2. Metabolic Enzyme/Protease Apoptosis Anti-infection
  3. Endogenous Metabolite Apoptosis Caspase Bacterial
  4. Tryptophol

Tryptophol  (Synonyms: Indole-3-ethanol)

Cat. No.: HY-W010155 Purity: 99.95%
Data Sheet
SDS
COA
Handling Instructions Technical Support

Solubility

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Tryptophol is an aromatic alcohol and secondary metabolite produced by microorganisms. Tryptophol induces Apoptosis and cleavage of caspase-8. Tryptophol inhibits Cunninghamella blakesleeana biofilm. Tryptophol has anti-phage infection, biofilm formation regulation, anti-inflammatory, hemolytic, sleep induction, temperature change, seizure susceptibility and immune regulation activities. Tryptophol is used in the research of African trypanosomiasis, sleep disorders, epilepsy.

For research use only. We do not sell to patients.

Tryptophol Chemical Structure

Tryptophol Chemical Structure

CAS No. : 526-55-6

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Based on 1 publication(s) in Google Scholar

Other Forms of Tryptophol:

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Description

Tryptophol is an aromatic alcohol and secondary metabolite produced by microorganisms. Tryptophol induces Apoptosis and cleavage of caspase-8. Tryptophol inhibits Cunninghamella blakesleeana biofilm. Tryptophol has anti-phage infection, biofilm formation regulation, anti-inflammatory, hemolytic, sleep induction, temperature change, seizure susceptibility and immune regulation activities. Tryptophol is used in the research of African trypanosomiasis, sleep disorders, epilepsy[1][2][3][4][5][6][7][8][9][10][11][12].

IC50 & Target[1][2][3][4][5][6][7][8][9][10][11][12]

Microbial Metabolite

 

Caspase-8

 

Cellular Effect
Cell Line Type Value Description References
HaCaT IC50
6.55 μM
Compound: 9
Antiinflammatory activity against human HaCaT cells assessed as inhibition of UVB irradiation-induced PGE2 production measured after 2 hrs by ELISA
Antiinflammatory activity against human HaCaT cells assessed as inhibition of UVB irradiation-induced PGE2 production measured after 2 hrs by ELISA
[PMID: 35172097]
U-251 EC50
1220 μM
Compound: 8
Cytotoxicity against human U251 cells assessed as decrease in cell proliferation after 72 hrs by SRB assay
Cytotoxicity against human U251 cells assessed as decrease in cell proliferation after 72 hrs by SRB assay
[PMID: 28256372]
U-87MG ATCC EC50
580 μM
Compound: 8
Cytotoxicity against human U87 cells assessed as decrease in cell proliferation after 72 hrs by SRB assay
Cytotoxicity against human U87 cells assessed as decrease in cell proliferation after 72 hrs by SRB assay
[PMID: 28256372]
In Vitro

Tryptophol (25 μM) promotes the population density, biofilm formation and cell aggregation of the marine yeast Scheffersomyces spartinae and enhances its biocontrol effect against strawberry gray mold (Botrytis cinerea)[1].
. Tryptophol (2 mM; 24 h) causes DNA damage in HepG2, A549 and THP-1 cells[2].
Tryptophol (1-100 μM) inhibits the infection and replication of bacteriophage GVE2 against the thermophilic bacterium Geobacillus sp. E263[3].
Tryptophol (0.25-2.00 mM; 24 h) is cytotoxic and genotoxic to human peripheral blood lymphocytes[4].
Tryptophol (80 μg/ml; 12 h) induces apoptosis in U937 cells[5].
Tryptophol (25-100 μM; 24 h) has anti-inflammatory activity in 3T3-L1 mouse adipocytes in vitro and reduces MCP-1 production in a dose-dependent manner[6].
Tryptophol (0.02-0.1 mg/mL; 96 h) inhibits Cunninghamella blakesleeana biofilm growth and causes shedding of established biofilms[7].
Tryptophol (3.8 mg/ml) lyses human red blood cells in pH and temperature- dependent manner[8].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Apoptosis Analysis[5]

Cell Line: U937
Concentration: 80 μg/ml
Incubation Time: 12 h
Result: Led to apoptosis.
Induced cleavage of caspase-8 and the formation of a death-inducing signaling complex including DR5.
In Vivo

