Record Information
Version1.0
Creation date2011-09-21 00:16:00 UTC
Update date2020-09-17 15:41:24 UTC
Primary IDFDB022565
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameThymidine 5'-triphosphate
DescriptionThymidine 5'-triphosphate, also known as TTP or DTHD5'ppp, belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleoside triphosphates. These are pyrimidine nucleotides with a triphosphate group linked to the ribose moiety lacking a hydroxyl group at position 2. Thymidine 5'-triphosphate or Thymidine 5'-triphosphate is one of the four nucleoside triphosphates that make up DNA. Thymidine 5'-triphosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Thymidine 5'-triphosphate exists in all living species, ranging from bacteria to humans. Outside of the human body, Thymidine 5'-triphosphate has been detected, but not quantified in, several different foods, such as elliott's blueberries, mamey sapotes, sesames, alliums, and sweet oranges. This could make thymidine 5'-triphosphate a potential biomarker for the consumption of these foods.
CAS Number365-08-2
Structure
Thumb
Synonyms
SynonymSource
2'-Deoxythymidine triphosphateChEBI
5'-TTPChEBI
Deoxy-TTPChEBI
Deoxythymidine 5'-triphosphateChEBI
Deoxythymidine triphosphateChEBI
DTHD5'pppChEBI
PPPDTChEBI
THYMIDINE-5'-triphosphATEChEBI
TTPChEBI
2'-Deoxythymidine triphosphoric acidGenerator
Deoxythymidine 5'-triphosphoric acidGenerator
Deoxythymidine triphosphoric acidGenerator
THYMIDINE-5'-triphosphoric acidGenerator
Thymidine 5'-triphosphoric acidGenerator
2'-Deoxythymidine 5'-triphosphateHMDB
5-Methyl-dUTPHMDB
dTTPHMDB
Thymidine mono(tetrahydrogen triphosphate)HMDB
Thymidine triphosphateHMDB
Thymidine 5'-triphosphate, magnesium saltHMDB
Thymidine 5'-triphosphate, trisodium saltHMDB
2'-Deoxythymidine-5'-triphosphateHMDB
Thymidine 5'-triphosphate, p''-(32)p-labeledHMDB
2’-Deoxythymidine 5’-triphosphateHMDB
2’-Deoxythymidine triphosphateHMDB
5’-TTPHMDB
Deoxythymidine 5’-triphosphateHMDB
Thymidine 5'-triphosphateHMDB
Thymidine 5’-triphosphateHMDB
2'-Deoxythymidine 5'-triateHMDB
2'-Deoxythymidine triateChEBI
2'-Deoxythymidine triic acidGenerator
Deoxythymidine 5'-triateChEBI
Deoxythymidine 5'-triic acidGenerator
Deoxythymidine triateChEBI
Deoxythymidine triic acidGenerator
DThd5'pppChEBI
PppdTChEBI
Thymidine 5'-triateChEBI
Thymidine 5'-triic acidGenerator
Thymidine 5'-triphosphic acidhmdb
Thymidine mono(tetrahydrogen triate)HMDB
Thymidine triateHMDB
THYMIDINE-5'-triATEChEBI
THYMIDINE-5'-triic acidGenerator
Predicted Properties
PropertyValueSource
Water Solubility9.52 g/LALOGPS
logP-0.39ALOGPS
logP-2.1ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)0.9ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count11ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area238.69 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity88.03 m³·mol⁻¹ChemAxon
Polarizability36.6 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC10H17N2O14P3
IUPAC name{[hydroxy({[hydroxy({[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy})phosphoryl]oxy})phosphoryl]oxy}phosphonic acid
InChI IdentifierInChI=1S/C10H17N2O14P3/c1-5-3-12(10(15)11-9(5)14)8-2-6(13)7(24-8)4-23-28(19,20)26-29(21,22)25-27(16,17)18/h3,6-8,13H,2,4H2,1H3,(H,19,20)(H,21,22)(H,11,14,15)(H2,16,17,18)/t6-,7+,8+/m0/s1
InChI KeyNHVNXKFIZYSCEB-XLPZGREQSA-N
Isomeric SMILESCC1=CN([C@H]2C[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O2)C(=O)NC1=O
Average Molecular Weight482.1683
Monoisotopic Molecular Weight481.989262798
Classification
Description Belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleoside triphosphates. These are pyrimidine nucleotides with a triphosphate 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 triphosphates
Alternative Parents
Substituents
  • Pyrimidine 2'-deoxyribonucleoside triphosphate
  • 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
Ontology
OntologyNo ontology term
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-MSThymidine 5'-triphosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0002-9742300000-c721ba5109dede8a518bSpectrum
