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SML2200

Octyl-(R)-2HG

≥98% (HPLC), film, α-KG-dependent dioxygenases prolyl hydroxylases inhibitor

Sinónimos:

(2R)-2-Hydroxyglutarate octyl ester, (2R)-Octyl-α-hydroxyglutarate, 1-Octyl-D-2-hydroxyglutarate, 1-octyl ester, 2R-Hydroxy-pentanedioic acid, Octyl-2HG, Octyl-D-2HG, R-2HG octyl ester

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Talla/SKUDisponibilidadPrecio
5 mg
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126,00 €
25 mg
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511,00 €

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Fórmula empírica (notación de Hill):
C13H24O5
Número CAS:
Peso molecular:
260.33
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
film
Storage condition:
desiccated

126,00 €


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Nombre del producto

Octyl-(R)-2HG, ≥98% (HPLC)

assay

≥98% (HPLC)

form

film

storage condition

desiccated

color

colorless

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

O[C@H](CCC(=O)O)C(=O)OCCCCCCCC

InChI key

UJZOKTKSGUOCCM-LLVKDONJSA-N

Application

Octyl-(R)-2 hydroxyglutarate (HG) has been used as a membrane permeamble oncometabolite in gliblostoma cells to test its effects on NANOG transcription factor expression. It has also been used as a competitive inhibitor of the enzyme α-ketoglutarate (α-KG)-dependent deoxygenase.

Biochem/physiol Actions

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

Preparation Note

The density is not reported for this compound. The molecular weight is 260.33. The solubility is tested at 2mg/mL in DMSO, however other sources suggest that it is soluble in DMSO up to 10mg/mL.

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Este artículo
SML2205O6004C8480
description

≥98% (HPLC)

description

≥95% (HPLC)

description

≥98.0% (GC)

description

98% (TLC), solid

assay

≥98% (HPLC)

assay

≥95% (HPLC)

assay

≥98.0% (GC)

assay

98% (TLC)

form

film

form

oil

form

crystalline

form

solid

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

solubility

DMSO: 2 mg/mL, clear

solubility

-

solubility

-

solubility

DMSO: 25 mg/mL, ethanol: 25 mg/mL

storage condition

desiccated

storage condition

desiccated, under inert gas

storage condition

-

storage condition

-

color

colorless

color

colorless to yellow

color

-

color

white


Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Preguntas

  1. What is the density of this product? I can´t find it and I want to have a 100mM stock.

    1 respuesta
    1. The density is not reported for this compound. The molecular weight is 260.33. The solubility is tested at 2mg/mL in DMSO, however other sources suggest that it is soluble in DMSO up to 10mg/mL. This rate has not been validated.

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