For research use only. Not for use in humans.

Catalog No.S7015 Synonyms: TL32711

29 publications

Birinapant Chemical Structure

Molecular Weight(MW): 806.94

Birinapant is a SMAC mimetic antagonist, mostly to cIAP1 with Kd of <1 nM in a cell-free assay, less potent to XIAP. Phase 2.

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Selleck's Birinapant has been cited by 29 publications

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Biological Activity

Description Birinapant is a SMAC mimetic antagonist, mostly to cIAP1 with Kd of <1 nM in a cell-free assay, less potent to XIAP. Phase 2.
cIAP1 [1]
(Cell-free assay)
XIAP [1]
(Cell-free assay)
<1 nM(Kd) 45 nM(Kd)
In vitro

Birinapant binds with XIAP and cIAP1 with Kd of 45 and <1 nM, respectively. Birinapant induces cell death as a single agent in TRAIL-insensitive SUM190 (ErbB2-overexpressing) cells (IC50, ~300 nM), and significantly increases potency of TRAIL-induced apoptosis in TRAIL-sensitive SUM149 (triple-negative, EGFR-activated) cells. Birinapant causes rapid cIAP1 degradation, caspase activation, PARP cleavage, and NF-κB activation. [1] Birinapant in combination with TNF-α exhibits a strong antimelanoma effect in vitro. Birinapant in combination with TNF-α(1 ng/mL) inhibits the growth of human melanoma cell lines WTH202, WM793B, WM1366 and WM164 with IC50s of 1.8, 2.5, 7.9 and 9 nM, respectively, while neither compound is effective individually. Birinapant singly treatment induces inhibition on proliferation of WM9 cells with IC50 of 2.4 nM. Birinapant significantly inhibits the target protein cIAP1 and cIAP2 in these cell lines.[2]

Cell Data
Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID
PANC-1 MnKxS5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? MXi1NE8zODBxNUCwJI5O MXOwMVk3KGh? MlT3bY5pcWKrdIOgZ4VtdCCpcn;3eIghcW5iYn;0bEB1cW2nIHHu[EBld3OnIHTldIVv\GWwdDDtZY5v\XJ? Ml;sNlYzPTJ7Nkm=
Molm13  NWK4SXR2TnWwY4Tpc44hSXO|YYm= M3TQb|IwOjBxMkCwJI5O NHnEPJAzPCCq NHuyZ45l\WO{ZXHz[ZMh[0mDUEGgZY5lNCC2bzDhJI12[2hibHXzd4VzKGW6dHXueEwh[0mDUEKsJIFv\CC[SVHQJJVv\GW{II\hdolwfXNiY3;u[Il1cW:wcx?= MWiyOFUzPjd6Nx?=
WTH202 NEnVcJdIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= MV23NkBp NGnwOI5KSzVyPUGuPEBvVSxiY3;tZolv\WRid3n0bEAydmdxbXygWG5HNc7z MkTDNlM1ODN4M{S=
WM793B NUPa[HZYT3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= MkXDO|IhcA>? M2XUU2lEPTB;Mj61JI5ONCClb33ibY5m\CC5aYToJFFv\y:vbDDUUmYu|rF? M12yPVI{PDB|NkO0
WM9 M1PVOWdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 M3jLU|czKGh? NIrFblNKSzVyPUKuOEBvVQ>? M4rRZ|I{PDB|NkO0
WM9 MULHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? M2\ONFczKGh? MYXJR|UxRTJwNzDuUUwh[2:vYnnu[YQhf2m2aDCxcocwdWxiVF7GMe6y MnjnNlM1ODN4M{S=
WM1366 MnPQS5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? M3\pWlczKGh? NIPk[IVKSzVyPUeuPUBvVSxiY3;tZolv\WRid3n0bEAydmdxbXygWG5HNc7z MV:yN|QxOzZ|NB?=
WM164 NYmyd4JWT3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= NInLZ2c4OiCq MnTUTWM2OD17IH7NMEBkd22kaX7l[EB4cXSqIEHu[{9udCCWTl[t{tE> M3XRNlI{PDB|NkO0
451Lu NF3sT4xIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= MWq3NkBp MnHPTWM2OD1zND6yJI5ONCClb33ibY5m\CC5aYToJFFv\y:vbDDUUmYu|rF? MWWyN|QxOzZ|NB?=
WM1341D MUHHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? MWK3NkBp Mo[xTWM2OD13Nz62JI5ONCClb33ibY5m\CC5aYToJFFv\y:vbDDUUmYu|rF? M13jU|I{PDB|NkO0
WM3130 M{fabGdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 NEDObnc4OiCq M4nidGlEPTB;NkSuN{BvVSxiY3;tZolv\WRid3n0bEAydmdxbXygWG5HNc7z NG\lenYzOzRyM{[zOC=>
WM1985 NUPzfWVPT3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= MYe3NkBp NVnGUnVkUUN3ME25O{BvVSxiY3;tZolv\WRid3n0bEAydmdxbXygWG5HNc7z MUmyN|QxOzZ|NB?=
WM3854 NYj4OotkT3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= M{XTfFczKGh? MUPJR|UxRTJ{NjDuUUwh[2:vYnnu[YQhf2m2aDCxcocwdWxiVF7GMe6y NXvLWWpVOjN2MEO2N|Q>

