ChemFOnt: Showing chemical card for 1,3-Dimethyluracil (CFc000001440)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:46:04 UTC

Chemfont ID

CFc000001440

Molecule Identification

Common Name

1,3-Dimethyluracil

Definition

1,3-Dimethyluracil is a methyl derivative of uric acid, found occasionally in human urine. 1,3-Dimethyluracil is one of the purine component in urinary calculi. Methylated purines originate from the metabolism of methylxanthines (caffeine, theophylline and theobromine). Methyluric acids are indistinguishable from uric acid by simple methods routinely used in clinical laboratories, requiring the use of high-performance liquid chromatography (HPLC). Purine derivatives in urinary calculi could be considered markers of abnormal purine metabolism. The content of a purine derivative in stone depends on its average urinary excretion in the general population, similarity to the chemical structure of uric acid, and content of the latter in stone. This suggests that purines in stones represent a solid solution with uric acid as solvent. It is also plausible that methylxanthines, ubiquitous components of the diet and drugs, are involved in the pathogenesis of urolithiasis. (PMID:11712316 , 15833286 , 3506820 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2,4-Dihydroxy-1,3-dimethylpyrimidine	ChEBI
N,N'-dimethyluracil	ChEBI
N1,N3-Dimethyluracil	ChEBI
1, 3-Dimethyl-2,4(1H,3H)-pyrimidinedione	HMDB
1,3-Dimethyl-2,4(1H,3H)-pyrimidinedione	HMDB

Chemical Formula

C₆H₈N₂O₂

Average Molecular Weight

140.1399

Monoisotopic Molecular Weight

140.05857751

IUPAC Name

1,3-dimethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

Traditional Name

1,3-dimethyluracil

CAS Registry Number

874-14-6

SMILES

CN1C=CC(=O)N(C)C1=O

InChI Identifier

InChI=1S/C6H8N2O2/c1-7-4-3-5(9)8(2)6(7)10/h3-4H,1-2H3

InChI Key

JSDBKAHWADVXFU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidones. Pyrimidones are compounds that contain a pyrimidine ring, which bears a ketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrimidines and pyrimidine derivatives

Direct Parent

Pyrimidones

Alternative Parents

Substituents

Pyrimidone
Hydropyrimidine
Heteroaromatic compound
Vinylogous amide
Urea
Lactam
Azacycle
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyrimidone (CHEBI:74763 )

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0002144)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	270 g/L	ALOGPS
logP	-0.81	ALOGPS
logP	-0.41	ChemAxon
logS	0.28	ALOGPS
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	40.62 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	35.76 m³·mol⁻¹	ChemAxon
Polarizability	13.45 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

HMDB0002144

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022866

KNApSAcK ID

Not Available

Chemspider ID

63310

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

70122

PDB ID

Not Available

ChEBI ID

74763

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Harada, Kaoru; Suzuki, Shinnichiro. The new synthesis of uracil and 1,3-dimethyluracil. Tetrahedron Letters (1976), (27), 2321-2.

Showing chemical card for 1,3-Dimethyluracil (CFc000001440)

MOL for CFc000001440 (1,3-Dimethyluracil)

3D MOL for CFc000001440 (1,3-Dimethyluracil)

3D SDF for CFc000001440 (1,3-Dimethyluracil)

3D-SDF for CFc000001440 (1,3-Dimethyluracil)

PDB for CFc000001440 (1,3-Dimethyluracil)

3D PDB for CFc000001440 (1,3-Dimethyluracil)

SMILES for CFc000001440 (1,3-Dimethyluracil)

INCHI for CFc000001440 (1,3-Dimethyluracil)

Structure for CFc000001440 (1,3-Dimethyluracil)

3D Structure for CFc000001440 (1,3-Dimethyluracil)