For research use only. Not for therapeutic Use.
S-methyl DM1(CAT: R031100) is a thiomethyl derivative of maytansine and the primary cellular and hepatic metabolite of antibody–maytansinoid conjugates prepared with DM1. It binds tubulin with high affinity (Kᵈ = 0.93 μM) and strongly inhibits microtubule polymerization (IC₅₀ = 4 μM). Compared with maytansine, S-methyl DM1 potently suppresses microtubule dynamic instability, with greater inhibition at nanomolar concentrations (IC₅₀ = 330 pM in MCF7 cells). It induces robust G₂/M arrest and significantly enhances antiproliferative effects. These properties make S-methyl DM1 a valuable tool for studying tubulin-targeting mechanisms, antibody–drug conjugates (ADCs), and microtubule-based cancer therapeutic development.
| CAS Number | 912569-84-7 |
| Synonyms | [(1S,2R,3S,5S,6S,16E,18E,20R,21S)-11-chloro-21-hydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8,23-dioxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.110,14.03,5]hexacosa-10,12,14(26),16,18-pentaen-6-yl] (2S)-2-[methyl(3-methylsulfanylpropanoyl)amino]propanoate |
| Molecular Formula | C36H50ClN3O10S |
| Purity | ≥95% |
| IUPAC Name | [(1S,2R,3S,5S,6S,16E,18E,20R,21S)-11-chloro-21-hydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8,23-dioxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.110,14.03,5]hexacosa-10,12,14(26),16,18-pentaen-6-yl] (2S)-2-[methyl(3-methylsulfanylpropanoyl)amino]propanoate |
| InChI | InChI=1S/C36H50ClN3O10S/c1-20-11-10-12-27(47-8)36(45)19-26(48-34(44)38-36)21(2)32-35(4,50-32)28(49-33(43)22(3)39(5)29(41)13-14-51-9)18-30(42)40(6)24-16-23(15-20)17-25(46-7)31(24)37/h10-12,16-17,21-22,26-28,32,45H,13-15,18-19H2,1-9H3,(H,38,44)/b12-10+,20-11+/t21-,22+,26+,27-,28+,32+,35+,36+/m1/s1 |
| InChIKey | PLYHSTGTQYPYMT-JLZGXKMHSA-N |
| SMILES | CC1C2CC(C(C=CC=C(CC3=CC(=C(C(=C3)OC)Cl)N(C(=O)CC(C4(C1O4)C)OC(=O)C(C)N(C)C(=O)CCSC)C)C)OC)(NC(=O)O2)O |
| Chemistry Calculators | Dilution Calculator In vivo Formulation Calculator Molarity Calculator Molecular Weight Calculator Reconstitution Calculator |
