An antagonist of pro-survival Bcl-2 proteins
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Obatoclax (mesylate)

Item No. 11499

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[2-[(3,5-dimethyl-1H-pyrrol-2-yl)methylene]-3-methoxy-2H-pyrrol-5-yl]-1H-indole, monomethanesulfonate
CAS Number
803712-79-0
Synonyms
  • GX15-070
Molecular Formula
C20H19N3O • CH3SO3H
Formula Weight
413.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMSO: 11 mg/mlEthanol: 2 mg/ml
λmax
287, 314, 352, 546 nm
SMILES
CC(C=C(C)N1)=C1/C=C2C(OC)=CC(C(N3)=CC4=C3C=CC=C4)=N/2.CS(=O)(O)=O
InChi Code
InChI=1S/C20H19N3O.CH4O3S/c1-12-8-13(2)21-16(12)10-19-20(24-3)11-18(23-19)17-9-14-6-4-5-7-15(14)22-17;1-5(2,3)4/h4-11,21-22H,1-3H3;1H3,(H,2,3,4)/b19-10-;
InChi Key
ZFKXDVMHNXPEIY-PEZBNFGJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Cayman Chemical
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    Product Description

    Obatoclax is an antagonist of Bcl-2 family members containing four Bcl-2 homology domains, including Bcl-2, Bcl-W, Bcl-xL, and Mcl-1 (Kd = ~500 nM).1 It prevents the interaction of these pro-survival proteins with Bax or Bak, thereby inducing apoptosis with up-regulation of Bim, induced cytochrome c release, and activation of caspase-3.2,3 Obatoclax also induces autophagy in mouse embryo fibroblasts and in HeLa cells.4 This compound inhibits the growth of cancer cell lines and primary cancer isolates.3,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Shore, G.C., and Viallet, J. Modulating the Bcl-2 family of apoptosis suppressors for potential therapeutic benefit in cancer. Hematology Am. Soc. Hematol. Educ. Program 226-230 (2005).

    2. Konopleva, M., Watt, J., Contractor, R., et al. Mechanisms of antileukemic activity of the novel Bcl-2 homology domain-3 mimetic GX15-070 (obatoclax). Cancer Res. 68(9), 3413-3420 (2008).

    3. Trudel, S., Li, Z.H., Rauw, J., et al. Preclinical studies of the pan-Bcl inhibitor obatoclax (GX015-070) in multiple myeloma. Blood 109(12), 5430-5438 (2007).

    4. Andreu-Fernández, V., Genovés, A., Messeguer, A., et al. BH3-mimetics- and cisplatin-induced cell death proceeds through different pathways depending on the availability of death-related cellular components. PLoS One 8(2), e56881 (2013).