An inhibitor of Wnt/β-catenin signaling
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Tegatrabetan

Item No. 37423

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
rel-2,7-bis[[(3R,5S)-3,5-dimethyl-1-piperidinyl]sulfonyl]-9,10-anthracenedione 9,10-dioxime
CAS Number
1227637-23-1
Synonyms
  • BC-2059
  • Tegavivint
Molecular Formula
C28H36N4O6S2
Formula Weight
588.7
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble
λmax
227, 274, 304 nm
SMILES
ON=C1C2=CC(S(=O)(N3C[C@H](C[C@H](C3)C)C)=O)=CC=C2C(C4=CC=C(S(=O)(N5C[C@H](C[C@H](C5)C)C)=O)C=C41)=NO
InChi Code
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/h5-8,11-12,17-20,33-34H,9-10,13-16H2,1-4H3/t17-,18+,19-,20+
InChi Key
GAPRVZKWPDRAJA-FGYAAKKASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    Cayman Chemical
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    Product Description

    Tegatrabetan is an inhibitor of Wnt/β-catenin signaling.1 It reduces Wnt3a-induced transcriptional activity in a reporter activity assay using STF3a cells, which exhibit constitutive Wnt activation, when used at a concentration of 1 µM. Tegatrabetan inhibits proliferation of, and transcription in, HT-29 human colon cancer cells (IC50s = 9 and 63 nM, respectively) and reduces survival in six other cancer cell lines (IC50s = 14-80 nM). It induces cell cycle arrest at the G1 phase in HCT-15 human colon cancer cells when used at a concentration of 625 nM. In vivo, tegatrabetan (50 mg/kg per day) reduces tumor volume and inhibits lung metastasis in a Saos-2 osteosarcoma mouse xenograft model.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Soldi, R., Horrigan, S.K., Cholody, M.W., et al. Design, synthesis, and biological evaluation of a series of anthracene-9,10-dione dioxime β-catenin pathway inhibitors. J. Med. Chem. 58(15), 5854-5862 (2015).

    2. Nomura, M., Rainusso, N., Lee, Y.-C., et al. Tegavivint and the β-catenin/ALDH axis in chemotherapy-resistant and metastatic osteosarcoma. J. Natl. Cancer Inst. 111(11), 1216-1227 (2019).