An inhibitor of tubulin polymerization and activator of SIRT1
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YK-3-237

Item No. 21516

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
B-[2-methoxy-5-[(1E)-3-oxo-3-(3,4,5-trimethoxyphenyl)-1-propen-1-yl]phenyl]-boronic acid
CAS Number
1215281-19-8
Molecular Formula
C19H21BO7
Formula Weight
372.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 10 mg/ml
λmax
224, 276, 344 nm
SMILES
COC1=C(OC)C(OC)=CC(C(/C=C/C2=CC(B(O)O)=C(OC)C=C2)=O)=C1
InChi Code
InChI=1S/C19H21BO7/c1-24-16-8-6-12(9-14(16)20(22)23)5-7-15(21)13-10-17(25-2)19(27-4)18(11-13)26-3/h5-11,22-23H,1-4H3/b7-5+
InChi Key
AKNGHUAJAODDJA-FNORWQNLSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $36

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    5 mg

    $103

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    10 mg

    $153

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    25 mg

    $336

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    Product Description

    YK-3-237 is a chalcone derivative and an activator of sirtuin 1 (SIRT1).1,2 It inhibits colchicine binding to tubulin in a concentration-dependent manner and tubulin polymerization (IC50 = 31 μM) and induces microtubule loss in A-10 cells (EC50 = 16.5 μM).1 YK-3-237 inhibits cell growth in a panel of leukemia, non-small cell lung, colon, CNS, melanoma, ovarian, renal, prostate, and breast cancer cell lines (GI50s = <0.01-20.9 μM). It inhibits tube formation by human umbilical vein endothelial cells (HUVECs) when used at a concentration of 1 μM and inhibits functional angiogenesis in isolated rat aortic rings. YK-3-237 activates SIRT1 in a concentration-dependent manner and reduces acetylation of wild-type and mutant p53 in a SIRT1-dependent manner.2 It also inhibits cell growth in panel of 9 triple-negative breast cancer (TNBC) cell lines (EC50s = 0.160-5.031 μM).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kong, Y., Wang, K., Edler, M.C., et al. A boronic acid chalcone analog of combretastatin A-4 as a potent anti-proliferation agent. Bioorg. Med. Chem. 18(2), 971-977 (2010).

    2. Yi, Y.W., Kang, H.J., Kim, H.J., et al. Targeting mutant p53 by a SIRT1 activator YK-3-237 inhibits the proliferation of triple-negative breast cancer cells. Oncotarget 4(7), 984-994 (2013).