Glyoxylic Acid

Details

Stereochemistry	ACHIRAL
Molecular Formula	C2H2O3
Molecular Weight	74.0355
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)C=O

InChI

InChIKey=HHLFWLYXYJOTON-UHFFFAOYSA-N

InChI=1S/C2H2O3/c3-1-2(4)5/h1H,(H,4,5)

HIDE SMILES / InChI

Molecular Formula	C2H2O3
Molecular Weight	74.0355
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
Crystal structure of Escherichia coli EC1530, a glyoxylate induced protein YgbM.	2002-08-01	12112708
The role of peroxisomes in the integration of metabolism and evolutionary diversity of photosynthetic organisms.	2002-08	12127583
Potential mechanisms of marked hyperoxaluria not due to primary hyperoxaluria I or II.	2002-08	12110000
[Metabolism of Yarrowia lipolytica grown on ethanol under conditions promoting the production of alpha-ketoglutaric and citric acids: a comparative study of the central metabolism enzymes].	2002-07-26	12138751
[Carbon and sulfur metabolism in representatives of two clusters of bacteria of the genus Leucothrix: a comparative study].	2002-07-26	12138749
An efficient route for the preparation of a 21-fluoro progestin-16 alpha,17 alpha-dioxolane, a high-affinity ligand for PET imaging of the progesterone receptor.	2002-07-12	12098304
The malate dehydrogenase of Ralstonia eutropha and functionality of the C(3)/C(4) metabolism in a Tn5-induced mdh mutant.	2002-07-02	12113928
Regulation of carbonic anhydrase gene expression in cotyledons of cotton (Gossypium hirsutum L.) seedlings during post-germinative growth.	2002-07	12090621
A bicyclic autotrophic CO2 fixation pathway in Chloroflexus aurantiacus.	2002-06-07	11929869
Beta-scission of side-chain alkoxyl radicals on peptides and proteins results in the loss of side-chains as aldehydes and ketones.	2002-06-01	12031901
[Peculiarities of ethanol metabolism in an Acinetobacter sp. mutant strain defective in exopolysaccharide synthesis].	2002-05-25	12024823
Segment-specific decrease of both catecholamine concentration and acetylcholinesterase activity are accompanied by nerve refinement in the rat cauda epididymis during sexual maturation.	2002-05-11	12002439
Mobilization of seed storage lipid by Arabidopsis seedlings is retarded in the presence of exogenous sugars.	2002-05-07	11996676
Alcohol consumption in the absence of adequate nutrition may lead to activation of the glyoxylate cycle in man.	2002-05	12056879
The ethanolic fermentation pathway supports respiration and lipid biosynthesis in tobacco pollen.	2002-05	12000680
Active oxygen and cell death in cereal aleurone cells.	2002-05	11997375
Activation of the plant mitochondrial alternative oxidase: insights from site-directed mutagenesis.	2002-04-22	12034477
Global expression profiling of acetate-grown Escherichia coli.	2002-04-12	11815613
Metabolic network analysis of an adipoyl-7-ADCA-producing strain of Penicillium chrysogenum: elucidation of adipate degradation.	2002-04	12009794
Purification and characterization of recombinant malate synthase enzymes from Streptomyces coelicolor A3(2) and S. clavuligerus NRRL3585.	2002-04	11986926
Monitoring the switch from housekeeping to pathogen defense metabolism in Arabidopsis thaliana using cDNA arrays.	2002-03-22	11748215
Purification and characterization of isocitrate lyase from the wood-destroying basidiomycete Fomitopsis palustris grown on glucose.	2002-03-15	11888209
Electron-poor benzonitriles as labile, stabilizing ligands in asymmetric catalysis.	2002-03-07	11869112
Purification and characterization of malate synthase from the glucose-grown wood-rotting basidiomycete Fomitopsis palustris.	2002-03	12005052
Isocitrate lyase of the facultative intracellular pathogen Rhodococcus equi.	2002-03	11882714
