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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

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About This Item

Empirical Formula (Hill Notation):
C28H27N3O3 · HCl
CAS Number:
Molecular Weight:
489.99
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
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 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

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’.

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Transforming growth factor-beta2 utilizes the canonical Smad-signaling pathway to regulate tissue transglutaminase expression in human trabecular meshwork cells
Tovar-Vidales T, et al.
Experimental Eye Research, 93(4), 442-451 (2011)
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)
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)
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
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

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