A potent and selective SIRT2 inhibitor
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Thiomyristoyl

Item No. 19398

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S)-1-[(phenylamino)carbonyl]-5-[(1-thioxotetradecyl)amino]pentyl]-carbamic acid, phenylmethyl ester
CAS Number
1429749-41-6
Synonyms
  • TM
Molecular Formula
C34H51N3O3S
Formula Weight
581.9
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlEthanol: 2 mg/ml
λmax
247 nm
SMILES
O=C(N[C@@H](CCCCNC(CCCCCCCCCCCCC)=S)C(NC1=CC=CC=C1)=O)OCC2=CC=CC=C2
InChi Code
InChI=1S/C34H51N3O3S/c1-2-3-4-5-6-7-8-9-10-11-18-26-32(41)35-27-20-19-25-31(33(38)36-30-23-16-13-17-24-30)37-34(39)40-28-29-21-14-12-15-22-29/h12-17,21-24,31H,2-11,18-20,25-28H2,1H3,(H,35,41)(H,36,38)(H,37,39)/t31-/m0/s1
InChi Key
CJQGLLUJIVNREL-HKBQPEDESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $48

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    25 mg

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    50 mg

    $142

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    Product Description

    Thiomyristoyl (TM) is a potent and selective inhibitor of SIRT2 with IC50 values of 0.028, 98, >200, and >200 μM for SIRT2, SIRT1, SIRT3, and SIRT5-7, respectively.1 It inhibits acetyl-H3K9 peptide and NAD binding to SIRT2 and promotes c-Myc degradation in a dose-dependent manner. TM exhibits selective cytotoxicity with IC50 values ranging from 8.4-36.8 and >50 μM for cancerous and non-cancerous cell lines, respectively. It decreases α-tubulin acetylation, a marker of SIRT2 activity, in a dose-dependent manner in MDA-MB-231 breast cancer cells while having no effect on the SIRT1 target p53. Intratumor administration of TM decreases tumor volume and increases areas of necrosis in an MDA-MB-231 mouse breast cancer xenograft model. TM also increases tumor-free survival time in a MMTV-PyMT mouse mammary tumor model.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jing, H., Hu, J., He, B., et al. A SIRT2-selective inhibitor promotes c-Myc oncoprotein degradation and exhibits broad anticancer activity. Cancer Cell 29(3), 297-310 (2016).