PYRUVALDEHYDE

Investigational

Details

Stereochemistry	ACHIRAL
Molecular Formula	C3H4O2
Molecular Weight	72.0627
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(=O)C=O

InChI

InChIKey=AIJULSRZWUXGPQ-UHFFFAOYSA-N

InChI=1S/C3H4O2/c1-3(5)2-4/h2H,1H3

HIDE SMILES / InChI

Molecular Formula	C3H4O2
Molecular Weight	72.0627
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
Modulation of heat-shock protein 27 (Hsp27) anti-apoptotic activity by methylglyoxal modification.	2002-11-29	12226095
Differing expression of enzymes of the glyoxalase system in superficial and invasive bladder carcinomas.	2002-09	12204678
Improving 1,3-propanediol production from glycerol in a metabolically engineered Escherichia coli by reducing accumulation of sn-glycerol-3-phosphate.	2002-08-03	12153300
Efficient in vitro lowering of carbonyl stress by the glyoxalase system in conventional glucose peritoneal dialysis fluid.	2002-08	12110033
Inactivation of cellular enzymes by carbonyls and protein-bound glycation/glycoxidation products.	2002-07-15	12139975
D-Lactate transport and metabolism in rat liver mitochondria.	2002-07-15	11955284
Identification and quantification of major maillard cross-links in human serum albumin and lens protein. Evidence for glucosepane as the dominant compound.	2002-07-12	11978796
Improved insulin sensitivity is associated with restricted intake of dietary glycoxidation products in the db/db mouse.	2002-07	12086936
Alterations in renal mitochondrial respiration in response to the reactive oxoaldehyde methylglyoxal.	2002-07	12060586
Methanococcus jannaschii uses a pyruvoyl-dependent arginine decarboxylase in polyamine biosynthesis.	2002-06-28	11980912
Effects of modifications of alpha-crystallin on its chaperone and other properties.	2002-06-15	12049635
Effect of pyridoxamine on chemical modification of proteins by carbonyls in diabetic rats: characterization of a major product from the reaction of pyridoxamine and methylglyoxal.	2002-06-01	12051689
Conversion of Amadori products of the Maillard reaction to N(epsilon)-(carboxymethyl)lysine by short-term heating: possible detection of artifacts by immunohistochemistry.	2002-06	12065691
New stereoselective reaction of methylglyoxal with 2-aminopyridine and adenine derivatives: formation of imino acid-nucleic base derivatives in water under mild conditions.	2002-05-21	12122691
Expression of rat liver glutathione-S-transferase GSTA5 in cell lines provides increased resistance to alkylating agents and toxic aldehydes.	2002-05-20	12076520
Ambient air measurement of acrolein and other carbonyls at the Oakland-San Francisco Bay Bridge toll plaza.	2002-05-15	12038834
Chromatographic assay of glycation adducts in human serum albumin glycated in vitro by derivatization with 6-aminoquinolyl-N-hydroxysuccinimidyl-carbamate and intrinsic fluorescence.	2002-05-15	11988071
A possible regulatory role of glyoxalase I in cell viability of human prostate cancer.	2002-05	12086016
Advanced glycation end product precursors impair epidermal growth factor receptor signaling.	2002-05	11978653
Substrate-induced up-regulation of aldose reductase by methylglyoxal, a reactive oxoaldehyde elevated in diabetes.	2002-05	11961137
Tuning of the optical and electrochemical properties of the primary donor bacteriochlorophylls in the reaction centre from Rhodobacter sphaeroides: spectroscopy and structure.	2002-04-22	12034473
Optimization of a mist chamber (Cofer scrubber) for sampling water-soluble organics in air.	2002-04-15	11993879
Catalysis and stability of triosephosphate isomerase from Trypanosoma brucei with different residues at position 14 of the dimer interface. Characterization of a catalytically competent monomeric enzyme.	2002-04-02	11914068
Speciated ambient carbonyls in Rio de Janeiro, Brazil.	2002-04-01	11999040
Cellular oxidant stress and advanced glycation endproducts of albumin: caveats of the dichlorofluorescein assay.	2002-04-01	11913966
Qualitative determination of specific protein glycation products by matrix-assisted laser desorption/ionization mass spectrometry Peptide mapping.	2002-03-27	11902972
