Record Information
Version1.0
Creation date2015-05-07 20:15:32 UTC
Update date2019-11-26 03:21:54 UTC
Primary IDFDB030841
Secondary Accession Numbers
  • FDB022565
Chemical Information
FooDB NamedTTP
DescriptionThymidine-5'-triphosphate, also known as ttp or deoxythymidine 5'-triphosphoric acid, is a member of the class of compounds known as pyrimidine 2'-deoxyribonucleoside triphosphates. Pyrimidine 2'-deoxyribonucleoside triphosphates are pyrimidine nucleotides with a triphosphate group linked to the ribose moiety lacking a hydroxyl group at position 2. Thymidine-5'-triphosphate is slightly soluble (in water) and an extremely strong acidic compound (based on its pKa). Thymidine-5'-triphosphate can be found in a number of food items such as kohlrabi, garden tomato (variety), cardoon, and star anise, which makes thymidine-5'-triphosphate a potential biomarker for the consumption of these food products. Thymidine-5'-triphosphate exists in all living species, ranging from bacteria to humans. In humans, thymidine-5'-triphosphate is involved in the pyrimidine metabolism. Thymidine-5'-triphosphate is also involved in few metabolic disorders, which include beta ureidopropionase deficiency, dihydropyrimidinase deficiency, MNGIE (mitochondrial neurogastrointestinal encephalopathy), and UMP synthase deficiency (orotic aciduria).
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
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
Disposition

Route of exposure:

Biological location:

Source:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
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
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-001i-0000900000-d176c8e8a9bdb2d457e5Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-001i-0000900000-d176c8e8a9bdb2d457e5Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-00di-0900000000-970154df2a1ed9a84a2fSpectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 15V, negativesplash10-001i-0000900000-50c7a1492866ca00359dSpectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 18V, negativesplash10-001i-0200900000-dda4f6996cabd8db242fSpectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 20V, negativesplash10-053r-0602900000-0390bef6ad193f2b5004Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 23V, negativesplash10-0a59-0902600000-2f2a5a489951a9c68992Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 26V, negativesplash10-0a4i-0912200000-1d8c5b170f87fa6f2c9bSpectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 34V, negativesplash10-0a4i-1921100000-93f84465717aa16d3f7cSpectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 41V, negativesplash10-0a4i-2920000000-6d1131e45ff20126cf41Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 50V, negativesplash10-0a6r-5910000000-2a9eb44864392efb37c3Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 59V, negativesplash10-056r-9700000000-71a33ac9eaf4e714b558Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 73V, negativesplash10-004i-9200000000-0667d2c3d019b5ca17bcSpectrum
MS/MSLC-MS/MS Spectrum - n/a 33V, negativesplash10-001i-0209200000-ed0d460f9e1d08011f06Spectrum
MS/MSLC-MS/MS Spectrum - n/a 33V, negativesplash10-004i-9000000000-5ef060d5ec4b80c35c1aSpectrum
MS/MSLC-MS/MS Spectrum - n/a 33V, negativesplash10-0a4i-0190000000-e8bf71168cfd7e675dcaSpectrum
MS/MSLC-MS/MS Spectrum - n/a 33V, negativesplash10-001r-0019000000-d84a6f61ca04e6970204Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 16V, negativesplash10-001i-0009000000-6f966eb3b101b9fadfbeSpectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 18V, negativesplash10-001i-0019000000-f7153b7fadabb2f7f79fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0900000000-9c496d7377af5eb651b2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-2901000000-99a48a5d17f022d6494cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-4900000000-889ecd9966747af96efeSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-053i-1410900000-cc4f8db45f53046b5380Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-057r-9870100000-6cf02bd6b66f7b822525Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9100000000-cde9ec4f970230e9f180Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
2D NMR[1H,13C] 2D NMR SpectrumSpectrum
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
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
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference