| Identification | Back Directory | [Name]
(2R)-Octyl-α-hydroxyglutarate | [CAS]
1391194-67-4 | [Synonyms]
Octyl-(R)-2HG
(2R)-Octyl-2-HG
(2R)-Octyl-a-hydroxyglutarate
(2R)-Octyl-α-hydroxyglutarate
(2R)-Octyl-α-hydroxyglutarate
(2R)-Octyl-.alpha.-hydroxyglutarate
(4R)-4-hydroxy-5-octoxy-5-oxopentanoic acid
(R)-2-Hydroxy-pentanedioic acid 1-octyl ester
(2R)-2-Hydroxy-pentanedioic acid 1-octyl ester
Pentanedioic acid, 2-hydroxy-, 1-octyl ester, (2R)- | [Molecular Formula]
C13H24O5 | [MDL Number]
MFCD30735809 | [MOL File]
1391194-67-4.mol | [Molecular Weight]
260.33 |
| Chemical Properties | Back Directory | [storage temp. ]
-20°C | [solubility ]
DMF: 10 mg/ml; DMSO: 10 mg/ml; Ethanol: 20 mg/ml; PBS (pH 7.2): 1 mg/ml | [form ]
powder | [color ]
white to beige |
| Hazard Information | Back Directory | [Uses]
(2R)-Octyl-α-hydroxyglutarate is an octyl ester derivative of (2R)-2-Hydroxyglutaric Acid (H942565), a potential inhibitor of glutamate carboxypeptidase. It is used to examine the contribution of D-2HG to the mitochondrial processes of IDH1-mutated cancer cells. This compound is suitable for IDH (isocitrate dehydrogenase) related research. | [Biological Activity]
Octyl-(R)-2HG (Octyl-D-2HG) is a membrane-permeant precursor form of the oncometabolite D-2-hydroxyglutarate (D-2HG) produced by tumor cells due to mutations in the NADP+-dependent isocitrate dehydrogenase genes IDH1 and IDH2. D-2HG inhibits multiple α-ketoglutarate/α-KG-dependent dioxygenases by competing against α-KG binding. Cellular D-2HG delivery by Octyl-(R)-2HG treatment (1-50 mM) is shown to suppress demethylase activity (~148% H3K9me2 and ~310% H3K79me2 upregulation; 50 mM in U-87MG) as well as increase HIF-1α and decrease endostatin levels as a result of inhibiting α-KG-dependent dioxygenases prolyl hydroxylases (PHDs) and collagen prolyl-4-hydroxylase (C-P4H)respectively. |
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