ChemFOnt: Showing chemical card for 2,4-dihydroxypyrimidine-5-carboxylic acid (CFc000139710)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:15:27 UTC

Chemfont ID

CFc000139710

Molecule Identification

Common Name

2,4-dihydroxypyrimidine-5-carboxylic acid

Definition

uracil-5-carboxylic acid, also known as 5-carboxyuracil or isoorotic acid, belongs to the class of organic compounds known as pyrimidinecarboxylic acids. These are pyrimidines with a structure containing a carboxyl group attached to the pyrimidine ring. uracil-5-carboxylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2,4-Dihydroxy-5-pyrimidinecarboxylic acid	ChEBI
5-Carboxyuracil	ChEBI
Isoorotic acid	ChEBI
Steviolbioside	ChEBI
Uracil 5-carboxylate	ChEBI
Uracil 5-carboxylic acid	ChEBI
2,4-Dihydroxy-5-pyrimidinecarboxylate	Generator
Isoorotate	Generator
Uracil-5-carboxylate	Generator
2,4-Dihydroxypyrimidine-5-carboxylate	Generator
Uracil-5-carboxylic acid	MeSH

Chemical Formula

C₅H₄N₂O₄

Average Molecular Weight

156.0963

Monoisotopic Molecular Weight

156.017106626

IUPAC Name

2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid

Traditional Name

steviolbioside

CAS Registry Number

23945-44-0

SMILES

OC(=O)C1=CNC(=O)NC1=O

InChI Identifier

InChI=1S/C5H4N2O4/c8-3-2(4(9)10)1-6-5(11)7-3/h1H,(H,9,10)(H2,6,7,8,11)

InChI Key

ZXYAAVBXHKCJJB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidinecarboxylic acids. These are pyrimidines with a structure containing a carboxyl group attached to the pyrimidine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrimidines and pyrimidine derivatives

Direct Parent

Pyrimidinecarboxylic acids

Alternative Parents

Substituents

Pyrimidine-5-carboxylic acid
Hydroxypyrimidine
Vinylogous acid
Heteroaromatic compound
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyrimidinemonocarboxylic acid (CHEBI:17477 )

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	3.71 g/L	ALOGPS
logP	-1.2	ALOGPS
logP	-1.3	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	2.8	ChemAxon
pKa (Strongest Basic)	-7.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	95.5 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	32.04 m³·mol⁻¹	ChemAxon
Polarizability	12.42 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0159302

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C03030

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

90301

PDB ID

Not Available

ChEBI ID

17477

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2,4-dihydroxypyrimidine-5-carboxylic acid (CFc000139710)

MOL for CFc000139710 (2,4-dihydroxypyrimidine-5-carboxylic acid)

3D MOL for CFc000139710 (2,4-dihydroxypyrimidine-5-carboxylic acid)

3D SDF for CFc000139710 (2,4-dihydroxypyrimidine-5-carboxylic acid)

3D-SDF for CFc000139710 (2,4-dihydroxypyrimidine-5-carboxylic acid)

PDB for CFc000139710 (2,4-dihydroxypyrimidine-5-carboxylic acid)

3D PDB for CFc000139710 (2,4-dihydroxypyrimidine-5-carboxylic acid)

SMILES for CFc000139710 (2,4-dihydroxypyrimidine-5-carboxylic acid)

INCHI for CFc000139710 (2,4-dihydroxypyrimidine-5-carboxylic acid)

Structure for CFc000139710 (2,4-dihydroxypyrimidine-5-carboxylic acid)

3D Structure for CFc000139710 (2,4-dihydroxypyrimidine-5-carboxylic acid)