A derivative of maytansine
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Product Type

Biochemicals

Research Area

Cancer
Cell Death

DM4 (hydrate)

Item No. 34121

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N2′-deacetyl-N2′-(4-mercapto-4-methyl-1-oxopentyl)-maytansine, hydrate
Synonyms
  • Maytansinoid DM 4
  • Ravtansine
Molecular Formula
C38H54ClN3O10S • XH2O
Formula Weight
780.4
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 20 mg/ml
SMILES
C[C@]12[C@@]([C@@H]([C@]3([H])C[C@]([C@@H](/C=C/C=C(CC4=CC(N(C(C[C@@H]2OC([C@H](C)N(C)C(CCC(C)(S)C)=O)=O)=O)C)=C(Cl)C(OC)=C4)\C)OC)(NC(O3)=O)O)C)([H])O1.O
InChi Code
InChI=1S/C38H54ClN3O10S.H2O/c1-21-12-11-13-28(49-10)38(47)20-27(50-35(46)40-38)22(2)33-37(6,52-33)29(51-34(45)23(3)41(7)30(43)14-15-36(4,5)53)19-31(44)42(8)25-17-24(16-21)18-26(48-9)32(25)39;/h11-13,17-18,22-23,27-29,33,47,53H,14-16,19-20H2,1-10H3,(H,40,46);1H2/b13-11+,21-12+;/t22-,23+,27+,28-,29+,33+,37+,38+;/m1./s1
InChi Key
UDQFYEYHHMGCNT-YFGFGYKHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $107

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    10 mg

    $193

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    25 mg

    $424

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    50 mg

    $635

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    Cayman Chemical
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    Product Description

    DM4 is a thiol-containing derivative of the tubulin polymerization inhibitor maytansine.1,2 It is cytotoxic to SK-BR-3 cells (IC50 = 3.3 nM).1 DM4, conjugated to a humanized CD205-targeting monoclonal antibody, is selectively cytotoxic to a variety of CD205-expressing human cancer cells (EC50s = 0.1-1.32 nM) over non-CD205-expressing cells (EC50s = 14.2-22.66 nM) and reduces tumor growth in various mouse xenograft and patient-derived (PDX) cancer models.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Widdison, W.C., Wilhelm, S.D., Cavanagh, E.E., et al. Semisynthetic maytansine analogues for the targeted treatment of cancer. J. Med. Chem. 49(14), 4392-4408 (2006).

    2. Remillard, S., Rebhun, L.I., Howie, G.A., et al. Antimitotic activity of the potent tumor inhibitor maytansine. Science 189(4207), 1002-1005 (1975).

    3. Merlino, G., Fiascarelli, A., Bigioni, M., et al. MEN1309/OBT076, a first-in-class antibody-drug conjugate targeting CD205 in solid tumors. Mol. Cancer Ther. 18(9), 1533-1543 (2019).