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Merck
CN

S0447

Sigma-Aldrich

SIS3

≥98% (HPLC), TGF-β1/ALK-5 phosphorylation inhibitor, 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

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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

Key Documents

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Product Name

SIS3, ≥98% (HPLC), powder

Quality Level

100

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

Related Categories

Application

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

Biochem/physiol Actions

SIS3 is a novel specific inhibitor of TGF-β1/ALK-5 phosphorylation of Smad3
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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000483098
0000483098
0000242232
0000242232
0000434978

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Qinghui Zhang et al.
Cancer science, 110(8), 2507-2519 (2019-06-20)
Abnormal tumor microenvironment and the epithelial-mesenchymal transition (EMT) are important features of tumor metastasis. However, it remains unknown how signals can form complicated networks to regulate the sustainability of the EMT process. The aim of our study is to explore
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)
The proto-oncogene tyrosine protein kinase Src is essential for macrophage-myofibroblast transition during renal scarring
Tang PMK, et al.
Kidney International, 93(1), 173-187 (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
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)
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