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MW 806.9 Da, Purity >98%. Potent antagonist for cIAP1 (Kd <1 nM) and XIAP (Kd = 45 nM). Not only binds to the isolated BIR3 domains of cIAP1, cIAP2, XIAP but the single BIR domain of ML-IAP with high affinity and degrades TRAF2-bound cIAP1 and cIAP2 rapidly accordingly inhibiting the activation of TNF-mediated NF- kB. SMAC mimetic. Promotes caspase-8 formation.

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Images

Chemical Structure - Birinapant (AB273619), expandable thumbnail

Key facts

CAS number
1260251-31-7
Purity
> 98
Form
Solid
Molecular weight
806.9 Da
Molecular formula
C42H56F2N8O6
PubChem identifier
49836020
Nature
Synthetic

Target data

Recommended products

MW 806.9 Da, Purity >98%. Potent antagonist for cIAP1 (Kd <1 nM) and XIAP (Kd = 45 nM). Not only binds to the isolated BIR3 domains of cIAP1, cIAP2, XIAP but the single BIR domain of ML-IAP with high affinity and degrades TRAF2-bound cIAP1 and cIAP2 rapidly accordingly inhibiting the activation of TNF-mediated NF- kB. SMAC mimetic. Promotes caspase-8 formation.

Key facts

Purity
> 98
PubChem identifier
49836020
Solubility

Soluble in DMSO to 50 mM.

Soluble in ethanol to 50 mM.

Biochemical name
Birinapant
Biological description

Potent antagonist for cIAP1 (Kd <1 nM) and XIAP (Kd = 45 nM). Not only binds to the isolated BIR3 domains of cIAP1, cIAP2, XIAP but the single BIR domain of ML-IAP with high affinity and degrades TRAF2-bound cIAP1 and cIAP2 rapidly accordingly inhibiting the activation of TNF-mediated NF- kB. SMAC mimetic. Promotes caspase-8 formation.

Canonical 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
Isomeric SMILES
CC[C@@H](C(=O)N1C[C@H](C[C@H]1CC2=C(NC3=C2C=CC(=C3)F)C4=C(C5=C(N4)C=C(C=C5)F)C[C@@H]6C[C@@H](CN6C(=O)[C@H](CC)NC(=O)[C@H](C)NC)O)O)NC(=O)[C@H](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
InChIKey
PKWRMUKBEYJEIX-DXXQBUJASA-N
IUPAC 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

Storage

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
-20°C
Appropriate long-term storage conditions
-20°C

Notes

For obtaining a higher solubility, please warm the tube at 37°C and shake in the ultrasonic bath for a while.

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1 product image

  • Chemical Structure - Birinapant (ab273619), expandable thumbnail

    Chemical Structure - Birinapant (ab273619)

    Chemical structure of Birinapant, 1260251-31-7

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Product protocols

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