TETRANITROMETHANE

Details

Stereochemistry	ACHIRAL
Molecular Formula	CN4O8
Molecular Weight	196.0327
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[O-][N+](=O)C([N+]([O-])=O)([N+]([O-])=O)[N+]([O-])=O

InChI

InChIKey=NYTOUQBROMCLBJ-UHFFFAOYSA-N

InChI=1S/CN4O8/c6-2(7)1(3(8)9,4(10)11)5(12)13

HIDE SMILES / InChI

Molecular Formula	CN4O8
Molecular Weight	196.0327
Charge	0
Count

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

Approval Year

PubMed

Title	Date	PubMed
Cross-talk between the catalytic core and the regulatory domain in cystathionine β-synthase: study by differential covalent labeling and computational modeling.	2010-12-14	21062078
Nitration of the egg-allergen ovalbumin enhances protein allergenicity but reduces the risk for oral sensitization in a murine model of food allergy.	2010-12-02	21151984
Synthesis of unusual oxime ethers by reaction of tetranitromethane with B-alkylcatecholboranes.	2010-09-03	20645343
Oxidative modification of guanine bases initiated by oxyl radicals derived from photolysis of azo compounds.	2010-05-20	20415485
A second monoclinic polymorph of 3β-chloro-cholest-5-ene.	2010-05-08	21579355
Unexpected heterocyclization of electrophilic alkenes by tetranitromethane in the presence of triethylamine. Synthesis of 3-nitroisoxazoles.	2010-05-07	20384287
Quantification of nitrotyrosine in nitrated proteins.	2010-05	20300739
Mechanism of glyceraldehyde-3-phosphate dehydrogenase inactivation by tyrosine nitration.	2010-02	20014444
Mechanism of aerobic visible light formic acid oxidation catalyzed by poly(tri-s-triazine) modified titania.	2010-01	20062842
In vitro and in vivo protein-bound tyrosine nitration characterized by diagonal chromatography.	2009-12	19741252
In vivo administration of BL-3050: highly stable engineered PON1-HDL complexes.	2009-11-17	19922610
Tuning the optical band gap of quantum dot assemblies by varying network density.	2009-07-28	19572742
Protein tyrosine nitration: selectivity, physicochemical and biological consequences, denitration, and proteomics methods for the identification of tyrosine-nitrated proteins.	2009-07	19415921
Charge-transfer complexations of 1,n-di(9-ethylcarbazol-3-yl)alkanes with tetracyanoethylene and tetranitromethane.	2009-01	18799351
Nitroavidin as a ligand for the surface capture and release of biotinylated proteins.	2008-12-01	19551994
Five tyrosines and two serines in human albumin are labeled by the organophosphorus agent FP-biotin.	2008-09	18707141
Theoretical study of the nitroalkane thermolysis. 1. Computation of the formation enthalpy of the nitroalkanes, their isomers and radical products.	2008-05-15	18422293
Role of Tyr residues on the protein surface of cationic cell-wall-peroxidase (CWPO-C) from poplar: potential oxidation sites for oxidative polymerization of lignin.	2008-01	17910963
Identification of the tyrosine nitration sites in human endothelial nitric oxide synthase by liquid chromatography-mass spectrometry.	2008	18756022
Mass spectrometry analysis of in vitro nitration of a recombinant human IgG1 monoclonal antibody.	2008	18041795
Molecular simulations of Hugoniots of detonation product mixtures at chemical equilibrium: microscopic calculation of the Chapman-Jouguet state.	2007-08-28	17764275
Probing structural differences in prion protein isoforms by tyrosine nitration.	2007-04-24	17397138
Investigation of tyrosine nitration and nitrosylation of angiotensin II and bovine serum albumin with electrospray ionization mass spectrometry.	2007	17661312
Tyrosine-dependent oxidative DNA damage induced by carcinogenic tetranitromethane.	2006-10	17040108
Role of tyrosine and tryptophan in chemically modified serum albumin on its tissue distribution.	2006-09	16946511
Role for an essential tyrosine in peptide amidation.	2006-07-28	16704972
Correlation between induction of DNA fragmentation in lung cells from rats and humans and carcinogenic activity.	2006-06-16	16690349
The family 21 carbohydrate-binding module of glucoamylase from Rhizopus oryzae consists of two sites playing distinct roles in ligand binding.	2006-06-15	16509822
Nitration enhances the allergenic potential of proteins.	2006	16931888
Binding residues and catalytic domain of soluble Saccharomyces cerevisiae processing alpha-glucosidase I.	2005-12	16014748
Probing the ligand-induced conformational change in HLA-DR1 by selective chemical modification and mass spectrometric mapping.	2005-10-25	16229453
Time course and site(s) of cytochrome c tyrosine nitration by peroxynitrite.	2005-06-07	15924423
Functionality of nitrated acetylcholine receptor: the two-step formation of nitrotyrosines reveals their differential role in effectors binding.	2005-05-09	15862303
Effects of nitration on the structure and aggregation of alpha-synuclein.	2005-03-24	15790533
Anomalous pH-dependence of the activity of human matrilysin (matrix metalloproteinase-7) as revealed by nitration and amination of its tyrosine residues.	2005-03-01	15487974
Tyrosine residues modification studied by MALDI-TOF mass spectrometry.	2004-10-29	15451417
Peroxynitrite-mediated inactivation of heme oxygenases.	2004-10-21	15498099
Crystallographic and biochemical analysis of cocaine-degrading antibody 15A10.	2004-06-29	15209502
Biochemical and spectrophotometric significance of advanced oxidized protein products.	2004-06-28	15196590
Chemical modification of glycerinated stalks shows tyrosine residues essential for spasmoneme contraction of Vorticella sp.	2004-05	15170056
Involvement of tyrosines at fucose-binding sites of Aleuria aurantia lectin: non-equal response to site-directed mutagenesis among five sites.	2004-04	15118312
Predominant K-ras codon 12 G --> A transition in chemically induced lung neoplasms in B6C3F1 mice.	2004-01-10	14713543
Tetranitromethane.	2004	21089965
Screening major binding sites on human serum albumin by affinity capillary electrophoresis.	2004	15163858
Photodegradation mechanism of two dyes: the influence of adsorption behavior on the novel TiO2 particles.	2004	15137664
Effect of nitration on the activity of bovine erythrocyte Cu,Zn-superoxide dismutase (BESOD) and a kinetic analysis of its dimerization-dissociation reaction as examined by subunit exchange between the native and nitrated BESODs.	2003-11	14688234
Liquid- and gas-phase nitration of bovine serum albumin studied by LC-MS and LC-MS/MS using monolithic columns.	2003-10-30	14582650
Phosphorylation by cAMP-dependent protein kinase modulates the structural coupling between the transmembrane and cytosolic domains of phospholamban.	2003-09-16	12962492
Tetranitromethane.	2002	15340984
Alterations in the K-ras and p53 genes in rat lung tumors.	1997-06	9255578

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:47:31 GMT 2025` Edited by `admin` on `Mon Mar 31 18:47:31 GMT 2025`
Record UNII	K1G7CKU98F
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-16146

Preferred Name

English

TETRANITROMETHANE

Systematic Name

English

TETRANITROMETHANE [MI]

Common Name

English

TETRANITROMETHANE [IARC]

Common Name

English

TETRANITROMETHANE [HSDB]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C45179