Back to Compounds

5-Thymidylic acid (PC000621)

Record Information
Version1.0
Creation date2015-10-09 22:31:32 UTC
Update date2017-01-19 02:36:30 UTC
FoodComEx IDPC000621
FoodDB RecordFDB022499
Chemical Information
Name5-Thymidylic acid
Description5-Thymidylic acid, also known as TMP or thymidylate, 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. 5-Thymidylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). The neutral species of 5-Thymidylic acid (2'-deoxythymidine 5'-monophosphate). 5-Thymidylic acid exists in all living species, ranging from bacteria to humans. Within humans, 5-thymidylic acid participates in a number of enzymatic reactions. In particular, 5-thymidylic acid and dihydrofolic acid can be biosynthesized from dUMP and 5,10-methylene-THF; which is mediated by the enzyme thymidylate synthase. In addition, 5-thymidylic acid can be converted into dTDP; which is catalyzed by the enzyme thymidylate synthase. In humans, 5-thymidylic acid is involved in pyrimidine metabolism. Outside of the human body, 5-Thymidylic acid has been detected, but not quantified in, several different foods, such as common buckwheats, corn salad, garden cress, squashberries, and star fruits. This could make 5-thymidylic acid a potential biomarker for the consumption of these foods.
CAS Number365-07-1
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(DT)1ChEBI
2'-Deoxythymidine 5'-monoateHMDB
2'-Deoxythymidine 5'-monophosphatehmdb
5-Methyl-dUMPhmdb
5'-dTMPhmdb
5'-Thymidylatehmdb
5'-Thymidylic acidhmdb
5'-TMPhmdb
Deoxy TMPhmdb
Deoxyribosylthymine monoateChEBI
Deoxyribosylthymine monoic acidGenerator
Deoxyribosylthymine monophosphatehmdb
Deoxythymidine 5'-ateHMDB
Deoxythymidine 5'-monoateHMDB
Deoxythymidine 5'-monophosphatehmdb
Deoxythymidine 5'-phosphatehmdb
Deoxythymidine monoateHMDB
Deoxythymidine monophosphatehmdb
Deoxythymidylatehmdb
Deoxythymidylic acidhmdb
Deoxythymydilatehmdb
Deoxythymydilic acidhmdb
DTMPhmdb
Ribothymidine 5'-monoateChEBI
Ribothymidine 5'-monoic acidGenerator
Thymidine 5'-(dihydrogen ate)ChEBI
Thymidine 5'-(dihydrogen ic acid)Generator
Thymidine 5'-ateChEBI
Thymidine 5'-ic acidGenerator
Thymidine 5'-monoateHMDB
Thymidine 5'-monophosphatehmdb
Thymidine 5'-orateGenerator
Thymidine 5'-oric acidChEBI
Thymidine 5'-phosphatehmdb
Thymidine 5'-phosphoratehmdb
Thymidine 5'-phosphoric acidhmdb
Thymidine 5'MPhmdb
Thymidine ateHMDB
Thymidine monoateChEBI
Thymidine monoic acidGenerator
Thymidine mononucleotidehmdb
Thymidine monophosphatehmdb
Thymidine phosphatehmdb
THYMIDINE-5'-ATEChEBI
THYMIDINE-5'-ic acidGenerator
Thymidine-5'-monoateGenerator
Thymidine-5'-monoic acidGenerator
Thymidine-5'-monoorateHMDB
Thymidine-5'-monooric acidChEBI
Thymidine-5'-monophosphoratehmdb
Thymidine-5'-monophosphoric acidhmdb
Thymidylatehmdb
Thymidylic acidhmdb
Chemical FormulaC10H15N2O8P
IUPAC name{[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy}phosphonic acid
InChI IdentifierInChI=1S/C10H15N2O8P/c1-5-3-12(10(15)11-9(5)14)8-2-6(13)7(20-8)4-19-21(16,17)18/h3,6-8,13H,2,4H2,1H3,(H,11,14,15)(H2,16,17,18)/t6-,7+,8+/m0/s1
InChI KeyGYOZYWVXFNDGLU-XLPZGREQSA-N
Isomeric SMILESCC1=CN([C@H]2C[C@H](O)[C@@H](COP(O)(O)=O)O2)C(=O)NC1=O
Average Molecular Weight322.2085
Monoisotopic Molecular Weight322.056601978
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
  • Hydropyrimidine
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Pyrimidine
  • Alkyl phosphate
  • Heteroaromatic compound
  • Vinylogous amide
  • Tetrahydrofuran
  • Lactam
  • Secondary alcohol
  • Urea
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Alcohol
  • Organic nitrogen compound
  • 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 30 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