hydroxypyruvaldehyde
pyruvaldehyde, hydroxy-
Identification
| Name | hydroxypyruvaldehyde |
| IUPAC | 3-hydroxy-2-oxopropanal |
| CAS Number | 997-10-4 |
| FDA UNII | NE0T88WG0M |
| Molecular Formula | C3 H4 O3 |
| Molecular Weight | 88.06248000 |
| Nikkaji Number | J396.558I |
| Beilstein | 1901779 |
Regulatory
Physical Properties
| Appearance | colorless to pale yellow clear liquid (est) |
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 175.00 to 176.00 °C. @ 760.00 mm Hg (est) |
| Vapor Pressure | 0.353000 mmHg @ 25.00 °C. (est) |
| Flash Point | 166.00 °F. TCC ( 74.20 °C. ) (est) |
| logP (o/w) | -1.253 (est) |
| Soluble in | water, 1e+006 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for hydroxypyruvaldehyde usage levels up to | not for fragrance use. |
| Recommendation for hydroxypyruvaldehyde flavor usage levels up to | not for flavor use. |
BOC Sciences
Best of Chemicals Supplier
Quality supplier of research chemicals and biochemicals including inhibitors, building blocks, GMP Products, impurities and metabolites, APIs for Veterinary, Natural Compounds, ADCs, Stem Cell Molecul...
Potential Uses
Natural Occurrence
Synonyms
acrolein, 2,3-dihydroxy-
2,3-
dihydroxyacrolein
3-
hydroxy-2-oxopropanal
propanal, 3-hydroxy-2-oxo-
pyruvaldehyde, hydroxy-
PubMed:
Free α-dicarbonyl compounds in coffee, barley coffee and soy sauce and effects of in vitro digestion.
PubMed:
Na+/H+ exchanger 1 inhibition reverses manifestation of peripheral diabetic neuropathy in type 1 diabetic rats.
PubMed:
Classification and characterization of manuka honeys based on phenolic compounds and methylglyoxal.
PubMed:
Increased glyoxalase I levels inhibit accumulation of oxidative stress and an advanced glycation end product in mouse mesangial cells cultured in high glucose.
PubMed:
Human aldo-keto reductase AKR7A2 protects against the cytotoxicity and mutagenicity of reactive aldehydes and lowers intracellular reactive oxygen species in hamster V79-4 cells.
PubMed:
Overexpression of glyoxalase-I reduces hyperglycemia-induced levels of advanced glycation end products and oxidative stress in diabetic rats.
PubMed:
Degradation of glucose: reinvestigation of reactive alpha-Dicarbonyl compounds.
PubMed:
Organocatalysis with endogenous compounds: towards novel non-enzymatic reactions.
PubMed:
Formation of 2,5-dimethyl-4-hydroxy-3(2H)-furanone through methylglyoxal: a Maillard reaction intermediate.
PubMed:
Investigations on the promoting effect of ammonium hydrogencarbonate on the formation of acrylamide in model systems.
PubMed:
Methylglyoxal in food and living organisms.
PubMed:
Heat-shock protein 27 is a major methylglyoxal-modified protein in endothelial cells.
PubMed:
Identification of 4-oxo-2-hexenal and other direct mutagens formed in model lipid peroxidation reactions as dGuo adducts.
PubMed:
A copper chelating agent suppresses carbonyl stress in diabetic rat lenses.
PubMed:
In vivo prooxidant state in Werner syndrome (WS): results from three WS patients and two WS heterozygotes.
PubMed:
Mechanism of the inhibitory effect of OPB-9195 [(+/-)-2-isopropylidenehydrazono-4-oxo-thiazolidin-5-yla cetanilide] on advanced glycation end product and advanced lipoxidation end product formation.
PubMed:
Origin of carbohydrate degradation products in L-Alanine/D-[(13)C]glucose model systems.
PubMed:
Trioses and related substances: tools for the study of pancreatic beta-cell function.
PubMed:
A systematic approach to evaluate the modification of lens proteins by glycation-induced crosslinking.
PubMed:
N2,7-bis(1-hydroxy-2-oxopropyl)-2'-deoxyguanosine: identical noncyclic adducts with 1,3-dichloropropene epoxides and methylglyoxal.
PubMed:
Overexpression of glyoxalase-I in bovine endothelial cells inhibits intracellular advanced glycation endproduct formation and prevents hyperglycemia-induced increases in macromolecular endocytosis.
PubMed:
Protein modification by methylglyoxal: chemical nature and synthetic mechanism of a major fluorescent adduct.
PubMed:
Inactivation of glutathione reductase by 4-hydroxynonenal and other endogenous aldehydes.
PubMed:
Oxidative inhibition of red blood cell ATPases by glyceraldehyde.
PubMed:
Effects of derivatives of hydroxypyruvaldehyde phenylosazone on the Ca2+-adenosine triphosphatase activity of porcine erythrocyte membrane.
PubMed:
Red blood cell oxidative metabolism induced by hydroxypyruvaldehyde.
PubMed:
Effects of derivatives of hydroxypyruvaldehyde phenylosazone on bovine erythrocyte membrane. II. Stabilization of sphingomyelinase C-treated or untreated cells examined by coil planet centrifugation and electron microscopy.
PubMed:
The autoxidation of glyceraldehyde and other simple monosaccharides under physiological conditions catalysed by buffer ions.
PubMed:
The oxidation of oxyhaemoglobin by glyceraldehyde and other simple monosaccharides.
PubMed:
Effects of derivatives of hydroxypyruvaldehyde phenylosazone on bovine erythrocyte membrane. I. Influence on the osmotic fragility and morphology.
PubMed:
Formation of hydroxypyruvaldehyde phosphate in human erythrocytes.
PubMed:
Oxidation of the carbanion intermediate of transaldolase by hexacyanoferrate (III).
PubMed:
Specific irreversible inhibition of enzymes concomitant to the oxidation of carbanionic enzyme-substrate intermediates by hexacyanoferrate (III).
PubMed:
Substrate activity of structural analogs of isocitrate for isocitrate dehydrogenases from bovine heart.
PubMed:
Reaction of the carbanionic aldolase-substrate intermediate with tetranitromethane. Identification of the products, hydroxypyruvaldehyde phosphate and D-5-ketofructose 1,6-diphosphate.