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Tryptophol (Indole-3-ethanol)

Tryptophol (Indole-3-ethanol) is an endogenously produced metabolite.
Tryptophol (Indole-3-ethanol)
Tryptophol (Indole-3-ethanol) Chemical Structure CAS No.: 526-55-6
Product category: Endogenous Metabolite
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
25g
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Product Description
Tryptophol (Indole-3-ethanol) is an endogenously produced metabolite.
Tryptophol, also known as Indole-3-ethanol, is an aromatic alcohol with the molecular formula C10H11NO and a molecular weight of 161.20. It is an endogenous metabolite and a human endogenous metabolite that has been reported to have hypnotic effects. Tryptophol is found in Pinus sylvestris needles and seeds and is also a metabolite of the opportunistic yeast Candida albicans and other Candida spp. It is formed as a byproduct of alcoholic fermentation.
Biological Activity I Assay Protocols (From Reference)
Targets
Microbial Metabolite Human Endogenous Metabolite
The primary target of tryptophol is the human endogenous metabolite system. As an aromatic alcohol, it may interact with neurotransmitter systems, particularly those involving serotonin and other indole derivatives. It has been reported to have hypnotic effects, suggesting potential interactions with the central nervous system.
ln Vitro
In vitro, tryptophol is used as a reactant for the preparation of inhibitors of the C-terminal domain of RNA polymerase II, which have antitumor activities. It is also used in the synthesis of anti-HIV-1 agents. The compound's indole structure makes it a valuable building block in medicinal chemistry and natural product research.
ln Vivo
In vivo, tryptophol has been reported to have hypnotic effects in humans, acting as a sleep-inducing compound. It is formed endogenously and may contribute to the regulation of sleep-wake cycles. As a metabolite of Candida albicans, it may also play a role in the pathogenesis of fungal infections.
Enzyme Assay
In vitro enzyme assays for tryptophol typically involve studying enzymes that metabolize indole derivatives, such as cytochrome P450 enzymes or alcohol dehydrogenases. The compound is used as a substrate to measure enzyme activity, and the reaction products are analyzed by chromatographic or spectroscopic methods. It may also be used in assays to study the inhibition of RNA polymerase II.
Cell Assay
In vitro cell experiments with tryptophol involve treating cell lines with the compound to assess its cytotoxic, antitumor, or antiviral activities. Cells are cultured with varying concentrations of tryptophol, and cell viability, proliferation, and apoptosis are measured. The compound's effects on RNA polymerase II activity and viral replication may also be evaluated.
Animal Protocol
In vivo animal experiments with tryptophol are not extensively documented. The compound's hypnotic effects have been reported in humans, suggesting that animal models of sleep may be used to study its pharmacological properties. Animal models of fungal infection may also be used to study the role of tryptophol in Candida pathogenicity.
ADME/Pharmacokinetics
Pharmacokinetic data for tryptophol are limited. As a small, lipophilic molecule, it is expected to be readily absorbed and distributed in the body, including the central nervous system. It is soluble in methanol, ethanol, ether, acetone, chloroform, and ethyl acetate, and slightly soluble in water. The compound is sensitive to light.
Toxicity/Toxicokinetics
Toxicological data for tryptophol are limited. As an endogenous metabolite and a compound found in foods, it is generally considered to have low toxicity. However, comprehensive toxicological studies have not been performed. The compound is intended for research use only.
Additional Infomation
Tryptophol is an indole alcohol, a product of ethanol with 1H-indole-3-yl substitution at the 2-position. It is a metabolite of Saccharomyces cerevisiae, as well as a auxin and plant metabolite. Tryptophol has been reported to exist in Paraphaeosphaeria minitans, Balansia epichloe, and other organisms with relevant data. Tryptophol is a metabolite found or produced in Saccharomyces cerevisiae.
Tryptophol is a research compound with applications in medicinal chemistry, natural product research, and microbiology. It is used as a building block for the synthesis of antitumor and anti-HIV agents. No clinical trials or approved therapeutic indications exist for this compound. Its mechanism of action includes hypnotic effects and potential interactions with indole-related neurotransmitter systems.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C10H11NO
Molecular Weight
161.20
Exact Mass
161.084
CAS #
526-55-6
PubChem CID
10685
Appearance
Solid powder
Density
1.2±0.1 g/cm3
Boiling Point
357.8±17.0 °C at 760 mmHg
Melting Point
59 °C
Flash Point
170.2±20.9 °C
Vapour Pressure
0.0±0.8 mmHg at 25°C
Index of Refraction
1.674
LogP
1.28
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
2
Heavy Atom Count
12
Complexity
149
Defined Atom Stereocenter Count
0
SMILES
C1=CC=C2C(=C1)C(=CN2)CCO
InChi Key
MBBOMCVGYCRMEA-UHFFFAOYSA-N
InChi Code
InChI=1S/C10H11NO/c12-6-5-8-7-11-10-4-2-1-3-9(8)10/h1-4,7,11-12H,5-6H2
Chemical Name
2-(1H-indol-3-yl)ethanol
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

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)
Solubility Data
Solubility (In Vitro)
DMSO: 100 mg/mL (620.35 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 3.25 mg/mL (20.16 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 32.5 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

Solubility in Formulation 2: ≥ 2.5 mg/mL (15.51 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.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (15.51 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in 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 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.


Solubility in Formulation 4: 66.67 mg/mL (413.59 mM) in 50% PEG300 50% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O 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 6.2035 mL 31.0174 mL 62.0347 mL
5 mM 1.2407 mL 6.2035 mL 12.4069 mL
10 mM 0.6203 mL 3.1017 mL 6.2035 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.

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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?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

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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:
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  • 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
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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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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