A PROTAC that drives CRBN degradation
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CRBN-6-5-5-VHL

Item No. 45748

Technical Information
Formal Name
N-[5-[[5-[[6-[[2-(2,6-dioxo-3-piperidinyl)-2,3-dihydro1,3-dioxo-1H-isoindol-4R-yl]amino]hexyl]oxy]pentyl]oxy]-1oxopentyl]-3-methyl-L-valyl-4-hydroxy-N-[[4-(4-methyl-5-thiazolyl) phenyl]methyl]-L-prolinamide
CAS Number
2362575-45-7
Synonyms
  • Cereblon-6-5-5-VHL
  • Cereblon-6-5-5-von
  • CRBN-6-5-5-von
  • Hippel-Lindau
Molecular Formula
C51H69N7O10S
Formula Weight
Purity
≥98%
A solid
Acetonitrile: Sparingly soluble: 1-10 mg/mlDMSO: Sparingly soluble: 1-10 mg/ml
SMILES
O=C1C2=C(NCCCCCCOCCCCCOCCCCC(N[C@@H](C(C)(C)C)C(N3C[C@@H](C[C@H]3C(NCC4=CC=C(C5=C(C)N=CS5)C=C4)=O)O)=O)=O)C=CC=C2C(N1C6C(NC(CC6)=O)=O)=O
InChi Code
InChI=1S/C51H69N7O10S/c1-33-44(69-32-54-33)35-20-18-34(19-21-35)30-53-46(62)40-29-36(59)31-57(40)50(66)45(51(2,3)4)55-41(60)17-8-13-28-68-27-12-7-11-26-67-25-10-6-5-9-24-52-38-16-14-15-37-43(38)49(65)58(48(37)64)39-22-23-42(61)56-47(39)63/h14-16,18-21,32,36,39-40,45,52,59H,5-13,17,22-31H2,1-4H3,(H,53,62)(H,55,60)(H,56,61,63)/t36-,39?,40+,45-/m1/s1
InChi Key
LIMCHOLAKDUZDS-XARBDFOFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    CRBN-6-5-5-VHL is a proteolysis-targeting chimera (PROTAC) containing the cereblon (CRBN) inhibitor pomalidomide (Item No. 19877) and the von Hippel-Lindau (VHL) E3 ligase ligand VH 032 (Item No. 39982).1 It selectively induces the degradation of CRBN over Ikaros family zinc finger protein 1 (IKZF1) in MM.1S cells at 10-500 nM. CRBN-6-5-5-VHL (100 nM) rescues pomalidomide-induced cytotoxicity in MM.1S cells.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Powell, C.E., Du, G., Bushman, J.W., et al. Selective degradation-inducing probes for studying cereblon (CRBN) biology. RSC Med. Chem. 12(8), 1381-1391 (2021).