peganum harmala and Banisteriopsis caapi. It is a derivative of harmine and belongs to the harmala alkaloid family. Harmol has been studied for its MAO-A inhibitory activity, antioxidant effects, and neuroprotective properties. The compound has been investigated for its potential in treating cancer and neurodegenerative diseases. It is a research-use only compound.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C12H10N2O
Molecular Weight
198.2206
Exact Mass
198.079
CAS #
487-03-6
Related CAS #
40580-83-4 (hydrochloride)
PubChem CID
68094
Appearance
Off-white to light yellow solid powder
Density
1.33g/cm3
Boiling Point
552.7ºC at 760mmHg
Melting Point
231ºC
Flash Point
255ºC
Vapour Pressure
0mmHg at 25°C
Index of Refraction
1.794
LogP
2.73
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
0
Heavy Atom Count
15
Complexity
516
Defined Atom Stereocenter Count
0
InChi Key
LBBJNGFCXDOYMQ-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H10N2O/c1-7-12-10(4-5-13-7)9-3-2-8(15)6-11(9)14-12/h2-6,13-14H,1H3
Chemical Name
1-methyl-2,9-dihydropyrido[3,4-b]indol-7-one
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~83.33 mg/mL (~420.39 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (10.49 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 20.8 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: ≥ 2.08 mg/mL (10.49 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (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 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 5.0449 mL 25.2245 mL 50.4490 mL
5 mM 1.0090 mL 5.0449 mL 10.0898 mL
10 mM 0.5045 mL 2.5224 mL 5.0449 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.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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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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