... Click to View More Cell Line Experimental Data

Methods Test Index PMID
Western blot
cIAP1 / cIAP2 / XIAP; 

PubMed: 24526787     

Molm13 cells were cultured under standard conditions, standard conditions with mesenchymal stromal cell (MSC) coculture, or hypoxic conditions without or with MSC coculture and treated with birinapant. cIAP1, cellular inhibitor of apoptosis protein-2 (cIAP2), and X-linked inhibitor of apoptosis protein (XIAP) levels were determined by Western blot at 24 hours.

NF-κB(p65) / IκBa / Bcl-xl / NF-κB(p100) / p52; 

PubMed: 24526787     

OCI-AML3 cells were treated with birinapant (bir) for 24 hours. Protein levels in total cell lysates were determined by western blot.


PubMed: 25079338     

Birinapant treatment decreases BIRC2 and increases ARC protein levels in AML cells and MSCs. OCI-AML3 and Molm13 cells were co-cultured with mesenchymal stem cells (MSCs) and treated with birinapant (bir). Cell lysates from OCI-AML3 and Molm13 cells were collected at 48 and 72 h by combining unattached cells and cells washed off from MSCs; lysates of MSCs were obtained from MSCs co-cultured with Molm13 cells after washing off Molm13 cells. The protein levels were determined by Western blot.

24526787 25079338
Caspase 3/7; 

PubMed: 28665401     

MC38-Ova cells were seeded in chamber slides then overlaid with Pfn−/− OT-I T cells. After 8 h, cells were fixed, stained as indicated, then visualized by confocal microscopy. A minimum of 50 cells was counted in each condition. Error bars represent the mean±S.E.M. of triplicate determinations from a representative experiment, *P<0.05 by unpaired Student's t test.

Growth inhibition assay
Cell viability; 

PubMed: 28460471     

Cell viability was determined by CCK-8 assay. The data are representative results of three independent experiments.

In vivo Birinapant (30 mg/kg) treatment significantly induces abrogation of tumor growth in melanoma xenotransplantation models 451Lu with. [2]


Kinase Assay:[1]
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Fluorescence polarization assay:

The binding affinities of compounds to XIAP and cIAP1 are determined using a fluorogenic substrate and are reported as Kd values. Initially, the dissociation constant (Kd) for the fluorescently labeled modified Smac peptide (AbuRPF-K(5-Fam)-NH2; FP pep-tide) is determined using a fixed concentration of peptide (5 nM) and titrating varying concentrations of protein (0.075–5 μM in half log dilutions). The dose–response curves are produced by a nonlinear least squares fit to a single-site binding model using GraphPad Prism, with 5 nM of FP peptide and 50 nM of XIAP used in the assay. Various concentrations of Smac mimetics (100–0.001 μM in half log dilutions) are added to FP peptide:protein binary complex for 15 min at room temperature in 100μL of 0.1 M potassium phosphate buffer, pH 7.5, containing 100 mg/mL bovine c -globulin. Following incubation, the polarization values are measured on a multi-label plate reader using a 485 nm excitation filter and a 520 nm emission filter.
Cell Research:[2]
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  • Cell lines: Human melanoma cell lines WM9
  • Concentrations: 1 nM-1 μM
  • Incubation Time: 3 days
  • Method: Cells are allowed to attach for 24 hours and subsequently incubated with Birinapant and/or TNF-α for 24 or 72 hours. Then MTS assay is conducted
    (Only for Reference)
Animal Research:[2]
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  • Animal Models: Human melanoma xenografts 451Lu
  • Formulation: 12.5% Captisol in distilled water
  • Dosages: 30 mg/kg
  • Administration: 3 times per week intraperitoneally
    (Only for Reference)

Solubility (25°C)

In vitro DMSO 100 mg/mL (123.92 mM)
Ethanol 55 mg/mL (68.15 mM)
Water Insoluble
In vivo Add solvents to the product individually and in order(Data is from Selleck tests instead of citations):
15% Captisol
For best results, use promptly after mixing.
5 mg/mL

* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.

Chemical Information

Molecular Weight 806.94


CAS No. 1260251-31-7
Storage powder
in solvent
Synonyms TL32711
Smiles CCC(NC(=O)C(C)NC)C(=O)N1CC(O)CC1CC2=C([NH]C3=C2C=CC(=C3)F)C4=C(CC5CC(O)CN5C(=O)C(CC)NC(=O)C(C)NC)C6=C([NH]4)C=C(F)C=C6

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IAP Signaling Pathway Map

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID