P. aeruginosa Metabolome Database: glyoxylate (PAMDB110768)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes Transporters

Proteins (3280)

Record Information

Version

1.0

Update Date

1/22/2018 12:54:54 PM

Metabolite ID

PAMDB110768

Identification

Name:

glyoxylate

Description:

An oxo monocarboxylic acid anion in which the oxo group is located at the 2-position.

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

glyoxalate
glyox
glyoxylic acid

Chemical Formula:

C₂HO₃

Average Molecular Weight:

73.028

Monoisotopic Molecular Weight:

74.0003939305

InChI Key:

HHLFWLYXYJOTON-UHFFFAOYSA-M

InChI:

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

CAS number:

298-12-4

IUPAC Name:

2-oxoacetic acid

Traditional IUPAC Name:

glyoxylic acid

SMILES:

[CH](C(=O)[O-])=O

Chemical Taxonomy

Taxonomy Description

This compound belongs to the class of chemical entities known as carboxylic acids. These are compounds containing a carboxylic acid group with the formula -C(=O)OH.

Kingdom

Chemical entities

Super Class

Organic compounds

Class

Organic acids and derivatives

Sub Class

Carboxylic acids and derivatives

Direct Parent

Carboxylic acids

Alternative Parents

Substituents

Monocarboxylic acid or derivatives
Carboxylic acid
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Short-chain aldehyde
Organooxygen compound
Carbonyl group
Aldehyde
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

2-oxo monocarboxylic acid (CHEBI:16891 )
aldehydic acid (CHEBI:16891 )

Physical Properties

State:

Liquid

Charge:

-1

Melting point:

-93 °C

Experimental Properties:

Property	Value	Reference
Melting Point	-93 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	224.0 mg/mL	ALOGPS
logP	-0.59	ALOGPS
logP	-0.13	ChemAxon
logS	0.48	ALOGPS
pKa (Strongest Acidic)	2.61	ChemAxon
pKa (Strongest Basic)	-9.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	13.5 m³·mol^-1	ChemAxon
Polarizability	5.35 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations:

Not Available

Reactions:

sarcosine + Water + Oxygen → glyoxylate + methylamine + Hydrogen peroxide
glycolate + Oxygen → glyoxylate + Hydrogen peroxide
Acceptor + glycolate → Donor-H2 + glyoxylate
S-ureidoglycolate → Urea + glyoxylate
CPD-15015 → glyoxylate + pyruvate

Pathways:

Alanine Metabolism pae00250
Glycine and Serine Metabolism pae00260

Spectra

Spectra:

Spectrum Type	Description	Splash Key
GC-MS	GC-MS Spectrum - GC-MS (1 MEOX; 1 TMS)	splash10-03di-3900000000-16bc69e0e9d51e54854e	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS	Not Available
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)	splash10-00di-9000000000-72c34bc34b8c3341442b	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)	splash10-00di-9000000000-920a0dc738957201d4ba	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)	splash10-00di-9000000000-857c7f2d72c3d4c10dbf	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative	splash10-00di-9000000000-9b5825d5d9d8b094fefa	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative	splash10-00di-9000000000-de556f03ea428deff5e2	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative	splash10-00dl-9000000000-74b253632894213d473c	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-9000000000-a8cc2c89793394fdf9e4	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a6r-9000000000-d20183b08984d4766e8a	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-ea9968e3933fd734506c	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-9000000000-cef8efc477a2500a7ead	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-9000000000-3817c0865df629803538	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00di-9000000000-bb935f857fb5fd08c7e3	View in MoNA
MS	Mass Spectrum (Electron Ionization)	splash10-004l-9000000000-a04bafbf8e0b990094a3	View in MoNA
1D NMR	1H NMR Spectrum	Not Available
1D NMR	1H NMR Spectrum	Not Available
1D NMR	13C NMR Spectrum	Not Available
2D NMR	[1H,13C] 2D NMR Spectrum	Not Available

References

References:

Graupner M, Xu H, White RH (2000)Identification of an archaeal 2-hydroxy acid dehydrogenase catalyzing reactions involved in coenzyme biosynthesis in methanoarchaea. Journal of bacteriology 182, Pubmed: 10850983

Synthesis Reference:

Jie, Yuanping; Song, Zhen. Method for preparing glyoxylic acid. Faming Zhuanli Shenqing Gongkai Shuomingshu (2007), 5pp.

Material Safety Data Sheet (MSDS)

Download (PDF)

Links

External Links:

Resource	Link
CAS	298-12-4
ChEBI	35179
HMDB	HMDB00119
IAF1260	33659
KEGG	C00048
KNApSAcK	C00001186
MetaboLights	MTBLC36655
PubChem	3614358

glyoxylate (PAMDB110768)

Structure for glyoxylate (PAMDB110768)