An ansa macrolide with anticancer activity
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Maytansine

Item No. 36062

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
CAS Number
35846-53-8
Synonyms
  • Maitansine
  • NSC 153858
Molecular Formula
C34H46ClN3O10
Formula Weight
692.2
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlDMSO: 10 mg/mlEthanol: 2 mg/mlPBS (pH 7.2): insol
λmax
232, 253 nm
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(C)=O)=O)=O)C)=C(Cl)C(OC)=C4)\C)OC)(NC(O3)=O)O)C)([H])O1
InChi Code
InChI=1S/C34H46ClN3O10/c1-18-11-10-12-26(45-9)34(43)17-25(46-32(42)36-34)19(2)30-33(5,48-30)27(47-31(41)20(3)37(6)21(4)39)16-28(40)38(7)23-14-22(13-18)15-24(44-8)29(23)35/h10-12,14-15,19-20,25-27,30,43H,13,16-17H2,1-9H3,(H,36,42)/b12-10+,18-11+/t19-,20+,25+,26-,27+,30+,33+,34+/m1/s1
InChi Key
WKPWGQKGSOKKOO-RSFHAFMBSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $94

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    1 mg

    $179

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    5 mg

    $834

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    10 mg

    $927

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    Cayman Chemical
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    Product Description

    Maytansine is an ansa macrolide originally isolated from M. serrata that has anticancer activity.1 It inhibits the growth of L1210, L-5178-Y, and P388 murine leukemia cells (EC50s = 0.6, 12, and 1.5 nM, respectively). Maytansine (20 µM) inhibits erythrocyte and brain tubulin polymerization.2 In vivo, maytansine (0.025-0.1 mg/kg) increases survival in a P388 murine leukemia model.1 It has also been used in the synthesis of cytotoxic payload moieties of antibody-drug conjugates (ADCs).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wolpert-Defilippes, M.K., Adamson, R.H., Cysyk, R.L., et al. Initial studies on the cytotoxic action of maytansine, a novel ansa macrolide. Biochem. Pharmacol. 24(6), 751-754 (1975).

    2. Luduena, R.F., Anderson, W.H., Prasad, V., et al. Interactions of vinblastine and maytansine with tubulin. Ann. N. Y. Acad. Sci. 466, 718-732 (1986).

    3. Yaghoubi, S., Karimi, M.H., Lotfinia, M., et al. Potential drugs used in the antibody-drug conjugate (ADC) architecture for cancer therapy. J. Cell Physiol. 235(1), 31-64 (2020).