FComEx: dCMP (PC000767)

Record Information

Version

1.0

Creation date

2015-10-09 22:32:35 UTC

Update date

2017-01-19 02:36:35 UTC

FoodComEx ID

PC000767

FoodDB Record

FDB022488

Chemical Information

Name

dCMP

Description

dCMP, also known as deoxycytidylate, belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleoside monophosphates. These are pyrimidine nucleotides with a monophosphate group linked to the ribose moiety lacking a hydroxyl group at position 2. dCMP is an extremely weak basic (essentially neutral) compound (based on its pKa). dCMP exists in all living species, ranging from bacteria to humans. Within humans, dCMP participates in a number of enzymatic reactions. In particular, dCMP can be converted into dCDP; which is mediated by the enzyme UMP-CMP kinase 2, mitochondrial. In addition, dCMP can be converted into deoxycytidine; which is mediated by the enzyme cytosolic purine 5'-nucleotidase. In humans, dCMP is involved in the metabolic disorder called ump synthase deficiency (orotic aciduria). Outside of the human body, dCMP has been detected, but not quantified in, several different foods, such as tronchuda cabbages, american cranberries, common oregano, longans, and soy beans. This could make dCMP a potential biomarker for the consumption of these foods. A pyrimidine 2'-deoxyribonucleoside 5'-monophosphate having cytosine as the nucleobase.

CAS Number

1032-65-1

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
2'-Deoxycytidine 5'-monoate	ChEBI
2'-Deoxycytidine 5'-monoic acid	Generator
2'-Deoxycytidine 5'-monophosphate	hmdb
2'-Deoxycytidine-3'-monoate	HMDB
2'-Deoxycytidine-3'-monophosphate	hmdb
2'-Deoxycytidine-5'-ate	HMDB
2'-DEOXYCYTIDINE-5'-monoATE	ChEBI
2'-DEOXYCYTIDINE-5'-monoic acid	Generator
2'-Deoxycytidine-5'-monoorate	HMDB
2'-Deoxycytidine-5'-monooric acid	HMDB
2'-Deoxycytidine-5'-monophosphate	hmdb
2'-Deoxycytidine-5'-monophosphorate	hmdb
2'-Deoxycytidine-5'-monophosphoric acid	hmdb
2'-deoxycytidine-5'-phosphate	hmdb
2'-Deoxycytosine 5'-monoate	ChEBI
2'-Deoxycytosine 5'-monoic acid	Generator
C	hmdb
dCMP	hmdb
Deoxycytidine monoate	ChEBI
Deoxycytidine monoic acid	Generator
deoxycytidine monophosphate	hmdb
Deoxycytidine-ate	HMDB
deoxycytidine-phosphate	hmdb
Deoxycytidylate	hmdb
deoxycytidylic acid	hmdb

Chemical Formula

C9H14N3O7P

IUPAC name

{[(2R,3S,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid

InChI Identifier

InChI=1S/C9H14N3O7P/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(19-8)4-18-20(15,16)17/h1-2,5-6,8,13H,3-4H2,(H2,10,11,14)(H2,15,16,17)/t5-,6+,8+/m0/s1

InChI Key

NCMVOABPESMRCP-SHYZEUOFSA-N

Isomeric SMILES

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

Average Molecular Weight

307.1971

Monoisotopic Molecular Weight

307.056936329

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleoside monophosphates. These are pyrimidine nucleotides with a monophosphate group linked to the ribose moiety lacking a hydroxyl group at position 2.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleotides

Sub Class

Pyrimidine deoxyribonucleotides

Direct Parent

Pyrimidine 2'-deoxyribonucleoside monophosphates

Alternative Parents