Details
| Stereochemistry | MIXED |
| Molecular Formula | C6H10O8 |
| Molecular Weight | 210.1388 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 0 / 4 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC1OC2OC(O)C(O)OC2OC1O
InChI
InChIKey=BDSPTFQIOAEIII-UHFFFAOYSA-N
InChI=1S/C6H10O8/c7-1-2(8)12-6-5(11-1)13-3(9)4(10)14-6/h1-10H
| Molecular Formula | C6H10O8 |
| Molecular Weight | 210.1388 |
| Charge | 0 |
| Count |
|
| Stereochemistry | MIXED |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 4 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Glyoxal refers to the reactive electrophilic species (RES) and is formed during different processes, e.g., lipid peroxidation, DNA oxidation. RES cause the damage of proteins and nucleotides and thus can cause different diseases in human, e.g., diabetes. Glyoxal reacting with free guanines in RNAs can be is used for chemical probing of RNA structure.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Protein glycation: creation of catalytic sites for free radical generation. | 2001 Apr |
|
| Conformational study of peptides containing dehydrophenylalanine: helical structures without hydrogen bond. | 2001 Dec |
|
| Glyoxal is an important allergen for (medical care) cleaning staff. | 2001 Dec |
|
| Atmospheric secondary aerosol formation by heterogeneous reactions of aldehydes in the presence of a sulfuric acid aerosol catalyst. | 2001 Dec 15 |
|
| Application of Lewis acid catalyzed tropone [6+4] cycloadditions to the synthesis of the core of CP-225,917. | 2001 Dec 27 |
|
| Alternative routes for the formation of immunochemically distinct advanced glycation end-products in vivo. | 2001 Jul |
|
| Immunological detection of a novel advanced glycation end-product. | 2001 Nov |
|
| Bacterial degradation of natural and synthetic rubber. | 2001 Spring |
|
| Use of Relibase for retrieving complex three-dimensional interaction patterns including crystallographic packing effects. | 2001-2002 |
|
| Comparison between modifications of lens proteins resulted from glycation with methylglyoxal, glyoxal, ascorbic acid, and fructose. | 2002 |
|
| Hormetic action of mild heat stress decreases the inducibility of protein oxidation and glycoxidation in human fibroblasts. | 2002 |
|
| Characterization of clay-based enterosorbents for the prevention of aflatoxicosis. | 2002 |
|
| Comparison of methods for extraction, storage, and silylation of pentafluorobenzyl derivatives of carbonyl compounds and multi-functional carbonyl compounds. | 2002 Apr |
|
| Oxidation of diethylene glycol with ozone and modified Fenton processes. | 2002 Apr |
|
| DNA adducts from N-nitrosodiethanolamine and related beta-oxidized nitrosamines in vivo: (32)P-postlabeling methods for glyoxal- and O(6)-hydroxyethyldeoxyguanosine adducts. | 2002 Apr |
|
| Microsome-mediated oxidation of N-nitrosodiethanolamine (NDELA), a bident carcinogen. | 2002 Apr |
|
| On the intermediates in chiral bis(oxazoline)copper(II)-catalyzed enantioselective reactions--experimental and theoretical investigations. | 2002 Apr 15 |
|
| Optimization of a mist chamber (Cofer scrubber) for sampling water-soluble organics in air. | 2002 Apr 15 |
|
| Intraneuronal advanced glycation endproducts in presenilin-1 Alzheimer's disease. | 2002 Apr 16 |
|
| The intriguing reactivity of functionalized beta-amino alcohols with glyoxal: application to a new expedient enantioselective synthesis of trans-6-alkylpipecolic acids. | 2002 Apr 19 |
|
| Multi site polyadenylation and transcriptional response to stress of a vacuolar type H+-ATPase subunit A gene in Arabidopsis thaliana. | 2002 Apr 2 |
|
| Functional analogue reaction systems of the DMSO reductase isoenzyme family: probable mechanism of S-oxide reduction in oxo transfer reactions mediated by bis(dithiolene)-tungsten(IV,VI) complexes. | 2002 Apr 24 |
|
| How hyperglycemia promotes atherosclerosis: molecular mechanisms. | 2002 Apr 8 |
|
| 3,4-Dideoxyglucosone-3-ene (3,4-DGE): a cytotoxic glucose degradation product in fluids for peritoneal dialysis. | 2002 Aug |
|
| Efficient in vitro lowering of carbonyl stress by the glyoxalase system in conventional glucose peritoneal dialysis fluid. | 2002 Aug |
|
| Identification of alpha-dicarbonyl scavengers for cellular protection against carbonyl stress. | 2002 Feb 1 |
|
| Protective effects of polygodial and related compounds on ethanol-induced gastric mucosal lesions in rats: structural requirements and mode of action. | 2002 Feb 11 |
|
