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419648

Sigma-Aldrich

2,5-Di-tert-butyl-1,4-benzoquinone

99%

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About This Item

Linear Formula:
[(CH3)3C]2C6H2(=O)2
CAS Number:
Molecular Weight:
220.31
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

99%

mp

152-154 °C (lit.)

SMILES string

CC(C)(C)C1=CC(=O)C(=CC1=O)C(C)(C)C

InChI

1S/C14H20O2/c1-13(2,3)9-7-12(16)10(8-11(9)15)14(4,5)6/h7-8H,1-6H3

InChI key

ZZYASVWWDLJXIM-UHFFFAOYSA-N

Related Categories

General description

2,5-Di-tert-butyl-1,4-benzoquinone (DTBBQ) is an 2,5-disubstituted quinone. It is an antibacterial compound. It has been isolated from marine Streptomyces sp. VITVSK1. Pressure dependance on the intramolecular and intermolecular migration rates of Na+ and K+ in a 2,5-di-tert-butyl-1,4-benzoquinone ion pair have been evaluated by using a high-pressure EPR technique.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

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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J K Foskett et al.
The American journal of physiology, 262(3 Pt 1), C656-C663 (1992-03-01)
Previous studies have demonstrated in single rat parotid acinar cells that the microsomal Ca(2+)-ATPase inhibitor thapsigargin mobilizes Ca2+ specifically from the inositol 1,4,5-trisphosphate (IP3)-sensitive Ca2+ store, activates plasma membrane Ca2+ permeability, and induces intracellular Ca2+ concentration ([Ca2+]i) oscillations that are
G Reiser et al.
Experimental cell research, 202(2), 440-449 (1992-10-01)
Continuous superfusion of rat glioma cells with medium containing bradykinin (from 0.2 nM) induced a transient hyperpolarization followed by regular hyperpolarizing oscillations of the membrane potential. Similar repetitive hyperpolarizing oscillations were caused by extracellularly applied bradykinin or muscarine or by
P Adams et al.
The Biochemical journal, 335 ( Pt 1), 131-138 (1998-09-22)
Mutational analysis of trans-membrane helices M3, M4, M5 and M7 of the Ca2+-ATPase revealed a novel phenotypic variant, M4 [Y295A (the one-letter symbols are used for amino acid residues throughout)], displaying an increased affinity for Pi and decreased affinity for
Pressure effects on cation migration in 2, 5-di-tert-butyl-1, 4-benzoquinone radical anion.
Kasahara M, et al.
International Journal of Chemical Kinetics, 33(7), 397-401 (2001)
M T Clunes et al.
Cell calcium, 20(4), 339-346 (1996-10-01)
The human lung small cell adenocarcinoma cell line, A549, demonstrates a concentration-dependent rise in [Ca2+]i in response to extracellular nucleotides. The cells show Ca2+ mobilization on addition of various nucleotides, with an order of agonist potency: UTP > or =

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