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D7911

Sigma-Aldrich

Decylubiquinone

≥97% (HPLC)

Sinónimos:

2,3-Dimethoxy-5-methyl-­6-decyl-1,4-benzoquinone

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About This Item

Fórmula empírica (notación de Hill):
C19H30O4
Número de CAS:
55486-00-5
Peso molecular:
322.44
MDL number:
MFCD00083306
UNSPSC Code:
12162212
PubChem Substance ID:
24894169
NACRES:
NA.25

Quality Level

100

assay

≥97% (HPLC)

form

liquid

storage temp.

−20°C

SMILES string

CCCCCCCCCCC1=C(C)C(=O)C(OC)=C(OC)C1=O

InChI

1S/C19H30O4/c1-5-6-7-8-9-10-11-12-13-15-14(2)16(20)18(22-3)19(23-4)17(15)21/h5-13H2,1-4H3

InChI key

VMEGFMNVSYVVOM-UHFFFAOYSA-N

General description

Mitochondrial permeability transition pore (MPTP) inhibitor.
Ubiquinone analog.

Application


  • Lysosomal Ca(2+) as a mediator of palmitate-induced lipotoxicity.: This study explores the role of decylubiquinone in modulating lysosomal Ca(2+) levels, providing insights into mechanisms of lipotoxicity and potential therapeutic applications in metabolic diseases (Oh et al., 2023).

  • Quinone binding site in a type VI sulfide:quinone oxidoreductase.: This paper investigates the binding dynamics of decylubiquinone in sulfide:quinone oxidoreductase, shedding light on its role in microbial respiration and potential biotechnological applications (Miklovics et al., 2022).

  • Protective role of Decylubiquinone against secondary melanoma at lung in B16F10 induced mice.: The study demonstrates the anti-metastatic properties of decylubiquinone in a melanoma mouse model, highlighting its potential as a therapeutic agent in cancer treatment (Chatterjee et al., 2023).

  • Decylubiquinone Inhibits Colorectal Cancer Growth Through Upregulating Sirtuin2.: This research identifies decylubiquinone as an inhibitor of colorectal cancer growth by modulating Sirtuin2 expression, suggesting its application in cancer therapeutics (Li et al., 2021).

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Samuel S W Szeto et al.
The Journal of biological chemistry, 287(27), 22509-22520 (2012-05-11)
Succinate dehydrogenase (SDH), also known as complex II, is required for respiratory growth; it couples the oxidation of succinate to the reduction of ubiquinone. The enzyme is composed of two domains. A membrane-extrinsic catalytic domain composed of the Sdh1p and
Zeqi Zheng et al.
International journal of nanomedicine, 15, 4501-4521 (2020-07-02)
Elevation of blood homocysteine (Hcy) level (hyperhomocysteinemia) is a risk factor for cardiovascular disorders and is closely associated with endothelial dysfunction. The present study aims to investigate the protective effect and underlying mechanism of nanoscale selenium (Nano-Se) in Hcy-mediated vascular
Hannah R Bridges et al.
Nature communications, 11(1), 5261-5261 (2020-10-18)
Respiratory complex I (NADH:ubiquinone oxidoreductase) captures the free energy from oxidising NADH and reducing ubiquinone to drive protons across the mitochondrial inner membrane and power oxidative phosphorylation. Recent cryo-EM analyses have produced near-complete models of the mammalian complex, but leave
Klaudia Borysiuk et al.
Frontiers in plant science, 9, 667-667 (2018-06-09)
Nitrate (NO3-) and ammonium (NH4+) are prevalent nitrogen (N) sources for plants. Although NH4+ should be the preferred form of N from the energetic point of view, ammonium nutrition often exhibits adverse effects on plant physiological functions and induces an
Matthias L Jauslin et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 17(13), 1972-1974 (2003-08-19)
Friedreich Ataxia (FRDA), the most common inherited ataxia, arises from defective expression of the mitochondrial protein frataxin, which leads to increased mitochondrial oxidative damage. Therefore, antioxidants targeted to mitochondria should be particularly effective at slowing disease progression. To test this
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