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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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Takahiro Yano et al.
The Journal of biological chemistry, 281(17), 11456-11463 (2006-02-14)
Type-II NADH-menaquinone oxidoreductase (NDH-2) is an essential respiratory enzyme of the pathogenic bacterium Mycobacterium tuberculosis (Mtb) that plays a pivotal role in its growth. In the present study, we expressed and purified highly active Mtb NDH-2 using a Mycobacterium smegmatis
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
Jeffrey S Armstrong et al.
The Journal of biological chemistry, 278(49), 49079-49084 (2003-09-02)
The mitochondrial permeability transition (MPT) is a key event in apoptotic and necrotic cell death and is controlled by the cellular redox state. To further investigate the mechanism(s) involved in regulation of the MPT, we used diethylmaleate to deplete GSH
Hongzhi Li et al.
Biochimica et biophysica acta, 1863(9), 2266-2273 (2017-06-01)
Our previous study generated a series of cybrids containing mitochondria of synaptosomes from mice at different ages. The following functional analysis on these cybrids revealed an age-dependent decline of mitochondrial function. To understand the underlying mechanisms that contribute to the
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
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