Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

SML1113

Sigma-Aldrich

RSC133

≥98% (HPLC)

Synonym(s):

3-[[(2E)-3-(1H-Indol-3-yl)-1-oxo-2-propen-1-yl]amino]-benzamide, RSC 133, Reprogramming stimulating compound 133

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C18H15N3O2
CAS Number:
1418131-46-0
Molecular Weight:
305.33
UNSPSC Code:
12352200
PubChem Substance ID:
329825654
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

protect from light

color

white to light brown

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

SMILES string

NC(C1=CC=CC(NC(/C=C/C2=CNC3=C2C=CC=C3)=O)=C1)=O

InChI

1S/C18H15N3O2/c19-18(23)12-4-3-5-14(10-12)21-17(22)9-8-13-11-20-16-7-2-1-6-15(13)16/h1-11,20H,(H2,19,23)(H,21,22)/b9-8+

InChI key

HYUDSQGICKAEGE-CMDGGOBGSA-N

Biochem/physiol Actions

RSC133 is an epigenetic modulator that effectively enhances reprogramming of human somatic cells and maintenance of human stem cell pluripotency. Apparently, RSC133 facilitates the reprograming by dual inhibition of histone deacetylase and DNA methyltransferase activities. In hFFs, RSC133 rapidly activates pluripotency-associated genes Nanog, Oct4, and Rex1 up to 2- to 2.5-fold. RSC133 exerts positive effects on cell proliferation and ablates pro-senescence phenotypes.

Features and Benefits

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Other Notes

Light sensitive

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Jungwoon Lee et al.
Angewandte Chemie (International ed. in English), 51(50), 12509-12513 (2012-11-06)
Booster of pluripotency: RSC133, a new synthetic derivative of indoleacrylic acid/indolepropionic acid, exhibits dual activity by inhibiting histone deacetylase and DNA methyltransferase. Furthermore it potently improves the reprogramming of human somatic cells into a pluripotent state and aids the growth

Articles

Discover Bioactive Small Molecules for Gene Regulation

We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service