DI-TERT-BUTYLHYDROQUINONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C14H22O2
Molecular Weight	222.3233
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)(C)C1=CC(O)=C(C=C1O)C(C)(C)C

InChI

InChIKey=JZODKRWQWUWGCD-UHFFFAOYSA-N

InChI=1S/C14H22O2/c1-13(2,3)9-7-12(16)10(8-11(9)15)14(4,5)6/h7-8,15-16H,1-6H3

HIDE SMILES / InChI

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Human respiratory syncytial virus 1 Target ID: CHEMBL613127 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27210812	Inhibitor 8297
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 Target ID: Sarcoplasmic/endoplasmic reticulum calcium ATPase Sources: https://www.ncbi.nlm.nih.gov/pubmed/16691466	Inhibitor 8297

PubMed

Title	Date	PubMed
Multiple pathways of sigma(1) receptor ligand uptakes into primary cultured neuronal cells.	2001 Aug 3	11672569
Cocaine toxic effect on endothelium-dependent vasorelaxation: an in vitro study on rabbit aorta.	2001 Aug 6	11514104
Peroxidase- and nitrite-dependent metabolism of the anthracycline anticancer agents daunorubicin and doxorubicin.	2001 Dec 18	11735418
The contributions of plasma membrane Na+-Ca2+-exchange and the Ca2+-ATPase to the regulation of cytosolic calcium ([Ca2+]i) in a clonal pituitary cell line (AtT-20) of mouse corticotropes.	2001 Dec 28	11833718
Pharmacological analysis of nod factor-induced calcium spiking in Medicago truncatula. Evidence for the requirement of type IIA calcium pumps and phosphoinositide signaling.	2002 Apr	11950987
Gene expression profiling of Ca2+-atpase inhibitor DTBHQ and antigen-stimulated RBL-2H3 mast cells.	2002 Dec	12558195
Evidence for a global inhibitor-induced conformation change on the Ca(2+)-ATPase of sarcoplasmic reticulum from paired inhibitor studies.	2002 Feb 26	11851435
Depletion of intracellular calcium stores is toxic to SH-SY5Y neuronal cells.	2002 Jan 11	11750901
Caffeine-stimulated GTH-II release involves Ca(2+) stores with novel properties.	2002 Mar	11832349
Ca2+ uptake and release properties of a thapsigargin-insensitive nonmitochondrial Ca2+ store in A7r5 and 16HBE14o- cells.	2002 Mar 1	11861657
[Cytokine and chemokine gene expressions as makers of chemically induced allergies].	2003	14977016
Calcium ions as a factor of cell-cell cooperation in hepatocyte cultures.	2003	14642528
Calcium signaling to nucleus via store-operated system during cell cycle in retinal neuroepithelium.	2003 Apr	12657458
Pivotal role of electrophilicity in glutathione S-transferase induction by tert-butylhydroquinone.	2003 Apr 15	12680784
Effect of sarcoplasmic reticulum Ca2+ content on action potential-induced Ca2+ release in rat skeletal muscle fibres.	2003 Aug 15	12844504
Evidence that store-operated Ca2+ channels are more effective than intracellular messenger-activated non-selective cation channels in refilling rat hepatocyte intracellular Ca2+ stores.	2003 Sep	12887971
NF-E2-related factor-2 mediates neuroprotection against mitochondrial complex I inhibitors and increased concentrations of intracellular calcium in primary cortical neurons.	2003 Sep 26	12842875
Evaluation, using targeted aequorins, of the roles of the endoplasmic reticulum and its (Ca2++Mg2+)ATP-ases in the activation of store-operated Ca2+ channels in liver cells.	2004 Apr	15036949
Specific structural requirements for the inhibitory effect of thapsigargin on the Ca2+ ATPase SERCA.	2004 Apr 23	14970206
Contribution of store-operated Ca2+ entry to pHo-dependent changes in vascular tone of porcine coronary smooth muscle.	2004 Jan	14670367
Regulation and identity of intracellular calcium stores involved in membrane cross talk in the early distal tubule of the frog kidney.	2004 Jun	15053990
Induction of cholestasis in the perfused rat liver by 2-aminoethyl diphenylborate, an inhibitor of the hepatocyte plasma membrane Ca2+ channels.	2004 Oct	15377289
Studies of Ca2+ ATPase (SERCA) inhibition.	2005 Dec	16691466
Involvement of protein kinase C in the inhibition of lipopolysaccharide-induced nitric oxide production by thapsigargin in RAW 264.7 macrophages.	2005 Dec	16098784
Age-dependent effect of secretagogues during colonic maturation.	2005 Jun 15	15963977
Mitochondrial Ca2+ transport in frog early distal tubule.	2005 Mar	15572460
A role for ERK1/2 in EGF- and ATP-dependent regulation of amiloride-sensitive sodium absorption.	2005 May	15634742
Effect of tetrandrine on calcium-dependent tumour necrosis factor-alpha production in glia-neurone mixed cultures.	2005 Oct	16176561
Depletion of intracellular Ca2+ stores enhances flow-induced vascular dilatation in rat small mesenteric artery.	2006 Mar	16415911
Dominant role of sarcoendoplasmic reticulum Ca2+-ATPase pump in Ca2+ homeostasis and exocytosis in rat pancreatic beta-cells.	2006 Mar	16339201
Maintaining low Ca2+ level in the endoplasmic reticulum restores abnormal endogenous F508del-CFTR trafficking in airway epithelial cells.	2006 May	16643279
Effect of ADP on slow-twitch muscle fibres of the rat: implications for muscle fatigue.	2006 May 15	16556653
Mitochondria maintain maturation and secretion of lipoprotein lipase in the endoplasmic reticulum.	2006 May 15	16466345
Pharmacological evidence that stalk cell differentiation involves increases in the intracellular Ca(2+) and H(+) concentrations in Dictyostelium discoideum.	2007 Apr	17394603
Calcium waves driven by "sensitization" wave-fronts.	2007 Apr 1	17336953
Inhibitors bound to Ca(2+)-free sarcoplasmic reticulum Ca(2+)-ATPase lock its transmembrane region but not necessarily its cytosolic region, revealing the flexibility of the loops connecting transmembrane and cytosolic domains.	2007 Dec 25	18052080
Effects of elevated physiological temperatures on sarcoplasmic reticulum function in mechanically skinned muscle fibers of the rat.	2007 Jul	17344316
In silico elucidation of the molecular mechanism defining the adverse effect of selective estrogen receptor modulators.	2007 Nov	18052534
Screening of 397 chemicals and development of a quantitative structure--activity relationship model for androgen receptor antagonism.	2008 Apr	18324785
Functional relevance of the de novo coupling between hTRPC1 and type II IP3 receptor in store-operated Ca2+ entry in human platelets.	2008 Apr	18249094
Effects of high-affinity inhibitors on partial reactions, charge movements, and conformational States of the Ca2+ transport ATPase (sarco-endoplasmic reticulum Ca2+ ATPase).	2008 Apr	18212248
Molecular determinants of sarco/endoplasmic reticulum calcium ATPase inhibition by hydroquinone-based compounds.	2008 Feb 15	17879345
Intracellular Ca2+ store depletion induces the formation of macromolecular complexes involving hTRPC1, hTRPC6, the type II IP3 receptor and SERCA3 in human platelets.	2008 Jun	18191041
[Modulation of electrical responses of endothelial cells by nicotinic cholinoreceptors].	2009	19526844
eIF2alpha kinases GCN2 and PERK modulate transcription and translation of distinct sets of mRNAs in mouse liver.	2009 Aug 7	19509078
Calsequestrin content and SERCA determine normal and maximal Ca2+ storage levels in sarcoplasmic reticulum of fast- and slow-twitch fibres of rat.	2009 Jan 15	19029185
A small component of the endoplasmic reticulum is required for store-operated Ca2+ channel activation in liver cells: evidence from studies using TRPV1 and taurodeoxycholic acid.	2009 Mar 15	19007332
Design, synthesis, and biological evaluation of hydroquinone derivatives as novel inhibitors of the sarco/endoplasmic reticulum calcium ATPase.	2009 Sep 15	19699645
Effect of nortriptyline on Ca²⁺ handling in SIRC rabbit corneal epithelial cells.	2010 Jun 30	21793326
Uncoupling protein 3 adjusts mitochondrial Ca(2+) uptake to high and low Ca(2+) signals.	2010 Nov	21047682