Evidence for an operative glyoxylate cycle in the thermoacidophilic crenarchaeon Sulfolobus acidocaldarius.	2002-02-27	11904155
Targeting of malate synthase 1 to the peroxisomes of Saccharomyces cerevisiae cells depends on growth on oleic acid medium.	2002-02	11846793
Evolution of the enzymes of the citric acid cycle and the glyoxylate cycle of higher plants. A case study of endosymbiotic gene transfer.	2002-02	11846788
Primary hyperoxaluria: report of a patient with livedo reticularis and digital infarcts.	2002-02	11807460
A novel zwitterionic anthocyanin from evergreen blackberry (Rubus laciniatus Willd.).	2002-01-16	11782214
Distribution and development of dopamine- and octopamine-synthesizing neurons in the medicinal leech.	2002-01-07	11754166
Characterization of null mutants of the glyoxylate cycle and gluconeogenic enzymes in S. cerevisiae through metabolic network modeling verified by chemostat cultivation.	2002-01-05	11745174
Glycine and alanine dehydrogenase activities are catalyzed by the same protein in Mycobacterium smegmatis: upregulation of both activities under microaerophilic adaptation.	2002-01	11888165
Microbial degradation of polyethers.	2002-01	11831473
Ped3p is a peroxisomal ATP-binding cassette transporter that might supply substrates for fatty acid beta-oxidation.	2002-01	11828016
Does the glyoxylate cycle have an anaplerotic function in plants?	2002-01	11804821
Cloning, heterologous expression and purification of an isocitrate lyase from Streptomyces clavuligerus NRRL 3585.	2001-12-03	11750062
Synthesis of novel protected Nalpha(omega-thioalkyl) amino acid building units and their incorporation in backbone cyclic disulfide and thioetheric bridged peptides.	2001-12	12005422
Alternative oxidase in durum wheat mitochondria. Activation by pyruvate, hydroxypyruvate and glyoxylate and physiological role.	2001-12	11773530
Production and chemiluminescent free radical reactions of glyoxal in lipid peroxidation of linoleic acid by the ligninolytic enzyme, manganese peroxidase.	2001-12	11733005
Novel mutation in the GRHPR gene in a Chinese patient with primary hyperoxaluria type 2 requiring renal transplantation from a living related donor.	2001-12	11728965
Modulation of TCA cycle enzymes and aluminum stress in Pseudomonas fluorescens.	2001-11	11709206
The glyoxylate cycle in an arbuscular mycorrhizal fungus. Carbon flux and gene expression.	2001-11	11706207
Calcinosis cutis in a patient with primary hyperoxaluria due to hepatic enzyme deficiency.	2001-10	11732730
Characterization of secondary aerosol from the photooxidation of toluene in the presence of NOx and 1-propene.	2001-09-15	11783638
Detection of AGXT bgene mutations by denaturing high-performance liquid chromatography for diagnosis of hyperoxaluria type 1.	2001-06	11699734
Inactivation of polymorphic variants of human glutathione transferase zeta (hGSTZ1-1) by maleylacetone and fumarylacetone.	2001	11764965
Human fungal pathogens accelerate into the genomics era.	2001	11737943
Direct interaction between glyoxysomes and lipid bodies in cotyledons of the Arabidopsis thaliana ped1 mutant.	2001	11732324
Formation of glyoxylate from alpha-hydroxyglutarate by Rhodospirillum rubrum.	1970-04-16	11947489

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:39:39 GMT 2025` Edited by `admin` on `Mon Mar 31 19:39:39 GMT 2025`
Record UNII	JQ39C92HH6
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

Glyoxylic Acid

Official Name

English

NSC-27785

Preferred Name

English

Glyoxylic acid [WHO-DD]

Common Name

English

GLYOXYLIC ACID [HSDB]

Common Name

English

GLYOXYLIC ACID [MI]

Common Name

English

2-Oxoacetic acid

Systematic Name

English

ALLANTOIN IMPURITY A [EP IMPURITY]

Common Name

English

Code System Code Type Description

CHEBI

16891