1. Neuronal Signaling Apoptosis
  2. Monoamine Oxidase Apoptosis
  3. Isatin

Isatin  (Synonyms: Indoline-2,3-dione)

Cat. No.: HY-Y0265 Purity: 99.89%
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Isatin (Indoline-2,3-dione) is a potent inhibitor of monoamine oxidase (MAO) with an IC50 of 3 μM. Also binds to central benzodiazepine receptors (IC50 against clonazepam, 123 μM). Also acts as an antagonist of both atrial natriuretic peptide stimulated and nitric oxide-stimulated guanylate cyclase activity. Shows effect on the serotonergic system.

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

Isatin Chemical Structure

Isatin Chemical Structure

CAS No. : 91-56-5

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10 mM * 1 mL in DMSO
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500 mg In-stock
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Based on 1 publication(s) in Google Scholar

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Description

Isatin (Indoline-2,3-dione) is a potent inhibitor of monoamine oxidase (MAO) with an IC50 of 3 μM. Also binds to central benzodiazepine receptors (IC50 against clonazepam, 123 μM)[1]. Also acts as an antagonist of both atrial natriuretic peptide stimulated and nitric oxide-stimulated guanylate cyclase activity[2]. Shows effect on the serotonergic system[3].

IC50 & Target

IC50: 3 μM (MAO B)[1]

