SCRIPTAID Chemical Properties

Melting point:

160-161 °C

Density 

1.338±0.06 g/cm3(Predicted)

storage temp. 

-20°C

solubility 

Soluble in DMSO (up to 4 mg/ml).

form 

Yellow solid.

pka

9.46±0.20(Predicted)

color 

White

biological source

synthetic (organic)

Sensitive 

Light Sensitive

Stability:

Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 2 months.

InChI

InChI=1S/C18H18N2O4/c21-15(19-24)10-2-1-3-11-20-17(22)13-8-4-6-12-7-5-9-14(16(12)13)18(20)23/h4-9,24H,1-3,10-11H2,(H,19,21)

InChIKey

JTDYUFSDZATMKU-UHFFFAOYSA-N

SMILES

C1(=O)C2=C3C(C=CC=C3C(=O)N1CCCCCC(NO)=O)=CC=C2

Safety Information

WGK Germany 

3

SCRIPTAID Usage And Synthesis

Description

Scriptaid is a histone deacetylase inhibitor that has an optimal concentration of 6-8 μM in a cell-based assay, is less toxic than trichostatin A, and works in a wide variety of biological systems. It induces cell cycle arrest in colon cancer cells in culture and inhibits tumor growth in vitro and in vivo. Scriptaid also facilitates the cloning of inbred mouse strains produced by somatic cell nuclear transfer.

Uses

Scriptaid has been used in post activation of oocytes and embryo culture.

Uses

Histone deacetylase inhibitor. A cell-permeable, relatively non-toxic HDAC inhibitor that facilitates transcriptional activation (TGFβ/Smad4) in both stable and transient receptor assays in a concentration-dependent manner.

Definition

ChEBI: 6-(1,3-dioxo-2-benzo[de]isoquinolinyl)-N-hydroxyhexanamide is a member of isoquinolines.

General Description

Scriptaid is a histone deacetylase (HDAC) inhibitor, which enhances global acetylation of histones. It improves transcriptional activity and protein expression. Scriptaid inhibits tumor growth. It decreases telomerase activity and stimulates glioma cell apoptosis.

Biological Activity

Novel histone deacetylase inhibitor. Produces > 100-fold increase in histone acetylation and displays relatively low toxicity.

Biochem/physiol Actions

Histone deacetylase inhibitor with lower toxicity than trichostatin A; used to enhance protein expression.

References

[1] G H SU. A novel histone deacetylase inhibitor identified by high-throughput transcriptional screening of a compound library.[J]. Cancer research, 2000, 60 12: 3137-3142.
[2] KELLY HUBER. Inhibitors of histone deacetylases: correlation between isoform specificity and reactivation of HIV type 1 (HIV-1) from latently infected cells.[J]. The Journal of Biological Chemistry, 2011: 22211-22218. DOI:10.1074/jbc.m110.180224
[3] EUN JU LEE. Histone deacetylase inhibitor scriptaid induces cell cycle arrest and epigenetic change in colon cancer cells.[J]. International journal of oncology, 2008, 15 1: 767-776. DOI:10.3892/ijo\_00000063
[4] VITOR BRAGA RISSI. Inhibition of RNA synthesis during Scriptaid exposure enhances gene reprogramming in SCNT embryos.[J]. Reproduction, 2019, 157 2: 123-133. DOI:10.1530/rep-18-0366
[5] SONG HUANG. Scriptaid/exercise-induced lysine acetylation is another type of posttranslational modification occurring in titin.[J]. Journal of applied physiology, 2020: 276-285. DOI:10.1152/japplphysiol.00617.2019

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