Assessment of antibody responses to antigens of Mycobacterium tuberculosis and Cysticercus cellulosae in cerebrospinal fluid of chronic meningitis patients for definitive diagnosis as TBM/NCC by passive hemagglutination and immunoblot assays.	2002-03-25	11985970
Feasibility of collection and analysis of airborne carbonyls by on-sorbent derivatization and thermal desorption.	2002-03-15	11922289
Effects of thermal denaturation on protein glycation.	2002-03-01	12002523
Increased methylglyoxal and oxidative stress in hypertensive rat vascular smooth muscle cells.	2002-03-01	11897769
Identification of alpha-dicarbonyl scavengers for cellular protection against carbonyl stress.	2002-02-01	11853687
Generation of superoxide anions during the reaction of guanidino compounds with methylglyoxal.	2002-02	11848206
Methylglyoxal enhances cisplatin-induced cytotoxicity by activating protein kinase Cdelta.	2002-01-25	11707430
Glucose degradation products in peritoneal dialysis fluids may have both local and systemic effects: a study of residual fluid and mesothelial cells.	2002-01-11	11783771
Early glycated albumin, but not advanced glycated albumin, methylglyoxal, or 3-deoxyglucosone increases the expression of PAI-1 in human peritoneal mesothelial cells.	2002-01-05	11757833
Lipid peroxidation contributes to immune reactions associated with alcoholic liver disease.	2002-01-01	11755315
Passive cigarette smoke and the renal glyoxalase system.	2002-01	11936840
Crosslinking by advanced glycation end products increases the stiffness of the collagen network in human articular cartilage: a possible mechanism through which age is a risk factor for osteoarthritis.	2002-01	11822407
Glycation in diabetic neuropathy: characteristics, consequences, causes, and therapeutic options.	2002	12198817
Comparison between modifications of lens proteins resulted from glycation with methylglyoxal, glyoxal, ascorbic acid, and fructose.	2002	12112714
Continuous angiotensin II infusion increases tumour: normal blood flow ratio in colo-rectal liver metastases.	2001-11-30	11742481
Glyoxal and methylglyoxal induce lyoxal and methyglyoxal induce aggregation and inactivation of ERK in human endothelial cells.	2001-11-15	11705701
Immunological detection of a novel advanced glycation end-product.	2001-11	11788793
Troglitazone selectively inhibits glyoxalase I gene expression.	2001-11	11719831
Prolonged exposure to glucose degradation products impairs viability and function of human peritoneal mesothelial cells.	2001-11	11675420
Highly efficient Aerococcus viridans L-alpha-glycerophosphate oxidase production in the presence of H2O2-decomposing agent: purification and kinetic characterization.	2001-10	11759680
High concentrations of glucose induce synthesis of argpyrimidine in retinal endothelial cells.	2001-08	11840348
Glucocorticoids and polyamine inhibitors synergize to kill human leukemic CEM cells.	2001-07-24	11922393
Protein glycation: creation of catalytic sites for free radical generation.	2001-04	11795527
AGES in brain ageing: AGE-inhibitors as neuroprotective and anti-dementia drugs?	2001	11708614

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:47:11 GMT 2025` Edited by `admin` on `Mon Mar 31 18:47:11 GMT 2025`
Record UNII	722KLD7415
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PYRUVALDEHYDE

Systematic Name

English

METHYLGLYOXAL

Preferred Name

English

2-OXOPROPIONALDEHYDE

Systematic Name

English

NSC-337790

Code

English

NSC-79019

Code

English

PYRUVIC ALDEHYDE

Common Name

English

2-OXOPROPANAL

Systematic Name

English

ACETYL FORMALDEHYDE

Systematic Name

English

2-KETOPROPIONALDEHYDE

Systematic Name

English

PYRUVALDEHYDE [FHFI]

Common Name

English

FEMA NO. 2969

Code

English

Methylglyoxal [WHO-DD]

Common Name

English

METHYLGLYOXAL [MI]

Common Name

English

METHYL GLYOXAL [HSDB]

Common Name

English

METHYL GLYOXAL

Systematic Name

English

ACETYLFORMYL

Common Name

English

METHYLGLYOXAL [IARC]

Common Name

English

.ALPHA.-KETOPROPIONALDEHYDE

Systematic Name

English

NSC-626580

Code

English

Classification Tree Code System Code

JECFA EVALUATION

PYRUVALDEHYDE