A Smac mimetic and IAP antagonist
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Product Categories

Product Type

Biochemicals

Research Area

Cancer
Cell Death
Apoptosis

AT-406

Item No. 19929

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(5S,8S,10aR)-N-(diphenylmethyl)decahydro-5-[[(2S)-2-(methylamino)-1-oxopropyl]amino]-3-(3-methyl-1-oxobutyl)-6-oxo-pyrrolo[1,2-a][1,5]diazocine-8-carboxamide
CAS Number
1071992-99-8
Synonyms
  • SM-406
Molecular Formula
C32H43N5O4
Formula Weight
561.7
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 12 mg/mlDMSO: 25 mg/mlDMSO:PBS(pH 7.2) (1:2): 0.33 mg/mlEthanol: 20 mg/ml
SMILES
O=C(NC(C1=CC=CC=C1)C2=CC=CC=C2)[C@H]3N4C([C@@H](NC([C@@H](NC)C)=O)CN(C(CC(C)C)=O)CC[C@@]4([H])CC3)=O
InChi Code
InChI=1S/C32H43N5O4/c1-21(2)19-28(38)36-18-17-25-15-16-27(37(25)32(41)26(20-36)34-30(39)22(3)33-4)31(40)35-29(23-11-7-5-8-12-23)24-13-9-6-10-14-24/h5-14,21-22,25-27,29,33H,15-20H2,1-4H3,(H,34,39)(H,35,40)/t22-,25+,26-,27-/m0/s1
InChi Key
LSXUTRRVVSPWDZ-MKKUMYSQSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    500 µg

    $36

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    1 mg

    $63

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    5 mg

    $219

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    10 mg

    $402

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    Cayman Chemical
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    Product Description

    AT-406 is an orally bioavailable Smac/DIABLO mimetic and antagonist of the inhibitor of apoptosis proteins (IAPs). It binds to XIAP, cIAP1, and cIAP2 proteins with Ki values of 66.4, 1.9, and 5.1 nM, respectively.1 It has been shown to inhibit cancer cell growth in various human cancer cell lines and to induce apoptosis in xenograft tumors in mice.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cai, Q., Sun, H., Peng, Y., et al. A potent and orally active antagonist (SM-406/AT-406) of multiple inhibitor of apoptosis proteins (IAPs) in clinical development for cancer treatment. J. Med. Chem. 54(8), 2714-2726 (2011).

    2. Brunckhorst, M.K., Lerner, D., Wang, S., et al. AT-406, an orally active antagonist of multiple inhibitor of apoptosis proteins, inhibits progression of human ovarian cancer. Cancer Biol.Ther. 13(9), 804-811 (2012).