FComEx: Dihydrothymine (PC000413)

Record Information

Version

1.0

Creation date

2015-10-09 22:30:35 UTC

Update date

2017-01-19 02:36:22 UTC

FoodComEx ID

PC000413

FoodDB Record

FDB021892

Chemical Information

Name

Dihydrothymine

Description

An intermediate breakdown product of thymine. Dihydropyrimidine dehydrogenase catalyzes the reduction of thymine to 5, 6-dihydrothymine then dihydropyrimidinase hydrolyzes 5, 6-dihydrothymine to N-carbamyl-b-alanine. Finally, beta-ureidopropionase catalyzes the conversion of N-carbamyl-b-alanine to beta-alanine. Patients with dihydropyrimidinase deficiency exhibit highly increased concentrations of 5, 6-dihydrouracil and 5, 6-dihydrothymine and moderately increased concentrations of uracil and thymine can be detected in urine [HMDB]. Dihydrothymine is found in many foods, some of which are japanese pumpkin, sorrel, lowbush blueberry, and horseradish tree.

CAS Number

696-04-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
5-Methyl-5,6-dihydrouracil	hmdb
5-methyl-Hydrouracil	hmdb
5-Methyldihydropyrimidine-2,4(1H,3H)-dione	hmdb
5,6-Dihydro-5-methyluracil	hmdb
5,6-Dihydrothymine	hmdb
dihydro-5-methyl-2,4(1H,3H)-Pyrimidinedione	hmdb
Dihydrothymine	hmdb

Chemical Formula

C5H8N2O2

IUPAC name

5-methyl-1,3-diazinane-2,4-dione

InChI Identifier

InChI=1S/C5H8N2O2/c1-3-2-6-5(9)7-4(3)8/h3H,2H2,1H3,(H2,6,7,8,9)

InChI Key

NBAKTGXDIBVZOO-UHFFFAOYSA-N

Isomeric SMILES

CC1CNC(=O)NC1=O

Average Molecular Weight

128.1292

Monoisotopic Molecular Weight

128.05857751

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydropyrimidines. Hydropyrimidines are compounds containing a hydrogenated pyrimidine ring (i.E. Containing less than the maximum number of double bonds.).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrimidines and pyrimidine derivatives

Direct Parent

Hydropyrimidines

Alternative Parents