Predicted GC-MSThymidine 5'-triphosphate, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00dl-9305110000-bbc51754a929afc4eb54Spectrum
Predicted GC-MSThymidine 5'-triphosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-001i-0000900000-d176c8e8a9bdb2d457e52012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-001i-0000900000-d176c8e8a9bdb2d457e52012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-00di-0900000000-970154df2a1ed9a84a2f2012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 15V, negativesplash10-001i-0000900000-50c7a1492866ca00359d2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 18V, negativesplash10-001i-0200900000-dda4f6996cabd8db242f2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 20V, negativesplash10-053r-0602900000-0390bef6ad193f2b50042020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 23V, negativesplash10-0a59-0902600000-2f2a5a489951a9c689922020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 26V, negativesplash10-0a4i-0912200000-1d8c5b170f87fa6f2c9b2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 34V, negativesplash10-0a4i-1921100000-93f84465717aa16d3f7c2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 41V, negativesplash10-0a4i-2920000000-6d1131e45ff20126cf412020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 50V, negativesplash10-0a6r-5910000000-2a9eb44864392efb37c32020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 59V, negativesplash10-056r-9700000000-71a33ac9eaf4e714b5582020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 73V, negativesplash10-004i-9200000000-0667d2c3d019b5ca17bc2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 33V, negativesplash10-001i-0209200000-ed0d460f9e1d08011f062020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 33V, negativesplash10-004i-9000000000-5ef060d5ec4b80c35c1a2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 33V, negativesplash10-0a4i-0190000000-e8bf71168cfd7e675dca2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 33V, negativesplash10-001r-0019000000-d84a6f61ca04e69702042020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 16V, negativesplash10-001i-0009000000-6f966eb3b101b9fadfbe2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 18V, negativesplash10-001i-0019000000-f7153b7fadabb2f7f79f2020-07-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0900000000-9c496d7377af5eb651b22016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-2901000000-99a48a5d17f022d6494c2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-4900000000-889ecd9966747af96efe2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-053i-1410900000-cc4f8db45f53046b53802016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-057r-9870100000-6cf02bd6b66f7b8225252016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9100000000-cde9ec4f970230e9f1802016-09-12View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Spectrum
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Spectrum
ChemSpider ID58493
ChEMBL IDCHEMBL363559
KEGG Compound IDC00459
Pubchem Compound ID64968
Pubchem Substance IDNot Available
ChEBI ID18077
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB01342
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID35032
KNApSAcK IDNot Available
HET IDTTP
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDTTP
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
Uridine-cytidine kinase-like 1UCKL1Q9NWZ5
DNA-directed RNA polymerase, mitochondrialPOLRMTO00411
DNA-directed RNA polymerase I subunit RPA2POLR1BQ9H9Y6
DNA-directed RNA polymerase III subunit RPC2POLR3BQ9NW08
DNA-directed RNA polymerase III subunit RPC1POLR3AO14802
DNA-directed RNA polymerase I subunit RPA1POLR1AO95602
DNA polymerase alpha catalytic subunitPOLA1P09884
DNA polymerase epsilon subunit 4POLE4Q9NR33
DNA polymerase delta catalytic subunitPOLD1P28340
DNA polymerase zeta catalytic subunitREV3LO60673
DNA polymerase epsilon catalytic subunit APOLEQ07864
DNA polymerase epsilon subunit 3POLE3Q9NRF9
DNA polymerase epsilon subunit 2POLE2P56282
Myb-binding protein 1AMYBBP1AQ9BQG0
DNA polymerase thetaPOLQO75417
DNA polymerase delta subunit 3POLD3Q15054
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