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SML3041

CRBN-6-5-5-VHL

≥98% (HPLC)

Synonym(s):

CRBN-6-5-5-VHL, (2S,4R)-1-((2S)-2-(5-((5-((6-((2-(2,6-Dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)amino)hexyl)oxy)pentyl)oxy)pentanamido)-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide, CRBN degrader, CRBN directed PROTAC, CRBN-VHL hetero-PROTAC

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About This Item

Empirical Formula (Hill Notation):
C51H69N7O10S
CAS Number:
2362575-45-7
Molecular Weight:
972.20
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD32705129
Assay:
≥98% (HPLC)
Form:
powder
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Quality Segment

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

O=C1C2=C(C=CC=C2C(N1C3C(NC(CC3)=O)=O)=O)NCCCCCCOCCCCCOCCCCC(N[C@H](C(N4[C@H](C(NCC5=CC=C(C=C5)C6=C(C)N=CS6)=O)C[C@@H](O)C4)=O)C(C)(C)C)=O

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-

InChI key

LIMCHOLAKDUZDS-XARBDFOFSA-N

Biochem/physiol Actions

CRBN-6-5-5-VHL is a cell-permeable and highly potent heterodimerizer comprising E3 ligases recruiting ligands, namely, pomalidomide and VH032-amine that efficiently knocks down Cereblon (CRBN). CRBN-6-5-5-VHL readily forms heteroternary complex and selectively induces CRBN ubiquitination and proteasomal degradation over VHL in a time- and dose-dependent fashion (0.001 to 1 μM). Higher concentrations (10 μM) causes the degradation of neo-substrates IKZF1 and IKZF3 with no effect on pVHL30 or pVHL19 levels.
cell-permeable and highly potent heterodimerizer comprising E3 ligases recruiting ligands, pomalidomide and VH032-amine that efficiently knocks down Cereblon (CRBN)

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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