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

Molecular Formula	C14H22O2
Molecular Weight	222.3233
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

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 8504
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 Target ID: Sarcoplasmic/endoplasmic reticulum calcium ATPase Sources: https://www.ncbi.nlm.nih.gov/pubmed/16691466	Inhibitor 8504

PubMed

Title	Date	PubMed
Uncoupling protein 3 adjusts mitochondrial Ca(2+) uptake to high and low Ca(2+) signals.	2010-11	21047682
Effect of nortriptyline on Ca²⁺ handling in SIRC rabbit corneal epithelial cells.	2010-06-30	21793326
Design, synthesis, and biological evaluation of hydroquinone derivatives as novel inhibitors of the sarco/endoplasmic reticulum calcium ATPase.	2009-09-15	19699645
eIF2alpha kinases GCN2 and PERK modulate transcription and translation of distinct sets of mRNAs in mouse liver.	2009-08-07	19509078
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.	2009-03-15	19007332
Calsequestrin content and SERCA determine normal and maximal Ca2+ storage levels in sarcoplasmic reticulum of fast- and slow-twitch fibres of rat.	2009-01-15	19029185
[Modulation of electrical responses of endothelial cells by nicotinic cholinoreceptors].	2009	19526844
Intracellular Ca2+ store depletion induces the formation of macromolecular complexes involving hTRPC1, hTRPC6, the type II IP3 receptor and SERCA3 in human platelets.	2008-06	18191041
Screening of 397 chemicals and development of a quantitative structure--activity relationship model for androgen receptor antagonism.	2008-04	18324785
Functional relevance of the de novo coupling between hTRPC1 and type II IP3 receptor in store-operated Ca2+ entry in human platelets.	2008-04	18249094
Effects of high-affinity inhibitors on partial reactions, charge movements, and conformational States of the Ca2+ transport ATPase (sarco-endoplasmic reticulum Ca2+ ATPase).	2008-04	18212248
Molecular determinants of sarco/endoplasmic reticulum calcium ATPase inhibition by hydroquinone-based compounds.	2008-02-15	17879345
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.	2007-12-25	18052080
In silico elucidation of the molecular mechanism defining the adverse effect of selective estrogen receptor modulators.	2007-11	18052534
Effects of elevated physiological temperatures on sarcoplasmic reticulum function in mechanically skinned muscle fibers of the rat.	2007-07	17344316
Calcium waves driven by "sensitization" wave-fronts.	2007-04-01	17336953
Pharmacological evidence that stalk cell differentiation involves increases in the intracellular Ca(2+) and H(+) concentrations in Dictyostelium discoideum.	2007-04	17394603
Effect of ADP on slow-twitch muscle fibres of the rat: implications for muscle fatigue.	2006-05-15	16556653
Mitochondria maintain maturation and secretion of lipoprotein lipase in the endoplasmic reticulum.	2006-05-15	16466345
Maintaining low Ca2+ level in the endoplasmic reticulum restores abnormal endogenous F508del-CFTR trafficking in airway epithelial cells.	2006-05	16643279
Depletion of intracellular Ca2+ stores enhances flow-induced vascular dilatation in rat small mesenteric artery.	2006-03	16415911
Dominant role of sarcoendoplasmic reticulum Ca2+-ATPase pump in Ca2+ homeostasis and exocytosis in rat pancreatic beta-cells.	2006-03	16339201
Studies of Ca2+ ATPase (SERCA) inhibition.	2005-12	16691466
Involvement of protein kinase C in the inhibition of lipopolysaccharide-induced nitric oxide production by thapsigargin in RAW 264.7 macrophages.	2005-12	16098784
Effect of tetrandrine on calcium-dependent tumour necrosis factor-alpha production in glia-neurone mixed cultures.	2005-10	16176561
Age-dependent effect of secretagogues during colonic maturation.	2005-06-15	15963977
A role for ERK1/2 in EGF- and ATP-dependent regulation of amiloride-sensitive sodium absorption.	2005-05	15634742
Mitochondrial Ca2+ transport in frog early distal tubule.	2005-03	15572460
Induction of cholestasis in the perfused rat liver by 2-aminoethyl diphenylborate, an inhibitor of the hepatocyte plasma membrane Ca2+ channels.	2004-10	15377289
Regulation and identity of intracellular calcium stores involved in membrane cross talk in the early distal tubule of the frog kidney.	2004-06	15053990
Specific structural requirements for the inhibitory effect of thapsigargin on the Ca2+ ATPase SERCA.	2004-04-23	14970206
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.	2004-04	15036949
Contribution of store-operated Ca2+ entry to pHo-dependent changes in vascular tone of porcine coronary smooth muscle.	2004-01	14670367
NF-E2-related factor-2 mediates neuroprotection against mitochondrial complex I inhibitors and increased concentrations of intracellular calcium in primary cortical neurons.	2003-09-26	12842875
Evidence that store-operated Ca2+ channels are more effective than intracellular messenger-activated non-selective cation channels in refilling rat hepatocyte intracellular Ca2+ stores.	2003-09	12887971
Effect of sarcoplasmic reticulum Ca2+ content on action potential-induced Ca2+ release in rat skeletal muscle fibres.	2003-08-15	12844504
Pivotal role of electrophilicity in glutathione S-transferase induction by tert-butylhydroquinone.	2003-04-15	12680784
Calcium signaling to nucleus via store-operated system during cell cycle in retinal neuroepithelium.	2003-04	12657458
[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
Gene expression profiling of Ca2+-atpase inhibitor DTBHQ and antigen-stimulated RBL-2H3 mast cells.	2002-12	12558195
Pharmacological analysis of nod factor-induced calcium spiking in Medicago truncatula. Evidence for the requirement of type IIA calcium pumps and phosphoinositide signaling.	2002-04	11950987
Ca2+ uptake and release properties of a thapsigargin-insensitive nonmitochondrial Ca2+ store in A7r5 and 16HBE14o- cells.	2002-03-01	11861657
Caffeine-stimulated GTH-II release involves Ca(2+) stores with novel properties.	2002-03	11832349
Evidence for a global inhibitor-induced conformation change on the Ca(2+)-ATPase of sarcoplasmic reticulum from paired inhibitor studies.	2002-02-26	11851435
Depletion of intracellular calcium stores is toxic to SH-SY5Y neuronal cells.	2002-01-11	11750901
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.	2001-12-28	11833718
Peroxidase- and nitrite-dependent metabolism of the anthracycline anticancer agents daunorubicin and doxorubicin.	2001-12-18	11735418
Cocaine toxic effect on endothelium-dependent vasorelaxation: an in vitro study on rabbit aorta.	2001-08-06	11514104
Multiple pathways of sigma(1) receptor ligand uptakes into primary cultured neuronal cells.	2001-08-03	11672569

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:00:33 GMT 2025` Edited by `admin` on `Mon Mar 31 19:00:33 GMT 2025`
Record UNII	26XK13B61B
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DI-TERT-BUTYLHYDROQUINONE

Systematic Name

English

DI-T-BUTYLHYDROQUINONE

Preferred 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

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

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