FComEx: thymidine (PC000139)

Record Information

Version

1.0

Creation date

2015-10-09 22:28:47 UTC

Update date

2017-01-19 02:36:14 UTC

FoodComEx ID

PC000139

FoodDB Record

FDB031201

Chemical Information

Name

thymidine

Description

Thymidine, also known as deoxythymidine or DTHD, belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleosides. Pyrimidine 2'-deoxyribonucleosides are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at position 2. Thymidine is an extremely weak basic (essentially neutral) compound (based on its pKa). Thymidine exists in all living species, ranging from bacteria to humans. In cell biology it is used to synchronize the cells in S phase. Within humans, thymidine participates in a number of enzymatic reactions. In particular, thymidine can be biosynthesized from 5-thymidylic acid through its interaction with the enzyme cytosolic purine 5'-nucleotidase. In addition, thymidine can be converted into 5-thymidylic acid; which is catalyzed by the enzyme thymidine kinase, cytosolic. In humans, thymidine is involved in the metabolic disorder called ump synthase deficiency (orotic aciduria). Outside of the human body, Thymidine has been detected, but not quantified in, several different foods, such as horned melons, asian pears, brassicas, japanese chestnuts, and apricots. This could make thymidine a potential biomarker for the consumption of these foods. Thymidine is a potentially toxic compound. Thymidine is non-toxic and is a naturally occurring compound that exists in all living organisms and DNA viruses. RNA does not have thymidine and has uridine instead. Thymidine is the DNA base T, which pairs with adenosine in double stranded DNA. 25% of DNA is composed of thymidine. Thymidine is a chemical compound which is a pyrimidine nucleoside. Thymidine is the DNA nucleoside T, which pairs with deoxyadenosine (A) in double-stranded DNA. Thymidine is a pyrimidine deoxynucleoside.

CAS Number

50-89-5

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source

Chemical Formula

C10H14N2O5

IUPAC name

1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

InChI Identifier

InChI=1S/C10H14N2O5/c1-5-3-12(10(16)11-9(5)15)8-2-6(14)7(4-13)17-8/h3,6-8,13-14H,2,4H2,1H3,(H,11,15,16)/t6-,7+,8+/m0/s1

InChI Key

IQFYYKKMVGJFEH-XLPZGREQSA-N

Isomeric SMILES

CC1=CN([C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)NC1=O

Average Molecular Weight

242.2286

Monoisotopic Molecular Weight

242.090271568

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleosides. Pyrimidine 2'-deoxyribonucleosides are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at position 2.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleosides

Sub Class

Pyrimidine 2'-deoxyribonucleosides

Direct Parent

Pyrimidine 2'-deoxyribonucleosides

Alternative Parents