| Identification | Back 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 Properties | Back 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 Information | Back 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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| Company Name: |
Energy Chemical
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021-58432009 400-005-6266 |
| Website: |
http://www.energy-chemical.com |
| Company Name: |
Merck KGaA
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(+86) 21 2033 8288 |
| Website: |
http://www.sigmaaldrich.cn |
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