SML3737

Octyl-(S)-2HG

≥98% (HPLC)

• Sinonimo/i: (2S)-2-Hydroxyglutarate octyl ester, (2S)-Octyl-α-hydroxyglutarate, (S)-4-Hydroxy-5-(octyloxy)-5-oxopentanoic acid, 1-Octyl-L-2-hydroxyglutarate, 2S-Hydroxy-pentanedioic acid, 1-octyl ester, L-Octyl-2HG, L2HG, Octyl-(S)-2-hydroxyglutarate, Octyl-L-2HG, S-2HG octyl ester
• Formula empirica (notazione di Hill): C₁₃H₂₄O₅
• Numero CAS: 1391194-64-1
• Peso molecolare: 260.33
• Numero MDL: MFCD29045545
• Codice UNSPSC: 12352200
• NACRES: NA.21

Proprietà

• Livello qualitativo: 100
• Saggio: ≥98% (HPLC)
• Stato: powder
• Colore: white to beige
• Solubilità: DMSO: 2 mg/mL, clear
• Temperatura di conservazione: -10 to -25°C
• Stringa SMILE: O[C@@H](CCC(=O)O)C(=O)OCCCCCCCC
• InChI: 1S/C13H24O5/c1-2-3-4-5-6-7-10-18-13(17)11(14)8-9-12(15)16/h11,14H,2-10H2,1H3,(H,15,16)/t11-/m0/s1; UJZOKTKSGUOCCM-NSHDSACASA-N

Descrizione

Azioni biochim/fisiol

Membrane-permeant precursor form of the oncometabolite L-2-hydroxyglutarate that inhibits α-ketoglutarate/α-KG-dependent dioxygenases.

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 accumulation, metabolic disorders and reduced 5hmC levels. Both D- and L-2HG inhibit Jumonji histone demethylases and Tet oxygenases by competing against α-KG binding. However, L2HG is an antagonist, while R2HG (D2HG) is an agonist of α-KG-dependent prolylhydroxylase (EglN).

Informazioni sulla sicurezza

• Codice della classe di stoccaggio: 11 - Combustible Solids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable