Showing metabocard for Thymidine 5'-triphosphate (BMDB0001342)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (2) Show 2 proteinsXML
Record Information
Version1.0
Creation Date2016-09-30 22:44:26 UTC
Update Date2020-05-21 16:29:01 UTC
BMDB IDBMDB0001342
Secondary Accession Numbers
  • BMDB01342
Metabolite Identification
Common 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 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.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
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
Chemical FormulaC10H17N2O14P3
Average Molecular Weight482.1683
Monoisotopic Molecular Weight481.989262798
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
Traditional NamedTTP
CAS Registry Number365-08-2
SMILES
CC1=CN([C@H]2C[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O2)C(=O)NC1=O
InChI Identifier
InChI=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
Chemical Taxonomy
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
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
  • Mitochondria
  • Nucleus
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-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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Mitochondria
  • Nucleus
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0001342
DrugBank IDDB02452
Phenol Explorer Compound IDNot Available
FooDB IDFDB030841
KNApSAcK IDC00019695
Chemspider ID58493
KEGG Compound IDC00459
BioCyc IDTTP
BiGG ID35032
Wikipedia LinkDeoxythymidine_Triphosphate
METLIN IDNot Available
PubChem Compound64968
PDB IDNot Available
ChEBI ID18077
References
Synthesis ReferenceIkehara, Morio; Ohtsuka, Eiko. Coenzyme analogs. XXI. A new synthesis of thymidine 5'-triphosphate and the use of P1,P2-bis(2-cyanoethyl) pyrophosphate in the nucleoside triphosphate synthesis. Chemical & Pharmaceutical Bulletin (1963), 11(11), 1358-63.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Nucleoside diphosphate kinase 7
General function:
Nucleotide transport and metabolism
Specific function:
Major role in the synthesis of nucleoside triphosphates other than ATP. The ATP gamma phosphate is transferred to the NDP beta phosphate via a ping-pong mechanism, using a phosphorylated active-site intermediate (By similarity).
Gene Name:
NME7
Uniprot ID:
Q5E9Y9
Molecular weight:
42599.0
Reactions
dTDP + Adenosine triphosphate → Thymidine 5'-triphosphate + ADPdetails
Enzyme Details
2. Calcium activated nucleotidase 1
General function:
Not Available
Specific function:
Not Available
Gene Name:
CANT1
Uniprot ID:
E1BGL5
Molecular weight:
44706.0
Reactions
Thymidine 5'-triphosphate + Water → dTDP + Hydrogen phosphatedetails