Deoxycytidine monophosphate

Deoxycytidine monophosphate (dCMP), also known as deoxycytidylic acid or deoxycytidylate in its conjugate acid and conjugate base forms, respectively, is a deoxynucleotide and one of the four monomers that make up DNA. In a DNA double helix, it will base pair with deoxyguanosine monophosphate.^[1]

Deoxycytidine monophosphate

Names
IUPAC name 2′-Deoxycytidylic acid
Systematic IUPAC name [(2R,3S,5R)-5-(4-Amino-2-oxopyrimidin-1(2H)-yl)-3-hydroxyoxolan-2-yl]methyl dihydrogen phosphate
Identifiers
CAS Number	1032-65-1 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:15918 Y
ChEMBL	ChEMBL374699 Y
ChemSpider	13343 Y
ECHA InfoCard	100.012.591
MeSH	Deoxycytidine+monophosphate
PubChem CID	624
UNII	W7A9174XQL Y
CompTox Dashboard (EPA)	DTXSID20908251 DTXSID40948477, DTXSID20908251
InChI 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 Y Key: NCMVOABPESMRCP-SHYZEUOFSA-N Y InChI=1/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 Key: NCMVOABPESMRCP-SHYZEUOFBL
SMILES c1cn(c(=O)nc1N)[C@H]2C[C@@H]([C@H](O2)COP(=O)(O)O)O
Properties
Chemical formula	C9H14N3O7P
Molar mass	307.199 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

Medical use

Deoxycytidine monophosphate is a molecule of interest in treating genetic disorders such as thymidine kinase 2 (TK2) deficiency. In the case of TK2 deficiency, dCMP in conjunction with deoxythymidine monophosphate (dTMP) to bypass the deficiency in the TK2 enzyme.^[2] Additionally dCMP is an indicator of several metabolite deficiency pathways such as UMP synthase deficiency or orotic aciduria.^[3]

See also

• Cytidine monophosphate