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.
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.
Alternate Name/Synonyms: (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
Appearance: White to off-white solid
Formulation: N/A
CAS Number: 1260251-31-7
Structure Available?: Y
Peptide sequence: N/A
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
Country of Origin: USA
Tag Line: A SMAC mimetic and IAP antagonist
MDL Number: N/A
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
Additional Information
Storage Condition: |
-20 ̊C |
Shipping Condition: |
Gel Pack |
Shelf Life: |
36 months |