SML1430
Bis-Imidazole phenol IDH1 inhibitor
≥98% (HPLC), solubility: 30 mg/mL in DMSOclear
Synonym(s):
2,6-Bis((1H-Imidazol-1-yl)methyl)-4-(2,4,4-trimethylpentan-2-yl)phenol
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About This Item
Empirical Formula (Hill Notation):
C22H30N4O
CAS Number:
Molecular Weight:
366.50
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
SMILES string
OC1=C(CN2C=CN=C2)C=C(C(C)(CC(C)(C)C)C)C=C1CN3C=NC=C3
InChI
1S/C22H30N4O/c1-21(2,3)14-22(4,5)19-10-17(12-25-8-6-23-15-25)20(27)18(11-19)13-26-9-7-24-16-26/h6-11,15-16,27H,12-14H2,1-5H3
InChI key
PCIJWPBOCDNTJF-UHFFFAOYSA-N
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 30 mg/mL, clear
storage temp.
2-8°C
Biochem/physiol Actions
Bis-imidazole phenol blocks D-2-hydroxyglutaric acid synthesis in cells.
bis-Imidazole phenol is a potent and cell permeable inhibitor of isocitrate dehydrogenase 1 (IDH1) mutant R132H that inhibits D-2-hydroxyglutaric acid (2HG) production in cells. bis-Imidazole phenol binds to an IDH1 R132H allosteric site at the dimer interface containing residue involved in binding of the catalytically essential divalent cation.
bis-Imidazole phenol is a potent and cell permeable inhibitor of isocitrate dehydrogenase 1 (IDH1) mutant R132H.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Gejing Deng et al.
The Journal of biological chemistry, 290(2), 762-774 (2014-11-14)
Cancer-associated point mutations in isocitrate dehydrogenase 1 and 2 (IDH1 and IDH2) confer a neomorphic enzymatic activity: the reduction of α-ketoglutarate to d-2-hydroxyglutaric acid, which is proposed to act as an oncogenic metabolite by inducing hypermethylation of histones and DNA.
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