Cellular Effect
Cell Line Type Value Description References
A549 IC50
13.5 μM
Compound: 1
Cytotoxicity against human A549 cells after 48 hrs by MTT assay
Cytotoxicity against human A549 cells after 48 hrs by MTT assay
[PMID: 22386528]
BTI-TN-5B1-4 IC50
18.75 μM
Compound: Is
Inhibition of human MAO-B expressed in baculovirus infected BTI-TN-5B1-4 cells using p-tyramine as substrate incubated for 15 mins prior to substrate addition measured for 15 mins by Amplex red assay
Inhibition of human MAO-B expressed in baculovirus infected BTI-TN-5B1-4 cells using p-tyramine as substrate incubated for 15 mins prior to substrate addition measured for 15 mins by Amplex red assay
[PMID: 23153812]
BTI-TN-5B1-4 IC50
18.75 μM
Compound: Isatin
Inhibition of human recombinant MAOB expressed in baculovirus infected insect BTI-TN-5B1-4 cells assessed as production of hydrogen peroxide from p-tyramine by amplex red assay
Inhibition of human recombinant MAOB expressed in baculovirus infected insect BTI-TN-5B1-4 cells assessed as production of hydrogen peroxide from p-tyramine by amplex red assay
[PMID: 20715818]
BTI-TN-5B1-4 IC50
18.75 μM
Compound: Isatin
Inhibition of human recombinant MAO-B expressed in baculovirus-infected BTI-TN-5B1-4 cell microsomes assessed as decrease in H2O2 production using p-tyramine as substrate preincubated for 15 mins by Amplex Red reagent based fluorimetric method
Inhibition of human recombinant MAO-B expressed in baculovirus-infected BTI-TN-5B1-4 cell microsomes assessed as decrease in H2O2 production using p-tyramine as substrate preincubated for 15 mins by Amplex Red reagent based fluorimetric method
[PMID: 24746464]
BTI-TN-5B1-4 IC50
18.75 μM
Compound: Isatin
Inhibition of human recombinant MAO-B expressed in baculovirus infected BTI-TN-5B1-4 cells assessed as production of hydrogen peroxide from p-tyramine after 15 mins by microplate fluorescence assay
Inhibition of human recombinant MAO-B expressed in baculovirus infected BTI-TN-5B1-4 cells assessed as production of hydrogen peroxide from p-tyramine after 15 mins by microplate fluorescence assay
[PMID: 21872365]
BTI-TN-5B1-4 IC50
18.75 μM
Compound: Is
Inhibition of human MAO-B expressed in baculovirus infected BTI-TN-5B1-4 insect cells using p-tyramine as substrate assessed as hydrogen peroxide production by fluorimetric method
Inhibition of human MAO-B expressed in baculovirus infected BTI-TN-5B1-4 insect cells using p-tyramine as substrate assessed as hydrogen peroxide production by fluorimetric method
10.1039/C0MD00014K
BTI-TN-5B1-4 IC50
18754 nM
Compound: isatin
Inhibition of human recombinant MAOB expressed in baculovirus infected BTI-TN-5B1-4 insect cells assessed as hydrogen peroxide production from p-tyramine by amplex red assay
Inhibition of human recombinant MAOB expressed in baculovirus infected BTI-TN-5B1-4 insect cells assessed as hydrogen peroxide production from p-tyramine by amplex red assay
[PMID: 20579890]
BTI-TN-5B1-4 IC50
34.39 μM
Compound: Isatin
Inhibition of human recombinant microsomal MAO-B expressed in baculovirus infected BTI-TN-5B1-4 cells using p-tyramine as substrate assessed as reduction in H2O2 production preincubated for 15 mins followed by substrate addition measured for 15 mins Ample
Inhibition of human recombinant microsomal MAO-B expressed in baculovirus infected BTI-TN-5B1-4 cells using p-tyramine as substrate assessed as reduction in H2O2 production preincubated for 15 mins followed by substrate addition measured for 15 mins Ample
[PMID: 27135371]
BTI-TN-5B1-4 IC50
40 μM
Compound: Isatin
Inhibition of human recombinant MAOA expressed in baculovirus infected insect BTI-TN-5B1-4 cells assessed as production of hydrogen peroxide from p-tyramine by amplex red assay
Inhibition of human recombinant MAOA expressed in baculovirus infected insect BTI-TN-5B1-4 cells assessed as production of hydrogen peroxide from p-tyramine by amplex red assay
[PMID: 20715818]
HepG2 IC50
> 10 μM
Compound: 1a
Antiproliferative activity against human HepG2 cells after 48 hrs by MTT assay
Antiproliferative activity against human HepG2 cells after 48 hrs by MTT assay
[PMID: 30055465]
HepG2 IC50
> 10 μM
Compound: 1a
Cytotoxicity against human HepG2 cells after 48 hrs by MTT assay
Cytotoxicity against human HepG2 cells after 48 hrs by MTT assay
[PMID: 24360564]
HT-29 IC50
> 10 μM
Compound: 1a
Cytotoxicity against human HT-29 cells after 48 hrs by MTT assay
Cytotoxicity against human HT-29 cells after 48 hrs by MTT assay
[PMID: 24360564]
Jurkat IC50
> 10 μM
Compound: 1a
Anticancer activity against human Jurkat cells after 48 hrs by MTT assay
Anticancer activity against human Jurkat cells after 48 hrs by MTT assay
[PMID: 26890120]
K562 IC50
> 10 μM
Compound: 1a
Antiproliferative activity against human K562 cells after 48 hrs by MTT assay
Antiproliferative activity against human K562 cells after 48 hrs by MTT assay
[PMID: 30055465]
K562 IC50
> 10 μM
Compound: 1a
Cytotoxicity against human K562 cells after 48 hrs by MTT assay
Cytotoxicity against human K562 cells after 48 hrs by MTT assay
[PMID: 24360564]
KB 3-1 IC50
> 50 μM
Compound: 8
Cytotoxicity against human P-gp-negative KB-3-1 cells after 72 hrs by MTT assay
Cytotoxicity against human P-gp-negative KB-3-1 cells after 72 hrs by MTT assay
[PMID: 19397322]
KB-V1 IC50
> 50 μM
Compound: 8
Cytotoxicity against human P-glycoprotein-expressing KBV1 cells after 72 hrs by MTT assay
Cytotoxicity against human P-glycoprotein-expressing KBV1 cells after 72 hrs by MTT assay
[PMID: 19397322]
MDA-MB-231 IC50
> 100 μM
Compound: 1
Cytotoxicity against human MDA-MB-231 cells after 48 hrs by MTT assay
Cytotoxicity against human MDA-MB-231 cells after 48 hrs by MTT assay
[PMID: 22386528]
MRC5 IC50
> 100 μM
Compound: 1
Cytotoxicity against human MRC5 cells after 48 hrs by MTT assay
Cytotoxicity against human MRC5 cells after 48 hrs by MTT assay
[PMID: 22386528]
SK-N-SH IC50
9.84 μM
Compound: 1
Cytotoxicity against human SK-N-SH cells after 48 hrs by MTT assay
Cytotoxicity against human SK-N-SH cells after 48 hrs by MTT assay
[PMID: 22386528]
In Vitro

