DM4-SMCC

For research use only. Not for therapeutic Use.

  • CAT Number: I017860
  • CAS Number: 1228105-52-9
  • Molecular Formula: C54H72ClN5O16S
  • Molecular Weight: 1114.69
  • Purity: ≥95%
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DM4-SMCC(Cat No.:I017860)is a potent cytotoxic payload-linker commonly used in the development of antibody–drug conjugates (ADCs). It combines DM4, a maytansinoid tubulin inhibitor that disrupts microtubule assembly and induces apoptosis, with SMCC (succinimidyl-4-(N-maleimidomethyl)cyclohexane-1-carboxylate), a heterobifunctional crosslinker. The SMCC moiety enables stable conjugation of DM4 to antibodies via lysine and thiol residues, ensuring controlled drug attachment. Upon internalization, DM4 is released to exert its antitumor activity. DM4-SMCC is widely applied in targeted cancer therapy research, providing high potency, stability, and therapeutic relevance in ADC design.


CAS Number 1228105-52-9
Synonyms

(2,5-dioxopyrrolidin-1-yl) 4-[[3-[5-[[(2S)-1-[[(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]oxy]-1-oxopropan-2-yl]-methylamino]-2-methyl-5-oxopentan-2-yl]sulfanyl-2,5-dioxopyrrolidin-1-yl]methyl]cyclohexane-1-carboxylate

Molecular Formula C54H72ClN5O16S
Purity ≥95%
IUPAC Name (2,5-dioxopyrrolidin-1-yl) 4-[[3-[5-[[(2S)-1-[[(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]oxy]-1-oxopropan-2-yl]-methylamino]-2-methyl-5-oxopentan-2-yl]sulfanyl-2,5-dioxopyrrolidin-1-yl]methyl]cyclohexane-1-carboxylate
InChI InChI=1S/C54H72ClN5O16S/c1-29-12-11-13-39(72-10)54(70)27-37(73-51(69)56-54)30(2)47-53(6,75-47)40(26-44(64)58(8)35-23-33(22-29)24-36(71-9)46(35)55)74-49(67)31(3)57(7)41(61)20-21-52(4,5)77-38-25-45(65)59(48(38)66)28-32-14-16-34(17-15-32)50(68)76-60-42(62)18-19-43(60)63/h11-13,23-24,30-32,34,37-40,47,70H,14-22,25-28H2,1-10H3,(H,56,69)/b13-11+,29-12+/t30-,31+,32?,34?,37+,38?,39-,40+,47+,53+,54+/m1/s1
InChIKey VYNFFBGYRBMGDS-NPCPMBKGSA-N
SMILES C[C@@H]1[C@@H]2C[C@]([C@@H](/C=C/C=C(/CC3=CC(=C(C(=C3)OC)Cl)N(C(=O)C[C@@H]([C@]4([C@H]1O4)C)OC(=O)[C@H](C)N(C)C(=O)CCC(C)(C)SC5CC(=O)N(C5=O)CC6CCC(CC6)C(=O)ON7C(=O)CCC7=O)C)\C)OC)(NC(=O)O2)O
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