EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

2-hydroxyacetaldehyde
acetaldehyde, 2-hydroxy-

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Name:2-hydroxyacetaldehyde
CAS Number: 141-46-8Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:205-484-9
FDA UNII: W0A0XPU08U
Nikkaji Web:J2.537B
Beilstein Number:0506029
MDL:MFCD00038088
XlogP3-AA:-0.90 (est)
Molecular Weight:60.05228000
Formula:C2 H4 O2
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 97.00 °C. @ 760.00 mm Hg
Boiling Point: 131.00 to 132.00 °C. @ 760.00 mm Hg
Vapor Pressure:4.146000 mmHg @ 25.00 °C. (est)
Flash Point: 107.00 °F. TCC ( 41.67 °C. )
logP (o/w): -1.604 (est)
Soluble in:
 alcohol
 water, 1e+006 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Glycoaldehyde 95%
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intraperitoneal-rat LD50 280 mg/kg
Toxicology and Applied Pharmacology. Vol. 71, Pg. 84, 1983.

oral-rat LDLo 3000 mg/kg
KIDNEY, URETER, AND BLADDER: OTHER CHANGES
American Journal of Clinical Pathology. Vol. 45, Pg. 46, 1966.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for 2-hydroxyacetaldehyde usage levels up to:
 not for fragrance use.
 
Recommendation for 2-hydroxyacetaldehyde flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :756
National Institute of Allergy and Infectious Diseases:Data
2-hydroxyacetaldehyde
Chemidplus:0000141468
 
References:
 2-hydroxyacetaldehyde
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):756
Pubchem (sid):134975416
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
Metabolomics Database:Search
UM BBD:Search
KEGG (GenomeNet):C00266
HMDB (The Human Metabolome Database):HMDB03344
FooDB:FDB003297
YMDB (Yeast Metabolome Database):YMDB00343
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 wood smoke
Search Picture
 
Synonyms:
 acetaldehyde, 2-hydroxy-
 acetaldehyde, hydroxy-
 diose
 glycol aldehyde
 glycolaldehyde
 glycolic aldehyde
 glycollaldehyde
 hydroxyacetaldehyde
 hydroxyethanal
2-hydroxyethanal
 methylol formaldehyde
mono-methylol formaldehyde
 methylolformaldehyde
 

Articles:

PubMed:Effects of chebulic acid on advanced glycation endproducts-induced collagen cross-links.
PubMed:Roasting-induced changes in arabinotriose, a model of coffee arabinogalactan side chains.
PubMed:[Ethylene glycol poisoning--the significance of analytical diagnosis based on reports from Wielkopolska].
PubMed:Small reactive carbonyl compounds as tissue lipid oxidation products; and the mechanisms of their formation thereby.
PubMed:Influence of phenolic compounds on the mechanisms of pyrazinium radical generation in the Maillard reaction.
PubMed:Anti-glycation effect of gold nanoparticles on collagen.
PubMed:Microbial oxidases catalyzing conversion of glycolaldehyde into glyoxal.
PubMed:Monocyte-endothelium-smooth muscle cell interaction in co-culture: proliferation and cytokine productions in response to advanced glycation end products.
PubMed:Lipid glycation and protein glycation in diabetes and atherosclerosis.
PubMed:Glycolaldehyde-modified β-lactoglobulin AGEs are unable to stimulate inflammatory signaling pathways in RAGE-expressing human cell lines.
PubMed:Model studies on chemical and textural modifications in gelatin films by reaction with glyoxal and glycolaldehyde.
PubMed:Synthesis of Passerini-Ugi hybrids by a four-component reaction using the glycolaldehyde dimer.
PubMed:FTIR monitoring of oxazolidin-5-one formation and decomposition in a glycolaldehyde-phenylalanine model system by isotope labeling techniques.
PubMed:Formation of furan and methylfuran by maillard-type reactions in model systems and food.
PubMed:Structure-reactivity relationships of flavan-3-ols on product generation in aqueous glucose/glycine model systems.
PubMed:Epicatechin carbonyl-trapping reactions in aqueous maillard systems: Identification and structural elucidation.
PubMed:Origin and mechanistic pathways of formation of the parent furan--a food toxicant.
PubMed:Formation of 3-hexuloses in aldol reactions, analysis of the products as their O-isopropylidene derivatives by GC-MS.
PubMed:Glyoxal/glycolaldehyde: a redox system involved in malolactic fermentation of wine.
PubMed:Chemical interactions between odor-active thiols and melanoidins involved in the aroma staling of coffee beverages.
PubMed:Amides are novel protein modifications formed by physiological sugars.
PubMed:Carbohydrate and amino acid degradation pathways in L-methionine/D-[13C] glucose model systems.
PubMed:Origin of carbohydrate degradation products in L-Alanine/D-[(13)C]glucose model systems.
PubMed:Formation of sugar-specific reactive intermediates from (13)C-labeled L-serines.
PubMed:Radical-assisted melanoidin formation during thermal processing of foods as well as under physiological conditions.
PubMed:Studies on radical intermediates in the early stage of the nonenzymatic browning reaction of carbohydrates and amino acids.
PubMed:Tetrahydro-beta-carboline carboxylic acids in smoked foods.
PubMed:Desmutagenic effect of alpha-dicarbonyl and alpha-hydroxycarbonyl compounds against mutagenic heterocyclic amines.
PubMed:The involvement of liver fructokinase in the metabolism of D-xylulose and xylitol in isolated rat hepatocytes.
 
Notes:
Occasional isolate from biol. systems, e.g. tomato volatiles, Aspergillus niger autolysate Glycolaldehyde (HOCH2-CH=O, IUPAC name 2-hydroxyethanal) is a type of diose (2-carbon monosaccharide). Glycolaldehyde is readily converted to acetyl coenzyme A. It has an aldehyde and a hydroxyl group. However, it is not actually a sugar, because there is only one hydroxyl group. Glycolaldehyde is formed from many sources, including the amino acid glycine and from purone catabolism. It can form by action of ketolase on fructose 1,6-bisphosphate in an alternate glycolysis pathway. This compound is transferred by thiamin pyrophosphate during the pentose phosphate shunt.; Glycolaldehyde is an intermediate in the formose reaction.
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