FComEx: Deoxycytidine (PC000172)

Record Information

Version

1.0

Creation date

2015-10-09 22:29:02 UTC

Update date

2017-01-19 02:36:15 UTC

FoodComEx ID

PC000172

FoodDB Record

FDB021871

Chemical Information

Name

Deoxycytidine

Description

Deoxycytidine, also known as dC, 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. Deoxycytidine is an extremely weak basic (essentially neutral) compound (based on its pKa). Deoxycytidine exists in all living species, ranging from bacteria to humans. Within humans, deoxycytidine participates in a number of enzymatic reactions. In particular, deoxycytidine can be biosynthesized from dCMP; which is mediated by the enzyme cytosolic purine 5'-nucleotidase. In addition, deoxycytidine can be converted into dCMP through its interaction with the enzyme uridine-cytidine kinase-like 1. In humans, deoxycytidine is involved in the metabolic disorder called the beta-ureidopropionase deficiency pathway. Outside of the human body, Deoxycytidine has been detected, but not quantified in, several different foods, such as common sages, greenthread tea, chinese broccoli, oil palms, and lingonberries. This could make deoxycytidine a potential biomarker for the consumption of these foods. A pyrimidine 2'-deoxyribonucleoside having cytosine as the nucleobase.

CAS Number

951-77-9

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
1-(2-Deoxy-b-D-ribofuranosyl)cytosine	hmdb
1-(2-deoxy-beta-D-erythro-pentofuranosyl)-Cytosine	hmdb
1-(2-Deoxy-beta-D-ribofuranosyl)cytosine	hmdb
1-(2-deoxy-beta-delta-erythro-pentofuranosyl)-Cytosine	hmdb
1-(2-Deoxy-beta-delta-ribofuranosyl)cytosine	hmdb
2-deoxy-Cytidine	hmdb
2'-Deoxycytidine	hmdb
4-Amino-1-(2-deoxy-b-D-erythro-pentofuranosyl)-2(1H)-pyrimidinone	hmdb
4-Amino-1-(2-deoxy-beta-D-erythro-pentofuranosyl)-2(1H)-pyrimidinone	hmdb
4-Amino-1-(2-deoxy-beta-delta-erythro-pentofuranosyl)-2(1H)-pyrimidinone	hmdb
4-amino-1-[(2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2(1H)-one	ChEBI
Cytosine deoxyribonucleoside	hmdb
Cytosine deoxyriboside	hmdb
dC	ChEBI
DCYD	ChEBI
deoxy-Cytidine	hmdb
Deoxyribose cytidine	hmdb
Desoxycytidine	hmdb

Chemical Formula

C9H13N3O4

IUPAC name

4-amino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one

InChI Identifier

InChI=1S/C9H13N3O4/c10-7-1-2-12(9(15)11-7)8-3-5(14)6(4-13)16-8/h1-2,5-6,8,13-14H,3-4H2,(H2,10,11,15)/t5-,6+,8+/m0/s1

InChI Key

CKTSBUTUHBMZGZ-SHYZEUOFSA-N

Isomeric SMILES

NC1=NC(=O)N(C=C1)[C@H]1C[C@H](O)[C@@H](CO)O1

Average Molecular Weight

227.2172

Monoisotopic Molecular Weight

227.090605919

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