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D7911

Sigma-Aldrich

Decylubiquinone

≥97% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C19H30O4
CAS Number:
55486-00-5
Molecular Weight:
322.44
MDL number:
MFCD00083306
UNSPSC Code:
12162212
PubChem Substance ID:
24894169
NACRES:
NA.25

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 Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
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
Yasser Ahmed Mahmmoud et al.
The Journal of biological chemistry, 280(30), 27776-27782 (2005-05-28)
FXYD domain-containing proteins are tissue-specific regulators of the Na,K-ATPase that have been shown to have significant physiological implications. Information about the sites of interaction between some FXYD proteins and subunits of the Na,K-ATPase is beginning to emerge. We previously identified
Pamela David et al.
Biochimica et biophysica acta, 1553(3), 268-278 (2002-05-09)
The NADH:ubiquinone oxidoreductase (NDH-1 or Complex I) of Escherichia coli is a smaller version of the mitochondrial enzyme, being composed of 13 protein subunits in comparison to the 43 of bovine heart complex I. The bacterial NDH-1 from an NDH-2-deficient
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