Birinapant

  • Catalog number
    2597-5
  • Price
    Please ask
  • Size
    5 mg
  • Alternative_name
    (2S)-N-[(2S)-1-[(2R,4S)-2-[[6-fluoro-2-[6-fluoro-3-[[(2R,4S)-4-hydroxy-1-[(2S)-2-[[(2S)-2-(methylamino)propanoyl]amino]butanoyl]pyrrolidin-2-yl]methyl]-1H-indol-2-yl]-1H-indol-3-yl]methyl]-4-hydroxypyrrolidin-1-yl]-1-oxobutan-2-yl]-2-(methylamino)propanamide; TL32711; SMAC mimetic
  • Description
    Birinapant is a SMAC (synthetic small molecule and peptidomimetic of second mitochondrial-derived activator of caspases) mimetic and IAP (Inhibitor of Apoptosis Protein) antagonist with potential antineoplastic activity. Birinapant binds to and inhibits the activity of IAPs, such as X chromosome-linked IAP (XIAP) and cellular IAPs 1 and 2. Since IAPs shield cancer cells from the apoptosis process, this agent may restore and promote the induction of apoptosis through apoptotic signaling pathways in cancer cells.
  • CAS Number
    1260251-31-7
  • Structure Available
    Y
  • Salt Form
    No
  • Molecular Formula
    C₄₂H₅₆F₂N₈O₆
  • Molecular Weight
    806.94
  • Cell Permeable
    Yes
  • Purity
    >98% by HPLC
  • Solubilities
    DMSO (>50 mg/ml)
  • Handling
    Protect from air and light
  • Tag Line
    A SMAC mimetic and IAP antagonist
  • Storage Condition
    -20 ̊C
  • Shipping Condition
    Gel pack
  • Shelf Life
    36 months
  • PubChem CID
    49836020
  • SMILES
    CCC(C(=O)N1CC(CC1CC2=C(NC3=C2C=CC(=C3)F)C4=C(C5=C(N4)C=C(C=C5)F)CC6CC(CN6C(=O)C(CC)NC(=O)C(C)NC)O)O)NC(=O)C(C)NC
  • InChi
    InChI=1S/C42H56F2N8O6/c1-7-33(49-39(55)21(3)45-5)41(57)51-19-27(53)15-25(51)17-31-29-11-9-23(43)13-35(29)47-37(31)38-32(30-12-10-24(44)14-36(30)48-38)18-26-16-28(54)20-52(26)42(58)34(8-2)50-40(56)22(4)46-6/h9-14,21-22,25-28,33-34,45-48,53-54H,7-8,15-20H2,1-6H3,(H,49,55)(H,50,56)/t21-,22-,25-,26-,27-,28-,33-,34-/m0/s1
  • InChi Key
    PKWRMUKBEYJEIX-DXXQBUJASA-N
  • MSDS Available
    Yes
  • Gene target
  • Short name
    Birinapant
  • Alternative name
    Birinapant
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