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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:
521984-48-5
Molecular Weight:
489.99
MDL number:
MFCD09265258
UNSPSC Code:
12352200
PubChem Substance ID:
24724599
NACRES:
NA.77

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

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’.

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