Deoxycytidine monophosphate

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

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.

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. Additionally dCMP is an indicator of several metabolite deficiency pathways such as UMP synthase deficiency or orotic aciduria.

See also

• Cytidine monophosphate