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Revision as of 13:55, 27 January 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Script assisted update of identifiers from ChemSpider, CommonChemistry and FDA for the Chem/Drugbox validation project - Updated: ChEMBL.← Previous edit Latest revision as of 17:01, 30 April 2023 edit undoLegionMammal978 (talk | contribs)Extended confirmed users7,894 edits move systematic name 
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{{Chembox {{Chembox
| Watchedfields = changed | Watchedfields = changed
| verifiedrevid = 396322569 | verifiedrevid = 443555231
| ImageFile = CMP_chemical_structure.png | ImageFile = CMP_chemical_structure.png
| ImageSize = 180px | ImageSize = 180px
| ImageAlt = Skeletal formula of cytidine monophosphate as an anion (1- charge)
⚫ | IUPACName =
| ImageFile1 = Cytidine monophosphate anion 3D spacefill.png
| OtherNames = 5'-Cytidylic acid
| ImageAlt1 = Space-filling model of the cytidine monophosphate molecule as anion (2- charge)
⚫ | Section1 = {{Chembox Identifiers
⚫ | IUPACName = 5′-Cytidylic acid
| SystematicName = methyl dihydrogen phosphate
| OtherNames = Cytidylic acid; 5'-Cytidylic acid; Cytidine 5'-monophosphate; Cytidine 5'-phosphate; Cytidylate; 5'-CMP
⚫ |Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 5901 | ChemSpiderID = 5901
| InChI = 1/C9H14N3O8P/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1 | InChI = 1/C9H14N3O8P/c10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h1-2,4,6-8,13-14H,3H2,(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1
| InChIKey = IERHLVCPSMICTF-XVFCMESIBY | InChIKey = IERHLVCPSMICTF-XVFCMESIBY
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 307679 | ChEMBL = 307679
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI_Ref = {{stdinchicite|correct|chemspider}}
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| StdInChIKey = IERHLVCPSMICTF-XVFCMESISA-N | StdInChIKey = IERHLVCPSMICTF-XVFCMESISA-N
| CASNo = 63-37-6 | CASNo = 63-37-6
| CASNo_Ref = {{cascite|correct|CAS}} | CASNo_Ref = {{cascite|correct|CAS}}
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = F469818O25
| PubChem = 6131 | PubChem = 6131
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 17361
| SMILES = c1cn(c(=O)nc1N)2(((O2)COP(=O)(O)O)O)O | SMILES = c1cn(c(=O)nc1N)2(((O2)COP(=O)(O)O)O)O
}} }}
| Section2 = {{Chembox Properties |Section2={{Chembox Properties
| C=9 | H=14 | N=3 | O=8 | P=1
| Formula = C<sub>9</sub>H<sub>14</sub>N<sub>3</sub>O<sub>8</sub>P
| MolarMass = 323.20 g/mol
| Appearance = | Appearance =
| pKa = 0.8, 4.5, 6.3 | pKa = 0.8, 4.5, 6.3
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| BoilingPt = | BoilingPt =
| Solubility = }} | Solubility = }}
| Section3 = {{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards = | MainHazards =
| FlashPt = | FlashPt =
| Autoignition = }} | AutoignitionPt = }}
}} }}


'''Cytidine monophosphate''', also known as '''5'-cytidylic acid''' or simply '''cytidylate''', and abbreviated '''CMP''', is a ] that is found in ].<ref name="pmid18262407">{{cite journal |author=Pascal JM |title=DNA and RNA ligases: structural variations and shared mechanisms |journal=Curr. Opin. Struct. Biol. |volume=18 |issue=1 |pages=96–105 |year=2008 |month=February |pmid=18262407 |doi=10.1016/j.sbi.2007.12.008 |url=http://linkinghub.elsevier.com/retrieve/pii/S0959-440X(07)00208-4}}</ref> It is an ] of ] with the ] ]. CMP consists of the ] ], the ] ] ], and the ] ]; hence, a ]. '''Cytidine monophosphate''', also known as '''5'-cytidylic acid''' or simply '''cytidylate''', and abbreviated '''CMP''', is a ] that is used as a ] in ].<ref name="pmid18262407">{{cite journal |author=Pascal JM |title=DNA and RNA ligases: structural variations and shared mechanisms |journal=Curr. Opin. Struct. Biol. |volume=18 |issue=1 |pages=96–105 |date=February 2008 |pmid=18262407 |doi=10.1016/j.sbi.2007.12.008 }}</ref> It is an ] of ] with the ] ]. CMP consists of the ] ], the ] ] ], and the ] ]; hence, a ].
As a ] it takes the form of the prefix '''cytidylyl-'''. As a ] it takes the form of the prefix '''cytidylyl-'''.


==Metabolism== ==Metabolism==
CMP can be phosphorylated to ] by the enzyme CMP kinase, with ] or ] donating the phosphate group. Since ] is generated by amination of ], the main source of CMP is from RNA being decomposed, eg. by ]. CMP can be phosphorylated to ] by the enzyme ], with ] or ] donating the phosphate group. Since ] is generated by amination of ], the main source of CMP is from RNA being decomposed by ].

==Biochemistry==
CMP is used to activate mannose in metabolism.



==See also== ==See also==
⚫ * ]
* ] * ]
* ]
* ]
* ]
* ] * ]
⚫ * ]


==References== ==References==
{{reflist|2}} {{reflist}}

{{-}}
{{Nucleobases, nucleosides, and nucleotides}} {{Nucleobases, nucleosides, and nucleotides}}
{{Purine receptor modulators}}


{{DEFAULTSORT:Cytidine Monophosphate}} {{DEFAULTSORT:Cytidine Monophosphate}}

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{{Biochem-stub}}

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