TERT-BUTYL HYDROPEROXIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C4H10O2
Molecular Weight	90.121
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)(C)OO

InChI

InChIKey=CIHOLLKRGTVIJN-UHFFFAOYSA-N

InChI=1S/C4H10O2/c1-4(2,3)6-5/h5H,1-3H3

HIDE SMILES / InChI

Molecular Formula	C4H10O2
Molecular Weight	90.121
Charge	0
Count

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/30310674 | https://www.ncbi.nlm.nih.gov/pubmed/7512201

tert-Butyl hydroperoxide, an organic peroxide, used in different oxidation processes, that is why it’s widely utilized to study the effect of oxidative stress on living cells. This compound helped to determine the mechanism of macrophage apoptosis induced by oxidized low-density lipoproteins. It was found that the apoptosis of macrophages taken place via a mitochondria-mediated signaling pathway.

Approval Year

PubMed

Title	Date	PubMed
Effects of sex hormones on Na+/glucose cotransporter of renal proximal tubular cells following oxidant injury.	2001	11528208
The antioxidant profile of 2,3-dihydrobenzo[b]furan-5-ol and its 1-thio, 1-seleno, and 1-telluro analogues.	2001 Apr 18	11472114
Bioflavonoid rescue of ascorbate at a membrane interface.	2001 Aug	11710803
Oxidative stress induces the expression of the major histocompatibility complex in murine tumor cells.	2001 Aug	11697192
Synergism between base excision repair, mediated by the DNA glycosylases Ntg1 and Ntg2, and nucleotide excision repair in the removal of oxidatively damaged DNA bases in Saccharomyces cerevisiae.	2001 Aug	11523781
Vitamin C transport in human lens epithelial cells: evidence for the presence of SVCT2.	2001 Aug	11446766
Oxidation of active center cysteine of bovine 1-Cys peroxiredoxin to the cysteine sulfenic acid form by peroxide and peroxynitrite.	2001 Aug 1	11461766
Growth kinetics rather than stress accelerate telomere shortening in cultures of human diploid fibroblasts in oxidative stress-induced premature senescence.	2001 Aug 3	11583109
The study of oxidative stress in freshly isolated Ca(2+)-tolerant cardiomyocytes from the adult rat.	2001 Aug-Oct	11566550
Enhanced oxidative damage in human cells harboring A3243G mutation of mitochondrial DNA: implication of oxidative stress in the pathogenesis of mitochondrial diabetes.	2001 Dec	11733109
The prime reactive intermediate in the iron(III) porphyrin complex catalyzed oxidation reactions by tert-butyl hydroperoxide.	2001 Dec 12	11734053
Na+ dependent glutamate transporters (EAAT1, EAAT2, and EAAT3) in primary astrocyte cultures: effect of oxidative stress.	2001 Dec 13	11730698
Ca(2+) efflux in mitochondria from the yeast Endomyces magnusii.	2001 Dec 21	11673451
Electronic structure of high-spin iron(III)-alkylperoxo complexes and its relation to low-spin analogues: reaction coordinate of O-O bond homolysis.	2001 Dec 26	11749538
A solid phase reagent for the capture phosphorylation of carbohydrates and nucleosides.	2001 Jan 25	11430061
The glutathione peroxidase homologous gene from Chlamydomonas reinhardtii is transcriptionally up-regulated by singlet oxygen.	2001 Jul	11485197
Effects of selenium deficiency on expression of selenoproteins in bovine arterial endothelial cells.	2001 Jul	11456113
Role of zinc in pulmonary endothelial cell response to oxidative stress.	2001 Jul	11404267
Stereocontrolled formation of epoxy peroxide functionality appended to a lactam ring.	2001 Jul 13	11442402
The adenine nucleotide translocator: a target of nitric oxide, peroxynitrite, and 4-hydroxynonenal.	2001 Jul 19	11466611
Oxidative ring cleavage of cyclic acetals with hypervalent tert-butylperoxy-lambda(3)-iodanes.	2001 Jul 26	11463323
Redirection of oxidation reactions by a polyoxomolybdate: oxydehydrogenation instead of oxygenation of alkanes with tert-butylhydroperoxide in acetic acid.	2001 Jul 4	11427079
Differential role of superoxide and glutathione in S-nitrosoglutathione-mediated apoptosis: a rationale for mild forms of familial amyotrophic lateral sclerosis associated with less active Cu,Zn superoxide dismutase mutants.	2001 Jun	11413228
Utilization of peroxide and its relevance in oxygen insertion reactions catalyzed by chloroperoxidase.	2001 Jun 11	11410297
Chloroperoxidase-catalyzed enantioselective oxidations in hydrophobic organic media.	2001 Mar 5	11460242
Diauxic shift-induced stress resistance against hydroperoxides in Saccharomyces cerevisiae is not an adaptive stress response and does not depend on functional mitochondria.	2001 May	11409175