In dopaminergic SH-SY5Y cells isatin (1-400 μM) induces cell death in dose- and time dependent manner. This death occurred as a continuum of survival, apoptosis and necrosis[2].

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

In Vivo

A single dose of isatin (80 mg/kg) has a rapid effect on the serotonergic system in the hypothalamus. Isatin significantly increases 5-HT concentrations in the hypothalamus and cortex but did not significantly alter 5-HIAA concentrations[3].

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

Molecular Weight

147.13

Formula

C8H5NO2

CAS No.
Appearance

Solid

Color

Yellow to orange

SMILES

O=C1NC2=C(C=CC=C2)C1=O

Structure Classification
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.

Storage
Powder -20°C 3 years
4°C 2 years
In solvent -80°C 6 months
-20°C 1 month
Solvent & Solubility
In Vitro: 

DMSO : 100 mg/mL (679.66 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

H2O : < 0.1 mg/mL (insoluble)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 6.7966 mL 33.9829 mL 67.9657 mL
5 mM 1.3593 mL 6.7966 mL 13.5931 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. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

  • Molarity Calculator

  • Dilution Calculator

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

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Volume (start)

V1

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C2

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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% (20% SBE-β-CD in Saline)

    Solubility: ≥ 2.75 mg/mL (18.69 mM); Clear solution

    This protocol yields a clear solution of ≥ 2.75 mg/mL (saturation unknown).

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (27.5 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

    Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
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, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Calculation results:
Working solution concentration: mg/mL
Method for preparing stock solution: mg drug dissolved in μL  DMSO (Stock solution concentration: mg/mL).
The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only. If necessary, please contact MedChemExpress (MCE).
Method for preparing in vivo working solution for animal experiments: Take μL DMSO stock solution, add μL . μL , mix evenly, next add μL Tween 80, mix evenly, then add μL Saline.
 If the continuous dosing period exceeds half a month, please choose this protocol carefully.
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
Purity & Documentation

Purity: 99.89%

References

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. 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 6.7966 mL 33.9829 mL 67.9657 mL 169.9143 mL
5 mM 1.3593 mL 6.7966 mL 13.5931 mL 33.9829 mL
10 mM 0.6797 mL 3.3983 mL 6.7966 mL 16.9914 mL
15 mM 0.4531 mL 2.2655 mL 4.5310 mL 11.3276 mL
20 mM 0.3398 mL 1.6991 mL 3.3983 mL 8.4957 mL
25 mM 0.2719 mL 1.3593 mL 2.7186 mL 6.7966 mL
30 mM 0.2266 mL 1.1328 mL 2.2655 mL 5.6638 mL
40 mM 0.1699 mL 0.8496 mL 1.6991 mL 4.2479 mL
50 mM 0.1359 mL 0.6797 mL 1.3593 mL 3.3983 mL
60 mM 0.1133 mL 0.5664 mL 1.1328 mL 2.8319 mL
80 mM 0.0850 mL 0.4248 mL 0.8496 mL 2.1239 mL
100 mM 0.0680 mL 0.3398 mL 0.6797 mL 1.6991 mL
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Isatin
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