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ChemicalBook--->CAS DataBase List--->1391194-64-1

1391194-64-1

1391194-64-1 Structure

1391194-64-1 Structure
IdentificationBack Directory
[Name]

(2S)-Octyl-α-hydroxyglutarate
[CAS]

1391194-64-1
[Synonyms]

(2S)-Octyl-2-HG
(2S)-Octyl-a-hydroxyglutarate
(2S)-Octyl-α-hydroxyglutarate
(2S)-Octyl-α-hydroxyglutarate
(2S)-Octyl-.alpha.-hydroxyglutarate
(S)-2-Hydroxy-pentanedioic acid 1-octyl ester
(2S)-2-Hydroxy-pentanedioic acid 1-octyl ester
[Molecular Formula]

C13H24O5
[MDL Number]

MFCD29045545
[MOL File]

1391194-64-1.mol
[Molecular Weight]

260.327
Chemical PropertiesBack Directory
[Melting point ]

137 - 139o C
[Boiling point ]

420.5±35.0 °C(Predicted)
[density ]

1.088±0.06 g/cm3(Predicted)
[storage temp. ]

Hygroscopic, Refrigerator, Under inert atmosphere
[solubility ]

Chloroform (Slightly), Dichloromethane (Slightly), DMSO (Slightly)
[form ]

Solid
[pka]

4.45±0.10(Predicted)
[color ]

White to Pale Yellow
[Stability:]

Hygroscopic
Hazard InformationBack Directory
[Uses]

(2S)-Octyl-α-hydroxyglutarate is a cell permeable derivative of the L-isomer of 2-Hydroxyglutaric Acid (H942575), a potential inhibitor of glutamate carboxypeptidase. Also, being structurally similar to α-ketoglutarate, it competitively inhibits α-ketoglutarate dependent dioxygenases.
[Biological Activity]

Octyl-(S)-2HG (Octyl-L-2HG) is a membrane-permeant precursor form of the oncometabolite L-2-hydroxyglutarate (L2HG) produced from α‐KG by malate dehydrogenases (MDH1/2) and lactate dehydrogenase (LDHA). L2HG can be converted back to α-KG by L-2-hydroxyglutarate dehydrogenase (LHGDH)deletion or mutations of which lead to L2HG accumulationmetabolic disorders and reduced 5hmC levels. Both D- and L-2HG inhibit Jumonji histone demethylases and Tet oxygenases by competing against α-KG binding. HoweverL2HG is an antagonistwhile R2HG (D2HG) is an agonist of α-KG-dependent prolylhydroxylase (EglN).
[storage]

Store at -20°C
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