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Details

Stereochemistry ACHIRAL
Molecular Formula C2H4O2
Molecular Weight 60.052
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GLYCOLALDEHYDE

SMILES

OCC=O

InChI

InChIKey=WGCNASOHLSPBMP-UHFFFAOYSA-N
InChI=1S/C2H4O2/c3-1-2-4/h1,4H,2H2

HIDE SMILES / InChI

Molecular Formula C2H4O2
Molecular Weight 60.052
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Divergent mechanisms of suicide inactivation for ethanolamine ammonia-lyase.
2005-06-22
Prebiotic carbohydrate synthesis: zinc-proline catalyzes direct aqueous aldol reactions of alpha-hydroxy aldehydes and ketones.
2005-05-21
CD36 is not involved in scavenger receptor-mediated endocytic uptake of glycolaldehyde- and methylglyoxal-modified proteins by liver endothelial cells.
2005-05
Redistribution of metabolic fluxes in the central aerobic metabolic pathway of E. coli mutant strains with deletion of the ackA-pta and poxB pathways for the synthesis of isoamyl acetate.
2005-04-02
Molecular cloning and kinetic characterization of an aldehyde dehydrogenase gene in Klebsiella pneumoniae.
2005-04
Standard three-dimensional glomeruli of the Manduca sexta antennal lobe: a tool to study both developmental and adult neuronal plasticity.
2005-03
Glycation of low-density lipoproteins by methylglyoxal and glycolaldehyde gives rise to the in vitro formation of lipid-laden cells.
2005-02
Renal clearance of glycolaldehyde- and methylglyoxal-modified proteins in mice is mediated by mesangial cells through a class A scavenger receptor (SR-A).
2005-02
Migration of keratinocytes is impaired on glycated collagen I.
2005-01-22
Mercury(II) chloride-mediated cyclization-rearrangement of O-propargylglycolaldehyde dithioacetals to 3-pyranone dithioketals: an expeditious access to 3-pyranones.
2005-01-20
Vibrational analysis of hydroxyacetone.
2005-01-14
Structure-property relationships of copolymers obtained by ring-opening polymerization of glycolide and epsilon-caprolactone. Part 2. Influence of composition and chain microstructure on the hydrolytic degradation.
2005-01-11
Structure-property relationships of copolymers obtained by ring-opening polymerization of glycolide and epsilon-caprolactone. Part 1. Synthesis and characterization.
2005-01-11
Microbacterium halotolerans sp. nov., isolated from a saline soil in the west of China.
2005-01
Identification of peptidomimetic HTLV-I protease inhibitors containing hydroxymethylcarbonyl (HMC) isostere as the transition-state mimic.
2004-12-06
Acidic proteome of growing and resting Lactococcus lactis metabolizing maltose.
2004-12
Origin and mechanistic pathways of formation of the parent furan--a food toxicant.
2004-11-03
Design of inhibitors against HIV, HTLV-I, and Plasmodium falciparum aspartic proteases.
2004-11
Effects of 1,3-butadiene, isoprene, and their photochemical degradation products on human lung cells.
2004-11
Acidities in cyclohexanediols enhanced by intramolecular hydrogen bonds.
2004-10-06
Suicide inactivation of dioldehydratase by glycolaldehyde and chloroacetaldehyde: an examination of the reaction mechanism.
2004-10-06
Applicability of CoA/acetyl-CoA manipulation system to enhance isoamyl acetate production in Escherichia coli.
2004-10
Formation of 3-hexuloses in aldol reactions, analysis of the products as their O-isopropylidene derivatives by GC-MS.
2004-09-13
Glyceraldehyde-derived advanced glycation end products in Alzheimer's disease.
2004-09
Effect of carbonyl compounds on red blood cells deformability.
2004-08-27
Rigid backbone moiety of KNI-272, a highly selective HIV protease inhibitor: methanol, acetone and dimethylsulfoxide solvated forms of 3-[3-benzyl-2-hydroxy-9-(isoquinolin-5-yloxy)-6-methylsulfanylmethyl-5,8-dioxo-4,7-diazanonanoyl]-N-tert-butyl-1,3-thiazolidine-4-carboxamide.
2004-08
Reduced cell replication and induction of apoptosis by advanced glycation end products in rat Schwann cells.
2004-07-16
Hydrothermal upgrading of biomass to biofuel; studies on some monosaccharide model compounds.
2004-07-12
Reactions of 9-substituted guanines with bromomalondialdehyde in aqueous solution predominantly yield glyoxal-derived adducts.
2004-07-07