| Alterations in renal mitochondrial respiration in response to the reactive oxoaldehyde methylglyoxal. | 2002 Jul |
|
| Synthesis of heteroleptic anthryl-substituted beta-ketoenolates of rhodium(III) and iridium(III): photophysical, electrochemical, and EPR study of the fluorophore-metal interaction. | 2002 Jul 1 |
|
| Substituent and solvent effects on the photosensitized oxygenation of 5,6-dihydro-1,4-oxathiins. Intramolecular oxygen transfer vs normal cleavage of the dioxetane intermediates. | 2002 Jul 12 |
|
| Identification and quantification of major maillard cross-links in human serum albumin and lens protein. Evidence for glucosepane as the dominant compound. | 2002 Jul 12 |
|
| Parameterization of OPLS-AA force field for the conformational analysis of macrocyclic polyketides. | 2002 Jul 30 |
|
| Combined thioether/hydrazone chemoselective ligation reactions for the synthesis of glycocluster-antigen peptide conjugates. | 2002 Jul-Aug |
|
| Conversion of Amadori products of the Maillard reaction to N(epsilon)-(carboxymethyl)lysine by short-term heating: possible detection of artifacts by immunohistochemistry. | 2002 Jun |
|
| In vivo assessment of lipid peroxidation products associated with age-related neurodegenerative diseases. | 2002 Jun |
|
| Formation of vinyl halides via a ruthenium-catalyzed three-component coupling. | 2002 Jun 26 |
|
| A highly selective fluorescent chemosensor for lead ions. | 2002 Jun 5 |
|
| Method optimization for the determination of carbonyl compounds in disinfected water by DNPH derivatization and LC-ESI-MS-MS. | 2002 Mar |
|
| 13C-NMR study of the inhibition of delta-chymotrypsin by a tripeptide-glyoxal inhibitor. | 2002 Mar 1 |
|
| Feasibility of collection and analysis of airborne carbonyls by on-sorbent derivatization and thermal desorption. | 2002 Mar 15 |
|
| Molecular structures and excited states of CpM(CO)(2) (Cp = eta(5)-C(5)H(5); M = Rh, Ir) and [Cl(2)Rh(CO)(2)](-). Theoretical evidence for a competitive charge transfer mechanism. | 2002 Mar 20 |
|
| Polyfluoroether derivatives via nucleophilic fluorination of glyoxal hydrates with deoxofluor. | 2002 Mar 22 |
|
| Qualitative determination of specific protein glycation products by matrix-assisted laser desorption/ionization mass spectrometry Peptide mapping. | 2002 Mar 27 |
|
| The enzymes with benzil reductase activity conserved from bacteria to mammals. | 2002 Mar 28 |
|
| Advanced glycation end product precursors impair epidermal growth factor receptor signaling. | 2002 May |
|
| Substrate-induced up-regulation of aldose reductase by methylglyoxal, a reactive oxoaldehyde elevated in diabetes. | 2002 May |
|
| Ambient air measurement of acrolein and other carbonyls at the Oakland-San Francisco Bay Bridge toll plaza. | 2002 May 15 |
|
| Chromatographic assay of glycation adducts in human serum albumin glycated in vitro by derivatization with 6-aminoquinolyl-N-hydroxysuccinimidyl-carbamate and intrinsic fluorescence. | 2002 May 15 |
|
| Molecular characterization of mammalian dicarbonyl/L-xylulose reductase and its localization in kidney. | 2002 May 17 |
|
| A 13C-NMR study of the inhibition of papain by a dipeptide-glyoxal inhibitor. | 2002 Sep 15 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:49:57 GMT 2023
by
admin
on
Fri Dec 15 15:49:57 GMT 2023
|
| Record UNII |
R6GJS0F9NZ
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
92988
Created by
admin on Fri Dec 15 15:49:58 GMT 2023 , Edited by admin on Fri Dec 15 15:49:58 GMT 2023
|
PRIMARY | |||
|
R6GJS0F9NZ
Created by
admin on Fri Dec 15 15:49:58 GMT 2023 , Edited by admin on Fri Dec 15 15:49:58 GMT 2023
|
PRIMARY | |||
|
R6GJS0F9NZ
Created by
admin on Fri Dec 15 15:49:57 GMT 2023 , Edited by admin on Fri Dec 15 15:49:57 GMT 2023
|
PRIMARY | |||
|
SUB169812
Created by
admin on Fri Dec 15 15:49:57 GMT 2023 , Edited by admin on Fri Dec 15 15:49:57 GMT 2023
|
PRIMARY | |||
|
224-551-3
Created by
admin on Fri Dec 15 15:49:57 GMT 2023 , Edited by admin on Fri Dec 15 15:49:57 GMT 2023
|
PRIMARY | |||
|
DTXSID6031382
Created by
admin on Fri Dec 15 15:49:58 GMT 2023 , Edited by admin on Fri Dec 15 15:49:58 GMT 2023
|
PRIMARY | |||
|
4405-13-4
Created by
admin on Fri Dec 15 15:49:57 GMT 2023 , Edited by admin on Fri Dec 15 15:49:57 GMT 2023
|
PRIMARY | |||
|
100000159556
Created by
admin on Fri Dec 15 15:49:58 GMT 2023 , Edited by admin on Fri Dec 15 15:49:58 GMT 2023
|
PRIMARY | |||
|
1426857
Created by
admin on Fri Dec 15 15:49:58 GMT 2023 , Edited by admin on Fri Dec 15 15:49:58 GMT 2023
|
PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
|
ACTIVE MOIETY |