Tryptophol (100-300 mg/kg; i.p.) induces a sleep-like state and causes changes in body temperature in mice[8].
Tryptophol (200-600 mg/kg; i.p.) induces sleep in mice in a dose-dependent manner[9].
Tryptophol (50-100 mg/kg; i.p.; twice daily; 3 days) combined with ethanol increases the seizure susceptibility of mice[10].
Tryptophol (200 mg/kg; i.p.) effectively suppresses Pentylenetetrazol and Picrotoxin (HY-101391) induced convulsion in mice[11].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model: CD-1 strain male mice (male, 16-30 g) for sleep induction study[9]
Dosage: 200, 400, 600 mg/kg
Administration: Intraperitoneal injection (dissolved in 50% propylene glycol- water, sesame oil or Tween 80)
Result: Induced sleep in mice.
Induced sleep in 8 of 12 mice, with an onset time of 2.8 min and sleep duration of 4.2 min (at 200 mg/kg) (dissolved in 50% propylene glycol-water).
Induced sleep in 10 of 12 mice, with an onset time of 1.4 min and sleep duration of 14.4 min (at 400 mg/kg) (dissolved in 50% propylene glycol-water).
Induced sleep in 3 out of 6 mice, with an onset time of 2.3 min and a sleep duration of 5.2 min (dissolved in sesame oil, at 200 mg/kg).
Induced sleep in 6 out of 6 mice, with an onset time of 1.8 min and a sleep time of 16.7 min (dissolved in sesame oil, at 400 mg/kg).
Induced sleep in 5 out of 6 mice, with an onset time of 2.1 min and a sleep time of 4.8 min (dissolved in Tween 80, at 200 mg/kg).
Induced sleep in 5 out of 6 mice, with an onset time of 1.7 min and a sleep time of 15.7 min (dissolved in Tween 80, at 400 mg/kg).
Molecular Weight

161.20

Formula

C10H11NO
CAS No.
Appearance

Solid

Color

Light yellow to brown

SMILES

OCCC1=CNC2=CC=CC=C12
Structure Classification
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.
Storage

4°C, protect from light

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

Solvent & Solubility
In Vitro: 

DMSO : 100 mg/mL (620.33 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 6.2033 mL 31.0166 mL 62.0332 mL
5 mM 1.2407 mL 6.2033 mL 12.4066 mL
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

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Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass
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Concentration
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Volume
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Molecular Weight *

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

Concentration (start)

C1

×
Volume (start)

V1

=
Concentration (final)

C2

×
Volume (final)

V2

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for in vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

  • Protocol 1

    Add each solvent one by one:  10% DMSO    90% Corn Oil

    Solubility: ≥ 3.25 mg/mL (20.16 mM); Clear solution

    This protocol yields a clear solution of ≥ 3.25 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (32.5 mg/mL) to 900 μL Corn oil, and mix evenly.

  • Protocol 2

    Add each solvent one by one:  10% DMSO    40% PEG300    5% Tween-80    45% Saline

    Solubility: ≥ 2.5 mg/mL (15.51 mM); Clear solution

    This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

    Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.

For the following dissolution methods, please prepare the working solution directly. It is recommended to prepare fresh solutions and use them promptly within a short period of time.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

  • Protocol 1

    Add each solvent one by one:  50% PEG300    50% Saline

    Solubility: 66.67 mg/mL (413.58 mM); Clear solution; Need ultrasonic

In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:

Dosage

mg/kg

Animal weight
(per animal)

g

Dosing volume
(per animal)

μL

Number of animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
%
DMSO +
% 
+
%
Tween-80 +
%
Saline
Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
The co-solvents required include: DMSO, PEG300/PEG400, Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Purity & Documentation

Purity: 99.96%

Data Sheet (266 KB) SDS (393 KB)

COA (251 KB) HNMR (131 KB) RP-HPLC (229 KB) LCMS (95 KB)

Handling Instructions (2659 KB)

Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
DMSO 1 mM 6.2033 mL 31.0166 mL 62.0332 mL 155.0830 mL
5 mM 1.2407 mL 6.2033 mL 12.4066 mL 31.0166 mL
10 mM 0.6203 mL 3.1017 mL 6.2033 mL 15.5083 mL
15 mM 0.4136 mL 2.0678 mL 4.1355 mL 10.3389 mL
20 mM 0.3102 mL 1.5508 mL 3.1017 mL 7.7542 mL
25 mM 0.2481 mL 1.2407 mL 2.4813 mL 6.2033 mL
30 mM 0.2068 mL 1.0339 mL 2.0678 mL 5.1694 mL
40 mM 0.1551 mL 0.7754 mL 1.5508 mL 3.8771 mL
50 mM 0.1241 mL 0.6203 mL 1.2407 mL 3.1017 mL
60 mM 0.1034 mL 0.5169 mL 1.0339 mL 2.5847 mL
80 mM 0.0775 mL 0.3877 mL 0.7754 mL 1.9385 mL
100 mM 0.0620 mL 0.3102 mL 0.6203 mL 1.5508 mL
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Tryptophol Related Classifications

Keywords:

Tryptophol526-55-6Indole-3-ethanolEndogenous MetaboliteApoptosisCaspaseBacterialHepG2A549THP-1anti-inflammatorysleep disorderepilepsyseizuremiceInhibitorinhibitorinhibit

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