Record Information
Version1.0
Creation date2011-09-21 00:14:48 UTC
Update date2020-09-17 15:38:50 UTC
Primary IDFDB022488
Secondary Accession NumbersNot Available
Chemical Information
FooDB NamedCMP
DescriptiondCMP, 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 Number1032-65-1
Structure
Thumb
Synonyms
SynonymSource
2'-Deoxycytidine 5'-monophosphateChEBI
2'-DEOXYCYTIDINE-5'-monophosphATEChEBI
Deoxycytidine monophosphateChEBI
DeoxycytidylateChEBI
Deoxycytidylic acidChEBI
2'-Deoxycytidine 5'-monophosphoric acidGenerator
2'-DEOXYCYTIDINE-5'-monophosphoric acidGenerator
Deoxycytidine monophosphoric acidGenerator
2'-Deoxycytosine 5'-monophosphateHMDB
2'-Deoxycytosine 5'-monophosphoric acidHMDB
2'-Deoxycytidine-3'-monophosphateHMDB
2'-Deoxycytidine-5'-monophosphorateHMDB
2'-Deoxycytidine-5'-phosphateHMDB
Deoxycytidine-phosphateHMDB
Acid, deoxycytidylicHMDB
Deoxycytidylic acidsHMDB
Acids, deoxycytidylicHMDB
monoPhosphate, deoxycytidineHMDB
2'-Deoxycytidine 5'-monoateChEBI
2'-Deoxycytidine 5'-monoic acidGenerator
2'-Deoxycytidine-3'-monoateHMDB
2'-Deoxycytidine-5'-ateHMDB
2'-DEOXYCYTIDINE-5'-monoATEChEBI
2'-DEOXYCYTIDINE-5'-monoic acidGenerator
2'-Deoxycytidine-5'-monoorateHMDB
2'-Deoxycytidine-5'-monooric acidHMDB
2'-Deoxycytidine-5'-monophosphatehmdb
2'-Deoxycytidine-5'-monophosphoric acidhmdb
2'-deoxycytidine-5'-phosphatehmdb
2'-Deoxycytosine 5'-monoateChEBI
2'-Deoxycytosine 5'-monoic acidGenerator
Chmdb
dCMPhmdb
Deoxycytidine monoateChEBI
Deoxycytidine monoic acidGenerator
deoxycytidine monophosphatehmdb
Deoxycytidine-ateHMDB
deoxycytidine-phosphatehmdb
deoxycytidylic acidhmdb
Predicted Properties
PropertyValueSource
Water Solubility10.9 g/LALOGPS
logP-2.1ALOGPS
logP-2.3ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)1.28ChemAxon
pKa (Strongest Basic)0.16ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area154.91 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity63.91 m³·mol⁻¹ChemAxon
Polarizability26.2 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC9H14N3O7P
IUPAC name{[(2R,3S,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid
InChI IdentifierInChI=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 KeyNCMVOABPESMRCP-SHYZEUOFSA-N
Isomeric SMILESNC1=NC(=O)N(C=C1)[C@H]1C[C@H](O)[C@@H](COP(O)(O)=O)O1
Average Molecular Weight307.1971
Monoisotopic Molecular Weight307.056936329
Classification
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.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPyrimidine nucleotides
Sub ClassPyrimidine deoxyribonucleotides
Direct ParentPyrimidine 2'-deoxyribonucleoside monophosphates
Alternative Parents
Substituents
  • Pyrimidine 2'-deoxyribonucleoside monophosphate
  • Aminopyrimidine
  • Pyrimidone
  • Monoalkyl phosphate
  • Hydropyrimidine
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Pyrimidine
  • Imidolactam
  • Alkyl phosphate
  • Heteroaromatic compound
  • Tetrahydrofuran
  • Secondary alcohol
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Primary amine
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Alcohol
  • Amine
  • Organic nitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Biological location:

Source:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSdCMP, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0002-9410000000-f31bf162f5f972b9cf42Spectrum
Predicted GC-MSdCMP, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-03dm-9522000000-d25b21eb547d23c4886dSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-03di-0900000000-01bb64efeca205daaf6eSpectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-03di-1900000000-13c56ec900e188e10ddbSpectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-03di-5900000000-4e6dd8fdc8a4142269a2Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-004j-9402000000-6a9e4b2e32058773f6bfSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 35V, negativesplash10-0006-9000000000-3b4572f2c8e51186f7e5Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0900000000-3b0a0a6948a49378ff1cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-4900000000-a901f489d4e9b8516bf2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03di-6900000000-d9e59981c244792a2f76Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a6r-9367000000-d5c1062e5203ec9699d4Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9110000000-20768d2b834097ac11d7Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-29f2d493f3f68928488bSpectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
2D NMR[1H,13C] 2D NMR SpectrumSpectrum
ChemSpider ID13343
ChEMBL IDCHEMBL374699
KEGG Compound IDC00239
Pubchem Compound ID13945
Pubchem Substance IDNot Available
ChEBI ID15918
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB01202
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID34352
KNApSAcK IDNot Available
HET IDDC
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDdCMP
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
Deoxycytidine kinaseDCKP27707
Cytosolic 5'-nucleotidase 3NT5C3Q9H0P0
UMP-CMP kinase 2, mitochondrialCMPK2Q5EBM0
Pathways
NameSMPDB LinkKEGG Link
Pyrimidine MetabolismSMP00046 map00240
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference