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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. 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 alpha-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.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: DMF: 30 mg/ml, DMSO: 30 mg/ml, DMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml, Ethanol: 2 mg/ml. lambdamax: 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.
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