Record Information
Version1.0
Creation Date2016-10-03 18:22:10 UTC
Update Date2020-05-11 20:42:32 UTC
BMDB IDBMDB0011640
Secondary Accession Numbers
  • BMDB11640
Metabolite Identification
Common NameUridine 2',3'-cyclic phosphate
DescriptionUridine 2',3'-cyclic phosphate, also known as CUMP, belongs to the class of organic compounds known as 2',3'-cyclic pyrimidine nucleotides. These are pyrimidine nucleotides in which the oxygen atoms linked to the C2 and C3 carbon atoms of the ribose moiety are both bonded the same phosphorus atom of the phosphate group. Uridine 2',3'-cyclic phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Uridine 2',3'-cyclic phosphate exists in all living organisms, ranging from bacteria to humans.
Structure
Thumb
Synonyms
ValueSource
CUMPChEBI
Uridine 2',3'-cyclophosphateChEBI
Uridine, cyclic 2',3'-(hydrogen phosphate)ChEBI
Uridine 2',3'-cyclophosphoric acidGenerator
Uridine, cyclic 2',3'-(hydrogen phosphoric acid)Generator
Uridine 2',3'-cyclic phosphoric acidGenerator
1-(2,3-O-Phosphinico-a-D-ribofuranosyl)-2,4(1H,3H)-pyrimidinedioneHMDB
1-(2,3-O-Phosphinico-alpha-delta-ribofuranosyl)-2,4(1H,3H)-pyrimidinedioneHMDB
2',3'-CUMPHMDB
Uridine 2',3'-cyclic monophosphateHMDB
Uridine 2',3'-cyclophosphate, monosodium saltMeSH
Chemical FormulaC9H11N2O8P
Average Molecular Weight306.166
Monoisotopic Molecular Weight306.02530185
IUPAC Name1-[(3aR,4R,6R,6aR)-2-hydroxy-6-(hydroxymethyl)-2-oxo-tetrahydro-2H-2λ⁵-furo[3,4-d][1,3,2]dioxaphosphol-4-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
Traditional Name2',3'-cyclic ump
CAS Registry Number40632-52-8
SMILES
OC[C@H]1O[C@H]([C@@H]2OP(O)(=O)O[C@H]12)N1C=CC(=O)NC1=O
InChI Identifier
InChI=1S/C9H11N2O8P/c12-3-4-6-7(19-20(15,16)18-6)8(17-4)11-2-1-5(13)10-9(11)14/h1-2,4,6-8,12H,3H2,(H,15,16)(H,10,13,14)/t4-,6-,7-,8-/m1/s1
InChI KeyHWDMHJDYMFRXOX-XVFCMESISA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as 2',3'-cyclic pyrimidine nucleotides. These are pyrimidine nucleotides in which the oxygen atoms linked to the C2 and C3 carbon atoms of the ribose moiety are both bonded the same phosphorus atom of the phosphate group.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPyrimidine nucleotides
Sub ClassCyclic pyrimidine nucleotides
Direct Parent2',3'-cyclic pyrimidine nucleotides
Alternative Parents
Substituents
  • 2',3'-cyclic pyrimidine ribonucleotide
  • Ribonucleoside 3'-phosphate
  • Pyrimidone
  • Hydropyrimidine
  • Monosaccharide
  • Organic phosphoric acid derivative
  • Pyrimidine
  • 1,3_dioxaphospholane
  • Heteroaromatic compound
  • Tetrahydrofuran
  • Vinylogous amide
  • Urea
  • Lactam
  • Organoheterocyclic compound
  • Azacycle
  • Oxacycle
  • Alcohol
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-1.3ALOGPS
logP-1.6ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)1.76ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area134.63 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity59.66 m³·mol⁻¹ChemAxon
Polarizability24.7 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Placenta
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
PlacentaExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
Abnormal Concentrations
Not Available
HMDB IDHMDB0011640
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB028337
KNApSAcK IDNot Available
Chemspider ID388781
KEGG Compound IDC02355
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound439715
PDB IDNot Available
ChEBI ID28637
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available