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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2014-06-23 13:57:53 UTC
Update Date2019-07-23 07:17:04 UTC
HMDB IDHMDB0061726
Secondary Accession Numbers
  • HMDB61726
Metabolite Identification
Common NameDideoxycytidine 5'-Triphosphate
DescriptionDideoxycytidine 5'-Triphosphate, also known as 2',3'-DDCTP or DDCTP-2',3', belongs to the class of organic compounds known as pyrimidine 2',3'-dideoxyribonucleoside triphosphates. These are pyrimidine nucleotides with triphosphate group linked to the ribose moiety lacking a hydroxyl group at positions 2 and 3. Dideoxycytidine 5'-Triphosphate is a moderately basic compound (based on its pKa). In humans, dideoxycytidine 5'-triphosphate is involved in zalcitabine action pathway.
Structure
Data?1563866224
Synonyms
ValueSource
Dideoxycytidine 5'-triphosphoric acidGenerator
2'3'-Dideoxycytidine 5'-triphosphateHMDB
2'3'-Dideoxycytidine 5'-triphosphoric acidHMDB
2',3'-DIDEOXYCYTIDINE 5'-triphosphoric acidHMDB
2',3'-DDCTPHMDB
DDCTP-2',3'HMDB
2',3'-Dideoxycytidine 5'-triphosphateMeSH
Chemical FormulaC9H16N3O12P3
Average Molecular Weight451.1575
Monoisotopic Molecular Weight450.994682527
IUPAC Name{[hydroxy({[hydroxy({[(2S,5R)-5-(2-hydroxy-4-imino-1,4-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy})phosphoryl]oxy})phosphoryl]oxy}phosphonic acid
Traditional Name[hydroxy({hydroxy[(2S,5R)-5-(2-hydroxy-4-iminopyrimidin-1-yl)oxolan-2-yl]methoxyphosphoryl}oxy)phosphoryl]oxyphosphonic acid
CAS Registry NumberNot Available
SMILES
[H][C@@]1(COP(O)(=O)OP(O)(=O)OP(O)(O)=O)CC[C@@]([H])(O1)N1C=CC(=N)N=C1O
InChI Identifier
InChI=1S/C9H16N3O12P3/c10-7-3-4-12(9(13)11-7)8-2-1-6(22-8)5-21-26(17,18)24-27(19,20)23-25(14,15)16/h3-4,6,8H,1-2,5H2,(H,17,18)(H,19,20)(H2,10,11,13)(H2,14,15,16)/t6-,8+/m0/s1
InChI KeyARLKCWCREKRROD-POYBYMJQSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as pyrimidine 2',3'-dideoxyribonucleoside triphosphates. These are pyrimidine nucleotides with triphosphate group linked to the ribose moiety lacking a hydroxyl group at positions 2 and 3.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPyrimidine nucleotides
Sub ClassPyrimidine deoxyribonucleotides
Direct ParentPyrimidine 2',3'-dideoxyribonucleoside triphosphates
Alternative Parents
Substituents
  • Pyrimidine 2',3'-dideoxyribonucleoside triphosphate
  • Aminopyrimidine
  • Pyrimidone
  • Monoalkyl phosphate
  • Hydropyrimidine
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Pyrimidine
  • Imidolactam
  • Alkyl phosphate
  • Heteroaromatic compound
  • Tetrahydrofuran
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Primary amine
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Amine
  • Organic nitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Process

Naturally occurring process:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility11.1 g/LALOGPS
logP-0.6ALOGPS
logP-2.4ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)0.89ChemAxon
pKa (Strongest Basic)2.87ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area228.73 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity96.27 m³·mol⁻¹ChemAxon
Polarizability34.88 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-056s-9673000000-5cf54473d4c04e8940deSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0092-9442210000-4f114b00fd22e8f6e998Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0900000000-a6858e7c6b8ab284816cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-2900000000-6740a7ce002cb30ffee2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03di-9800000000-4058095e3ebf31338740Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-052b-0010900000-fc3d6cfe0f9e80753547Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-08i0-9231100000-a7f02c74ed875375c9f3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-056r-9400000000-5a11cbdd538769e93c8fSpectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound119119
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available