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dUMP (PC000643)

Record Information
Version1.0
Creation date2015-10-09 22:31:44 UTC
Update date2017-01-19 02:36:31 UTC
FoodComEx IDPC000643
FoodDB RecordFDB022604
Chemical Information
NamedUMP
DescriptiondUMP, also known as deoxyuridylate or deoxy-UMP, 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. dUMP is an extremely weak basic (essentially neutral) compound (based on its pKa). dUMP exists in all living species, ranging from bacteria to humans. Within humans, dUMP participates in a number of enzymatic reactions. In particular, dUMP can be biosynthesized from dCMP through its interaction with the enzyme deoxycytidylate deaminase. In addition, dUMP can be biosynthesized from deoxyuridine; which is mediated by the enzyme thymidine kinase, cytosolic. In humans, dUMP is involved in pyrimidine metabolism. A pyrimidine 2'-deoxyribonucleoside 5'-monophosphate having uracil as the nucleobase. Outside of the human body, dUMP has been detected, but not quantified in, several different foods, such as breadnut tree seeds, sea-buckthornberries, sour cherries, black walnuts, and common oregano. This could make dUMP a potential biomarker for the consumption of these foods.
CAS Number964-26-1
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
2'-Deoxy-5'-uridylatehmdb
2'-Deoxy-5'-uridylic acidhmdb
2'-Deoxyuridine 5'-ateChEBI
2'-Deoxyuridine 5'-ic acidGenerator
2'-Deoxyuridine 5'-monoateChEBI
2'-Deoxyuridine 5'-monoic acidGenerator
2'-Deoxyuridine 5'-monophosphatehmdb
2'-Deoxyuridine 5'-phosphatehmdb
2'-Deoxyuridylatehmdb
2'-Deoxyuridylic acidhmdb
Deoxy-UMPhmdb
Deoxyuridine 5'-ateChEBI
Deoxyuridine 5'-ic acidGenerator
Deoxyuridine 5'-monoateHMDB
Deoxyuridine 5'-monophosphatehmdb
Deoxyuridine 5'-phosphatehmdb
Deoxyuridine monoateChEBI
Deoxyuridine monoic acidGenerator
Deoxyuridine monophosphatehmdb
Deoxyuridylatehmdb
Deoxyuridylic acidhmdb
Chemical FormulaC9H13N2O8P
IUPAC name{[(2R,3S,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy}phosphonic acid
InChI IdentifierInChI=1S/C9H13N2O8P/c12-5-3-8(11-2-1-7(13)10-9(11)14)19-6(5)4-18-20(15,16)17/h1-2,5-6,8,12H,3-4H2,(H,10,13,14)(H2,15,16,17)/t5-,6+,8+/m0/s1
InChI KeyJSRLJPSBLDHEIO-SHYZEUOFSA-N
Isomeric SMILESO[C@H]1C[C@@H](O[C@@H]1COP(O)(O)=O)N1C=CC(=O)NC1=O
Average Molecular Weight308.1819
Monoisotopic Molecular Weight308.040951914
Chemical Taxonomy
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
  • Pyrimidone
  • Monoalkyl phosphate
  • Hydroxypyrimidine
  • Hydropyrimidine
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Pyrimidine
  • Alkyl phosphate
  • Tetrahydrofuran
  • Heteroaromatic compound
  • Secondary alcohol
  • Organoheterocyclic compound
  • Azacycle
  • Oxacycle
  • Organopnictogen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Alcohol
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointNot Available
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 3 mg
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
Not Available