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Bovine Metabolome Database



Showing metabocard for Cytidine monophosphate (BMDB00095)

Legend: metabolite field enzyme field

Version 1.0
Creation Date 2005-11-16 15:48:42
Update Date 2009-05-05 20:57:41
Accession Number BMDB00095
Common Name Cytidine monophosphate
Description Cytidine monophosphate, also known as 5'-cytidylic acid and abbreviated CMP, is a nucleotide that is found in RNA. It is an ester of phosphoric acid with the nucleoside cytidine. CMP consists of the phosphate group, the pentose sugar ribose, and the nucleobase cytosine.
Synonyms
  1. 5'-CMP
  2. 5Cytidylate
  3. 5Cytidylic acid
  4. CMP
  5. Cytidine 5'-monophosphate
  6. Cytidine 5'-monophosphorate
  7. Cytidine 5'-monophosphoric acid
  8. Cytidine 5'-phosphate
  9. Cytidine 5'-phosphorate
  10. Cytidine 5'-phosphoric acid
  11. Cytidine mono(dihydrogen phosphate)
  12. Cytidine monophosphate
  13. Cytidylate
  14. Cytidylic acid
Chemical IUPAC Name [5-(4-amino-2-oxo-pyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxyphosphonic acid
Chemical Formula C9H14N3O8P
Chemical Structure Structure
Chemical Taxonomy
Kingdom
  • Organic
Super Class
  • Nucleosides and Nucleoside conjugates
Class
  • Nucleotides
Sub Class
  • Nucleotide monophosphates
Family
  • Mammalian_Metabolite
Species
  • secondary alcohol; 1,2-diol; primary amine; primary aromatic amine; oxo(het)arene; phosphoric acid ester; aromatic compound; heterocyclic compound
Biofunction
  • Component of Ganglioside biosynthesis; Component of Globoside metabolism; Component of Glycerophospholipid metabolism; Component of Keratan sulfate biosynthesis; Component of N-Glycan biosynthesis; Component of O-Glycan biosynthesis; Component of Pyrimidine metabolism
Application
Source
  • Endogenous
Average Molecular Weight 323.197
Monoisotopic Molecular Weight 323.051849
Isomeric SMILES NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O
Canonical SMILES NC1=NC(=O)N(C=C1)C1OC(COP(O)(O)=O)C(O)C1O
KEGG Compound ID C00055 Link Image
BioCyc ID CMP Link Image
BiGG ID 33689 Link Image
Wikipedia Link Cytidine monophosphate Link Image
METLIN ID 5143 Link Image
PubChem Compound 6131 Link Image
PubChem Substance 825871 Link Image
ChEBI ID 17361 Link Image
CAS Registry Number 63-37-6
InChI Identifier 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
Synthesis Reference Zhou, Jingkang. Method for preparing cytidine 5'-monophosphate. Faming Zhuanli Shenqing Gongkai Shuomingshu (2005), 12 pp.
Melting Point (Experimental) 233 oC
Experimental Water Solubility Not Available Source: PhysProp
Predicted Water Solubility 98.6 mg/mL [MEYLAN,WM et al. (1996)]; 16.3 mg/mL [Predicted by ALOGPS] Calculated using ALOGPS
Physiological Charge -2
State Solid
Experimental LogP/Hydrophobicity Not Available Source: PhysProp
Predicted LogP/Hydrophobicity -2.05 [Predicted by ALOGPS]; -4.2 [Predicted by PubChem via XLOGP]; -2.75 [MEYLAN,WM & HOWARD,PH (1995)] Calculated using ALOGPS
Material Safety Data Sheet (MSDS)
MOL File Show
SDF File Show
PDB File Show
2D Structure
3D Structure
Experimental PDB ID Not Available
Experimental 1H NMR Spectrum Download Spectrum
Download FID (Varian)
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Experimental 13C NMR Spectrum Not Available
Experimental 13C HSQC Spectrum Download Spectrum
Download FID (Bruker)
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Predicted 1H NMR Spectrum Show Image
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Predicted 13C NMR Spectrum Show Image
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Mass Spectrum
Low Energy
Download File
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Medium Energy
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High Energy
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Simplified TOCSY Spectrum Not Available
BMRB Spectrum Not Available
Cellular Location
  • Cytoplasm (Predicted from LogP)
  • Extracellular
  • golgi apparatus
  • lysosome
  • mitochondria
  • nucleus
Biofluid Location
  • Breast_Milk
Tissue Location
Tissue References
All Tissues
Concentrations (Normal)
Biofluid Breast_Milk
Value 2.900 uM
Age N/A
Sex N/A
Condition Normal
Comments Raw. whole.
References
Biofluid Breast_Milk
Value 12.300 - 86.800 uM
Age N/A
Sex N/A
Condition Normal
Comments Not Available
References
Biofluid Breast_Milk
Value NA NA
Age NA
Sex NA
Condition Normal
Comments Detected but not quantified in conventional whole milk
References
Concentrations (Abnormal) Not Available
Pathway Names
  • Pyrimidine Metabolism
  • Transcription Translation
HMDB Pathways
Name Pyrimidine Metabolism
Image Show Link Image
Name Transcription Translation
Image Show Link Image
KEGG Pathways
Name Pyrimidine Metabolism
Image Show Link Image
SimCell Pathways
Name Pyrimidine Metabolism
Image Show Link Image
Graph
SBML
General References
  1. Wikipedia Link Image