MiMeDB: Showing metabocard for Ureidoglycolic acid (MMDBc0033205)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:39:00 UTC

Update Date

2022-08-31 22:29:47 UTC

Metabolite ID

MMDBc0033205

Metabolite Identification

Common Name

Ureidoglycolic acid

Description

(S)-Ureidoglycolic acid is an hydrolysis product of allantoate in the allantoin degradation to glyoxylate pathway. Allantoin is a common product of purine degradation. Allantoin is rich in nitrogen and many organisms are able to degrade it and recycle it. Yeast can use allantoin as sole nitrogen source by degrading it to urea, CO2 and glyoxylate. Urea is further degraded to ammonia. [Biocyc PWY-5694]

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Ureidoglycolate	ChEBI
(+)-Ureidoglycolate	Kegg
(+)-Ureidoglycolic acid	Kegg

Molecular Formula

C₃H₆N₂O₄

Average Mass

134.0907

Monoisotopic Mass

134.03275669

IUPAC Name

2-hydroxy-2-[(C-hydroxycarbonimidoyl)amino]acetic acid

Traditional Name

hydroxy(C-hydroxycarbonimidoylamino)acetic acid

CAS Registry Number

Not Available

SMILES

OC(NC(O)=N)C(O)=O

InChI Identifier

InChI=1S/C3H6N2O4/c4-3(9)5-1(6)2(7)8/h1,6H,(H,7,8)(H3,4,5,9)

InChI Key

NWZYYCVIOKVTII-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-carbamoyl-alpha amino acids. N-carbamoyl-alpha amino acids are compounds containing an alpha amino acid which bears an carbamoyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-carbamoyl-alpha amino acids

Alternative Parents

Substituents

N-carbamoyl-alpha-amino acid
Alpha-hydroxy acid
Hydroxy acid
Carbonic acid derivative
Urea
Alkanolamine
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Organic oxygen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

ureidocarboxylic acid (CHEBI:49050 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	5.48 g/L	ALOGPS
logP	-1.8	ALOGPS
logP	-2.6	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	1.78	ChemAxon
pKa (Strongest Basic)	5.34	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	113.64 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	36.26 m³·mol⁻¹	ChemAxon
Polarizability	10.81 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-01r6-9100000000-a7e6b112e52795850588	2016-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-9600000000-0a047d867d01c5aa32e9	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03dl-9000000000-9b2d0e3c28bc2051895c	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-81c45c3e3500b56791c2	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-9100000000-45deda2e5697d45e6568	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-052f-9000000000-9b550eca581c8f1b10ae	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-843a3919bbf8836f6791	2016-09-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00007465

Chemspider ID

Not Available

KEGG Compound ID

C02766

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

336

PDB ID

Not Available

ChEBI ID

49050

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Yoo HS, Cooper TG: The ureidoglycollate hydrolase (DAL3) gene in Saccharomyces cerevisiae. Yeast. 1991 Oct;7(7):693-8. doi: 10.1002/yea.320070705. [PubMed:1776360 ]
Lawther RP, Riemer E, Chojnacki B, Cooper TG: Clustering of the genes for allantoin degradation in Saccharomyces cerevisiae. J Bacteriol. 1974 Aug;119(2):461-8. doi: 10.1128/jb.119.2.461-468.1974. [PubMed:4604238 ]

Showing metabocard for Ureidoglycolic acid (MMDBc0033205)

MOL for #<Metabolite:0x00007fecfd774150>

3D MOL for #<Metabolite:0x00007fecfd774150>

3D SDF for #<Metabolite:0x00007fecfd774150>

3D-SDF for #<Metabolite:0x00007fecfd774150>

PDB for #<Metabolite:0x00007fecfd774150>

3D PDB for #<Metabolite:0x00007fecfd774150>

SMILES for #<Metabolite:0x00007fecfd774150>

INCHI for #<Metabolite:0x00007fecfd774150>

Structure for #<Metabolite:0x00007fecfd774150>

3D Structure for #<Metabolite:0x00007fecfd774150>