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> Daminozide [1596-84-5]

Daminozide [1596-84-5]

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Daminozide, a plant growth regulator, is a selective inhibitor of the human KDM2/7 histone demethylases, with IC50s of 0.55, 1.5 and 2.1 μM for PHF8, KDM2A, and KIAA1718, respectively. Daminozide has >100-fold selectivity for KDM2/7 subfamily versus other demethylase subfamily members tested.

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Daminozide Chemical Structure

Daminozide Chemical Structure

CAS No. : 1596-84-5

This product is a controlled substance and not for sale in your territory.

Based on 2 publication(s) in Google Scholar

Other Forms of Daminozide:

  • Daminozide (Standard) Obtenir un devis

Voir tous les produits spécifiques à Isoform Histone Demethylase:

Voir toutes les isoformes
KDM1/LSD1 KDM2 KDM3 KDM4 KDM5 KDM6 KDM7
Description

Daminozide, a plant growth regulator, is a selective inhibitor of the human KDM2/7 histone demethylases, with IC50s of 0.55, 1.5 and 2.1 μM for PHF8, KDM2A, and KIAA1718, respectively. Daminozide has >100-fold selectivity for KDM2/7 subfamily versus other demethylase subfamily members tested[1][2].

IC50 & Target

KDM2

 

Cellular Effect
Cell Line Type Value Description References
Sf9 IC50
> 100 μM
Compound: 19, daminozide
Inhibition of human KDM5C catalytic domain expressed in Sf9 cells using methyl lysine peptide substrate by AlphaScreen assay
Inhibition of human KDM5C catalytic domain expressed in Sf9 cells using methyl lysine peptide substrate by AlphaScreen assay
[PMID: 22724510]
Sf9 IC50
127 μM
Compound: 19, daminozide
Inhibition of human KDM3A catalytic domain expressed in Sf9 cells methyl lysine peptide substrate by AlphaScreen assay
Inhibition of human KDM3A catalytic domain expressed in Sf9 cells methyl lysine peptide substrate by AlphaScreen assay
[PMID: 22724510]
In Vitro

Daminozide has >100-fold selectivity for KDM2/7 subfamily versus other demethylase subfamily members tested (IC50=127 μM for KDM3A, or greater against other demethylases)[1].

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

Daminozide Related Antibodies
In Vivo

Daminozide (200-20000 ppm) has teratogenic and genotoxic effects on model organism Drosophila melanogaster[2].

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

160.17

Formule

C6H12N2O3
CAS No.

1596-84-5
Appearance

Solid

Color

White to off-white

SMILES

O=C(NN(C)C)CCC(O)=O
Structure Classification
  • Ketones, Aldehydes, Acids
Initial Source
  • Plants
  • Compositae
  • Dendranthema morifolium (Ramat.) Tzvel.
Livraison

Room temperature in continental US; may vary elsewhere.
Stockage
Powder -20°C 3 years
4°C 2 years
In solvent -80°C 6 months
-20°C 1 month
Solvant et solubilité
In Vitro: 

DMSO : 106.67 mg/mL (665.98 mM; Need warming; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

H2O : 100 mg/mL (624.34 mM; Need ultrasonic)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 6.2434 mL 31.2168 mL 62.4337 mL
5 mM 1.2487 mL 6.2434 mL 12.4867 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.

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

  • Calculateur de molarité

  • Calculateur de dilution

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

Mass
=
Concentration
×
Volume
×
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    40% PEG300    5% Tween-80    45% Saline

    Solubility: ≥ 2.5 mg/mL (15.61 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.
  • Protocol 2

    Add each solvent one by one:  10% DMSO    90% (20% SBE-β-CD in Saline)

    Solubility: ≥ 2.5 mg/mL (15.61 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 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.

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:  PBS

    Solubility: 100 mg/mL (624.34 mM); Clear solution; Need ultrasonic and warming and heat to 60°C

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.
Calculation results:
Working solution concentration: mg/mL
This product has good water solubility, please refer to the measured solubility data in water/PBS/Saline for details.
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).
Pureté et documentation

Purity: 99.79%

SDS (419 KB)

COA (243 KB) HNMR (230 KB) RP-HPLC (240 KB)

Instruction de manipulation (2659 KB)
Références

  • [1]. Rose NR, Woon EC, Tumber A, Plant growth regulator daminozide is a selective inhibitor of human KDM2/7 histone demethylases. J Med Chem. 2012 Jul 26;55(14):6639-43.  [Content Brief]

    [2]. Roy SS, et, al. Exploration of teratogenic and genotoxic effects of fruit ripening retardant Alar (Daminozide) on model organism Drosophila melanogaster. Interdiscip Toxicol. 2018 May;11(1):27-37.  [Content Brief]

  • [1]. Rose NR, Woon EC, Tumber A, Plant growth regulator daminozide is a selective inhibitor of human KDM2/7 histone demethylases. J Med Chem. 2012 Jul 26;55(14):6639-43.

    [2]. Roy SS, et, al. Exploration of teratogenic and genotoxic effects of fruit ripening retardant Alar (Daminozide) on model organism Drosophila melanogaster. Interdiscip Toxicol. 2018 May;11(1):27-37.

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
H2O / DMSO 1 mM 6.2434 mL 31.2168 mL 62.4337 mL 156.0842 mL
5 mM 1.2487 mL 6.2434 mL 12.4867 mL 31.2168 mL
10 mM 0.6243 mL 3.1217 mL 6.2434 mL 15.6084 mL
15 mM 0.4162 mL 2.0811 mL 4.1622 mL 10.4056 mL
20 mM 0.3122 mL 1.5608 mL 3.1217 mL 7.8042 mL
25 mM 0.2497 mL 1.2487 mL 2.4973 mL 6.2434 mL
30 mM 0.2081 mL 1.0406 mL 2.0811 mL 5.2028 mL
40 mM 0.1561 mL 0.7804 mL 1.5608 mL 3.9021 mL
50 mM 0.1249 mL 0.6243 mL 1.2487 mL 3.1217 mL
60 mM 0.1041 mL 0.5203 mL 1.0406 mL 2.6014 mL
80 mM 0.0780 mL 0.3902 mL 0.7804 mL 1.9511 mL
100 mM 0.0624 mL 0.3122 mL 0.6243 mL 1.5608 mL

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

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Daminozide Related Classifications

  • Cancer
  • Cancer Targeted Therapy Cancer Metabolism and Metastasis
  • Epigenetics
  • Histone Demethylase
Help & FAQs

Keywords:

Daminozide1596-84-5Histone DemethylaseplantgrowthregulatorKDM2/7histonedemethylasesPHF8KDM2AKIAA1718Inhibitorinhibitorinhibit

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