Two OPEEs (organic phase enzyme electrodes) used to check the percentage water content in hydrophobic foods and drugs.	2001 Nov	11763068
Determination of erythrocyte antioxidant capacity in haemodialysis patients using electron paramagnetic resonance.	2001 Nov	11682662
Propofol protection of sodium-hydrogen exchange activity sustains glutamate uptake during oxidative stress.	2001 Nov	11682397
Linoleic acid prevents chloride influx and cellular lysis in rabbit renal proximal tubules exposed to mitochondrial toxicants.	2001 Nov 1	11714247
Rotenone inhibits the mitochondrial permeability transition-induced cell death in U937 and KB cells.	2001 Nov 2	11527970
Age-related changes in the mitochondrial depolarization induced by oxidative injury in human peripheral blood leukocytes.	2001 Oct	11697136
Different effects of tert-butylhydroperoxide-induced peroxynitrite-dependent and -independent DNA single-strand breakage on PC12 cell poly(ADP-ribose) polymerase activity.	2001 Oct	11606183
Downregulation of differentiation specific gene expression by oxidative stress in ARPE-19 cells.	2001 Oct	11581219
Aroclor 1254 inhibits the mitochondrial permeability transition and release of cytochrome c: a possible mechanism for its in vivo toxicity.	2001 Oct 15	11601885
TNFalpha enhances the DNA single-strand breakage induced by the short-chain lipid hydroperoxide analogue tert-butylhydroperoxide via ceramide-dependent inhibition of complex III followed by enforced superoxide and hydrogen peroxide formation.	2001 Oct 15	11597127
Astaxanthin and peridinin inhibit oxidative damage in Fe(2+)-loaded liposomes: scavenging oxyradicals or changing membrane permeability?	2001 Oct 19	11594777
Efficient assessment of modified nucleoside stability under conditions of automated oligonucleotide synthesis: characterization of the oxidation and oxidative desulfurization of 2-thiouridine.	2001 Oct-Nov	11720000
Divergent effects of different oxidants on glutathione homeostasis and protein damage in erythrocytes from diabetic patients: effects of high glucose.	2001 Sep	11716365
Complexes trans-[RuCl(2)(nic)(4)] and trans-[RuCl(2)(i-nic)(4)] as free radical scavengers.	2001 Sep	11566331
Knockout mice heterozygous for Sod2 show alterations in cardiac mitochondrial function and apoptosis.	2001 Sep	11514315
tert-Butylhydroperoxide induces peroxynitrite-dependent mitochondrial permeability transition leading PC12 cells to necrosis.	2001 Sep 1	11536321
A DNA oligonucleotide-hemin complex cleaves t-butyl hydroperoxide through a homolytic mechanism.	2001 Sep 10	11531452
tert-Butyl hydroperoxide-induced lipid signaling in hepatocytes: involvement of glutathione and free radicals.	2001 Sep 15	11551515
Synthesis and transformations of new annulated pyranosides using the Pauson-Khand reaction.	2001 Sep 28	11567639
Simplified serum- and steroid-free culture conditions for high-throughput viability analysis of primary cultures of cerebellar granule neurons.	2001 Sep 30	11564524
Identification in Saccharomyces cerevisiae of a new stable variant of alkyl hydroperoxide reductase 1 (Ahp1) induced by oxidative stress.	2002 Feb 15	11719517
Characterization of the W321F mutant of Mycobacterium tuberculosis catalase-peroxidase KatG.	2002 Jan	11742122
Oxidative stress associated DNA damage in testis of mice: induction of abnormal sperms and effects on fertility.	2002 Jan 15	11719095
Black tea polyphenols, theaflavins, prevent cellular DNA damage by inhibiting oxidative stress and suppressing cytochrome P450 1A1 in cell cultures.	2002 Jan 2	11754570

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:03:06 GMT 2023` Edited by `admin` on `Fri Dec 15 15:03:06 GMT 2023`
Record UNII	955VYL842B
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TERT-BUTYL HYDROPEROXIDE

Systematic Name

English

TRIGONOX A-W 70

Brand Name

English

2-HYDROPEROXY-2-METHYLPROPANE

Systematic Name

English

TBHP

Common Name

English

TERT-BUTYL HYDROPEROXIDE [HSDB]

Common Name

English

PERBUTYL H 69T

Common Name

English

KAYABUTYL H 70

Brand Name

English

NSC-672

Code

English

T-BUTYL HYDROPEROXIDE

Systematic Name

English

1,1-DIMETHYLETHYLHYDROPEROXIDE

Systematic Name

English

TERT-BUTYL HYDROPEROXIDE [MI]

Common Name

English

TERT-BUTYLHYDROPEROXIDE

Systematic Name

English

TERT-BUTYL HYDROPEROXIDE [II]

Common Name

English

LUPEROX TBH 70X

Brand Name

English

Classification Tree Code System Code

EPA PESTICIDE CODE

105301