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Key Documents

SML3279

Sigma-Aldrich

BC-2059

≥98% (HPLC)

Synonym(s):

BC 2059, BC2059, Tegatrabetan, Tegavivint, rel-2,7-Bis[[(3R,5S)-3,5-dimethyl-1-piperidinyl]sulfonyl]-9,10-anthracenedione 9,10-dioxime

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About This Item

Empirical Formula (Hill Notation):
C28H36N4O6S2
CAS Number:
1227637-23-1
Molecular Weight:
588.74
MDL number:
MFCD32661883
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

[S](=O)(=O)(N5C[C@H](C[C@H](C5)C)C)c1cc2c(cc1)C(c3c(cc(cc3)[S](=O)(=O)N4C[C@H](C[C@H](C4)C)C)C2N=O)N=O

InChI

1S/C28H36N4O6S2/c1-17-9-18(2)14-31(13-17)39(35,36)21-5-7-23-25(11-21)28(30-34)26-12-22(6-8-24(26)27(23)29-33)40(37,38)32-15-19(3)10-20(4)16-32/h5-8,11-12,17-20,27-28H,9-10,13-16H2,1-4H3/t17-,18+,19-,20+,27?,28?

Biochem/physiol Actions

BC-2059 is a cell penetrant, potent and selective inhibitor of the Wnt-signaling pathway that potently inhibits growth of cancer cell lines in vitro. BC-2059 inhibits β-catenin/transducin β-like 1 (TBL1) complex by direct binding to TBL1 complexed with β-catenin. BC-2059 does not inhibit interaction of TBL1 with either NCoR/SMRT or NFkB. It is a potential therapeutic for tumors with deregulated Wnt signaling pathway.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Dyana T Saenz et al.
Blood, 135(15), 1255-1269 (2020-02-19)
The promising activity of BET protein inhibitors (BETi's) is compromised by adaptive or innate resistance in acute myeloid leukemia (AML). Here, modeling of BETi-persister/resistance (BETi-P/R) in human postmyeloproliferative neoplasm (post-MPN) secondary AML (sAML) cells demonstrated accessible and active chromatin in
Dyana T Saenz et al.
Leukemia, 33(6), 1373-1386 (2018-12-24)
Transformation of post-myeloproliferative neoplasms into secondary (s) AML exhibit poor clinical outcome. In addition to increased JAK-STAT and PI3K-AKT signaling, post-MPN sAML blast progenitor cells (BPCs) demonstrate increased nuclear β-catenin levels and TCF7L2 (TCF4) transcriptional activity. Knockdown of β-catenin or

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