ChemFOnt: Showing chemical card for Oxaluric acid (CFc000282535)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:34:59 UTC

Chemfont ID

CFc000282535

Molecule Identification

Common Name

Oxaluric acid

Definition

Oxalureate, also known as monooxalylurea or oxaluric acid, is a member of the class of 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. Oxalureate is slightly soluble (in water) and a moderately acidic compound (based on its pKa). Oxalureate can be found in cocoa bean, which makes oxalureate a potential biomarker for the consumption of this food product. Oxalureate may be a unique E.coli metabolite.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Monooxalylurea	ChEBI
Onooxalylurea	ChEBI
Oxal	ChEBI
Oxalurate	ChEBI
Ureido(oxo)acetic acid	ChEBI
Oxaluric acid	Kegg
N-Carbamoyl-2-oxoglycine	Kegg
Ureido(oxo)acetate	Generator
Oxalate	Generator
Oxalic acid	Generator
Oxalureic acid	Generator
Oxalureate	ChEBI
Carbamoyloxamic acid	MeSH

Chemical Formula

C₃H₄N₂O₄

Average Molecular Weight

132.0749

Monoisotopic Molecular Weight

132.017106626

IUPAC Name

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

Traditional Name

oxalureate

CAS Registry Number

585-05-7

SMILES

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

InChI Identifier

InChI=1S/C3H4N2O4/c4-3(9)5-1(6)2(7)8/h(H,7,8)(H3,4,5,6,9)

InChI Key

UWBHMRBRLOJJAA-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
N-acyl urea
Ureide
Dicarboximide
Urea
Carbonic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Carbonyl group
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

ureas (CHEBI:16582 )
2-oxo monocarboxylic acid (CHEBI:16582 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0303019)

Food

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.71 g/L	ALOGPS
logP	-0.95	ALOGPS
logP	-0.83	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	2.67	ChemAxon
pKa (Strongest Basic)	2.25	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	113.97 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	35.96 m³·mol⁻¹	ChemAxon
Polarizability	10.18 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