A potent and selective SIRT2 inhibitor
Technical Support & Resources

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

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
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
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    10 mg

    $48

    Add

    25 mg

    $83

    Add

    50 mg

    $142

    Add
    Cayman Chemical
    Visit Our Cancer Resource Center
    Find Tools & Resources to Study the Hallmarks of Cancer
    • Cancer cell signaling & regulation
    • Cancer metabolism
    • Tumor microenvironment
    EXPLORE NOW
    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).