Zinc-proline catalyzed pathway for the formation of sugars.
2004-07-07
Binding of receptor for advanced glycation end products (RAGE) ligands is not sufficient to induce inflammatory signals: lack of activity of endotoxin-free albumin-derived advanced glycation end products.
2004-05
Photocatalytic degradation of formaldehyde containing wastewater from veterinarian laboratories.
2004-05
Recent progress of vitamin B6 biosynthesis.
2004-04
KMI-358 and KMI-370, highly potent and small-sized BACE1 inhibitors containing phenylnorstatine.
2004-03-22
[Study of glycolaldehyde on DNA damage in mouse spleen lymphocytes].
2004-03
Prebiotic amino acids as asymmetric catalysts.
2004-02-20
2-ammonio-6-(3-oxidopyridinium-1-yl)hexanoate (OP-lysine) is a newly identified advanced glycation end product in cataractous and aged human lenses.
2004-02-20
Proteomic analysis of oxidative stress-resistant cells: a specific role for aldose reductase overexpression in cytoprotection.
2004-02
A hitherto unknown transketolase-catalyzed reaction.
2004-01-16
Potent inhibitors of the Plasmodium falciparum enzymes plasmepsin I and II devoid of cathepsin D inhibitory activity.
2004-01-01
Advanced glycation end product ligands for the receptor for advanced glycation end products: biochemical characterization and formation kinetics.
2004-01-01
Detection and determination of glyceraldehyde-derived advanced glycation end product.
2004
TAGE (toxic AGEs) hypothesis in various chronic diseases.
2004
KMI-008, a novel beta-secretase inhibitor containing a hydroxymethylcarbonyl isostere as a transition-state mimic: design and synthesis of substrate-based octapeptides.
2003-12-15
Analysis of 3'-phosphoglycolaldehyde residues in oxidized DNA by gas chromatography/negative chemical ionization/mass spectrometry.
2003-12
The Saccharomyces cerevisiae alcohol acetyl transferase gene ATF1 is a target of the cAMP/PKA and FGM nutrient-signalling pathways.
2003-12
Inorganic carbon limitation induces transcripts encoding components of the CO(2)-concentrating mechanism in Synechococcus sp. PCC7942 through a redox-independent pathway.
2003-12
Application of monoclonal antibody libraries for the measurement of glycation adducts.
2003-12
Opportunities to improve fiber degradation in the rumen: microbiology, ecology, and genomics.
2003-12
Some 1,2-diphenylethane derivatives as inhibitors of retinoic acid--metabolising enzymes.
2003-10
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:58:54 GMT 2025
Edited
by admin
on Mon Mar 31 19:58:54 GMT 2025
Record UNII
W0A0XPU08U
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GLYCOLALDEHYDE
MI  
Systematic Name English
NSC-67935
Preferred Name English
GLYCOLALDEHYDE [MI]
Common Name English
HYDROXYACETALDEHYDE
Systematic Name English
DIOSE
Common Name English
METHYLOLFORMALDEHYDE
Systematic Name English
GLYCOLLIC ALDEHYDE
Common Name English
2-HYDROXYETHANAL
Systematic Name English
Code System Code Type Description
FDA UNII
W0A0XPU08U
Created by admin on Mon Mar 31 19:58:54 GMT 2025 , Edited by admin on Mon Mar 31 19:58:54 GMT 2025
PRIMARY
NSC
67935
Created by admin on Mon Mar 31 19:58:54 GMT 2025 , Edited by admin on Mon Mar 31 19:58:54 GMT 2025
PRIMARY
MERCK INDEX
m5802
Created by admin on Mon Mar 31 19:58:54 GMT 2025 , Edited by admin on Mon Mar 31 19:58:54 GMT 2025
PRIMARY Merck Index
PUBCHEM
756
Created by admin on Mon Mar 31 19:58:54 GMT 2025 , Edited by admin on Mon Mar 31 19:58:54 GMT 2025
PRIMARY
MESH
C010972
Created by admin on Mon Mar 31 19:58:54 GMT 2025 , Edited by admin on Mon Mar 31 19:58:54 GMT 2025
PRIMARY
CHEBI
17071
Created by admin on Mon Mar 31 19:58:54 GMT 2025 , Edited by admin on Mon Mar 31 19:58:54 GMT 2025
PRIMARY
CAS
141-46-8
Created by admin on Mon Mar 31 19:58:54 GMT 2025 , Edited by admin on Mon Mar 31 19:58:54 GMT 2025
PRIMARY
EPA CompTox
DTXSID4074693
Created by admin on Mon Mar 31 19:58:54 GMT 2025 , Edited by admin on Mon Mar 31 19:58:54 GMT 2025
PRIMARY
WIKIPEDIA
GLYCOLALDEHYDE
Created by admin on Mon Mar 31 19:58:54 GMT 2025 , Edited by admin on Mon Mar 31 19:58:54 GMT 2025
PRIMARY
ECHA (EC/EINECS)
205-484-9
Created by admin on Mon Mar 31 19:58:54 GMT 2025 , Edited by admin on Mon Mar 31 19:58:54 GMT 2025
PRIMARY