A marine pentapeptide with anticancer and antifungal activities
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Dolastatin 10

Item No. 45982

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N,N-dimethyl-L-valyl-N-[(1S,2R)-2-methoxy-4-[(2S)-2-[(1R,2R)-1-methoxy-2-methyl-3-oxo-3-[[(1S)-2-phenyl-1-(2-thiazolyl)ethyl]amino]propyl]-1-pyrrolidinyl]-1-[(1S)-1-methylpropyl]-4-oxobutyl]-N-methyl-L-valinamide
CAS Number
110417-88-4
Synonyms
  • NSC 376128
Molecular Formula
C42H68N6O6S
Formula Weight
785.1
Purity
≥90%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: Slightly soluble: 0.1-1 mg/mlDMSO: Slightly soluble: 0.1-1 mg/ml
SMILES
O=C(N[C@H](C1=NC=CS1)CC2=CC=CC=C2)[C@H](C)[C@@H](OC)[C@@]3([H])N(CCC3)C(C[C@@H](OC)[C@H]([C@@H](C)CC)N(C)C([C@H](C(C)C)NC([C@@H](N(C)C)C(C)C)=O)=O)=O
InChi Code
InChI=1S/C42H68N6O6S/c1-13-28(6)37(47(10)42(52)35(26(2)3)45-40(51)36(27(4)5)46(8)9)33(53-11)25-34(49)48-22-17-20-32(48)38(54-12)29(7)39(50)44-31(41-43-21-23-55-41)24-30-18-15-14-16-19-30/h14-16,18-19,21,23,26-29,31-33,35-38H,13,17,20,22,24-25H2,1-12H3,(H,44,50)(H,45,51)/t28-,29+,31-,32-,33+,35-,36-,37-,38+/m0/s1
InChi Key
OFDNQWIFNXBECV-VFSYNPLYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $45

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    5 mg

    $191

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    10 mg

    $338

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    25 mg

    $506

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    Cayman Chemical
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    Product Description

    Dolastatin 10 is a marine pentapeptide originally isolated from D. auricularia that has anticancer and antifungal activities.1,2,3,4,5,6 It inhibits tubulin polymerization (IC50 = 1.2 µM), tubulin-dependent GTP hydrolysis, and guanine nucleotide exchange on tubulin in cell-free assays.2,3 Dolastatin 10 induces cell cycle arrest at mitosis and inhibits the growth of various cancer cell lines (IC50s = 0.018-1.8 nM).2,4 It reduces tumor growth and invasion in a DU145 prostate cancer mouse xenograft model.5 It is active against fluconazole-susceptible and -resistant strains of C. neoformans (MICs = 0.78-3.12 and 0.049-0.78 µg/ml, respectively).6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Pettit, G.R., Kamano, Y., Herald, C.L., et al. The isolation and structure of a remarkable marine animal antineoplastic constituent: Dolastatin 10. J. Am. Chem. Soc. 109(22), 6883-6885 (1987).

    2. Yu, J., Hung, J.-T., Wang, S.-H., et al. Targeting glycosphingolipids for cancer immunotherapy. FEBS Lett. 594(22), 3602-3618 (2020).

    3. Bai, R.L., Pettit, G.R., and Hamel, E. Structure-activity studies with chiral isomers and with segments of the antimitotic marine peptide dolastatin 10. Biochem. Pharmacol. 40(8), 1859-1864 (1990).

    4. Aherne, G.W., Hardcastle, A., Valenti, M., et al. Antitumour evaluation of dolastatins 10 and 15 and their measurement in plasma by radioimmunoassay. Cancer Chemother. Pharmacol. 38(3), 225-232 (1996).

    5. Turner, T., Jackson, W.H., Pettit, G.R., et al. Treatment of human prostate cancer cells with dolastatin 10, a peptide isolated from a marine shell-less mollusc. Prostate 34(3), 175-181 (1998).

    6. Pettit, R.K., Pettit, G.R., and Hazen, K.C. Specific activities of dolastatin 10 and peptide derivatives against Cryptococcus neoformans. Antimicrob. Agents Chemother. 42(11), 2961-2965 (1998).