Patents

Name

Type

Language

DI-TERT-BUTYLHYDROQUINONE

Systematic Name

English

BUTYLHYDROQUINONE, 2,5-DI-TERT-

Systematic Name

English

HYDROQUINONE, 2,5-DI-TERT-BUTYL-

Systematic Name

English

2,5-DI-TERT-BUTYL-1,4-BENZOHYDROQUINONE

Common Name

English

2,5-DI-TERT-BUTYL-1,4-HYDROQUINONE

Common Name

English

NSC-11

Code

English

2,5-DI-TERT-BUTYLBENZENE-1,4-DIOL

Systematic Name

English

DI-T-BUTYLHYDROQUINONE [INCI]

Common Name

English

1,4-DIHYDROXY-2,5-DI-TERT-BUTYLBENZENE

Systematic Name

English

1,4-BENZENEDIOL, 2,5-BIS(1,1-DIMETHYLETHYL)-

Systematic Name

English

2,5-DI-TERT-BUTYLHYDROQUINONE

Systematic Name

English

DI-T-BUTYLHYDROQUINONE

Official Name

English

NAUGARD 451

Brand Name

English

2,5-DI-TERT-BUTYL HYDROQUINONE

Systematic Name

English

2,5-DI-TERT-BUTYL-1,4-BENZENEDIOL

Systematic Name

English

2,5-DI-TERT-BUTYLQUINOL

Systematic Name

English

Classification Tree Code System Code

CFR

21 CFR 176.170