Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

S0447

Sigma-Aldrich

SIS3

≥98% (HPLC), powder

Synonym(s):

(2E)-1-(6,7-Dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)-3-(1-methyl-2-phenyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-propenone hydrochloride

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

About This Item

Empirical Formula (Hill Notation):
C28H27N3O3 · HCl
CAS Number:
521984-48-5
Molecular Weight:
489.99
MDL number:
MFCD09265258
UNSPSC Code:
12352200
PubChem Substance ID:
24724599
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

color

yellow

solubility

H2O: <2 mg/mL
DMSO: >20 mg/mL

storage temp.

2-8°C

SMILES string

Cl.COc1cc2CCN(Cc2cc1OC)C(=O)\C=C\c3c(-c4ccccc4)n(C)c5ncccc35

InChI

1S/C28H27N3O3.ClH/c1-30-27(19-8-5-4-6-9-19)22(23-10-7-14-29-28(23)30)11-12-26(32)31-15-13-20-16-24(33-2)25(34-3)17-21(20)18-31;/h4-12,14,16-17H,13,15,18H2,1-3H3;1H/b12-11+;

InChI key

CDKIEBFIMCSCBB-CALJPSDSSA-N

Application

Sugar insensitive 3 (SIS3) has been used as smad3 inhibitor in various cells.

Biochem/physiol Actions

Sugar insensitive 3 (SIS3) promotes drug-induced apoptosis and hinders the function of adenosine triphosphate (ATP)-binding cassette (ABC) transporter (ABCB1) and ABCG2. It resensitizes ABCB1 and ABCG2 overexpressed in cancerous cells, which contributes to chemotherapeutics.
SIS3 is a novel specific inhibitor of TGF-β1/ALK-5 phosphorylation of Smad3

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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

Ming-Heng Wu et al.
Scientific reports, 7(1), 11006-11006 (2017-09-10)
Concomitant expressions of glycan-binding proteins and their bound glycans regulate many pathophysiologic processes, but this issue has not been addressed in liver fibrosis. Activation of hepatic stellate cells (HSCs) is a rate-limiting step in liver fibrosis and is an important
Karl David Brown et al.
Investigative ophthalmology & visual science, 58(7), 3011-3017 (2017-06-13)
Fibrotic scarring after ocular surgeries and chemical burn injuries can impede clarity of the cornea and cause vision impairment. Transforming growth factor β (TGFβ) signaling pathway is known to mediate fibrotic scarring, and NADPH oxidase-derived reactive oxygen species has been
Connective tissue growth factor is a Smad2 regulated amplifier of transforming growth factor beta actions in hepatocytes?But without modulating bone morphogenetic protein 7 signaling
Gressner OA, et al.
Hepatology, 49(6), 2021-2030 (2009)
SIS3, a specific inhibitor of Smad3 reverses ABCB1-and ABCG2-mediated multidrug resistance in cancer cell lines
Wu CP, et al.
Cancer letters, 433, 259-272 (2018)
Jae-Min Shin et al.
American journal of rhinology & allergy, 30(6), 385-390 (2017-01-27)
It is well known that doxycycline has antibacterial and anti-inflammatory effects. In this study, we aimed to investigate the effects of doxycycline on the transforming growth factor (TGF) beta 1-induced matrix metalloproteinase (MMP) 2 expression, migration, and collagen contraction, and
View All Related Papers

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