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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2013-07-09 16:05:39 UTC
Update Date2021-09-14 15:36:52 UTC
HMDB IDHMDB0060893
Secondary Accession Numbers
  • HMDB0060591
  • HMDB60591
  • HMDB60893
Metabolite Identification
Common NameUK-121,265
DescriptionUK-121,265 is a metabolite of voriconazole. Voriconazole is a triazole antifungal medication that is generally used to treat serious, invasive fungal infections. These are generally seen in patients who are immunocompromised, and include invasive candidiasis, invasive aspergillosis, and certain emerging fungal infections. (Wikipedia)
Structure
Data?1563866119
SynonymsNot Available
Chemical FormulaC16H14F3N5O2
Average Molecular Weight365.3099
Monoisotopic Molecular Weight365.109959332
IUPAC Name4-[(2S,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)butan-2-yl]-5-fluoropyrimidin-1-ium-1-olate
Traditional Name4-[(2S,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1,2,4-triazol-1-yl)butan-2-yl]-5-fluoropyrimidin-1-ium-1-olate
CAS Registry NumberNot Available
SMILES
C[C@@H](C1=NC=[N+]([O-])C=C1F)[C@](O)(CN1C=NC=N1)C1=C(F)C=C(F)C=C1
InChI Identifier
InChI=1S/C16H14F3N5O2/c1-10(15-14(19)5-24(26)9-21-15)16(25,6-23-8-20-7-22-23)12-3-2-11(17)4-13(12)18/h2-5,7-10,25H,6H2,1H3/t10-,16+/m0/s1
InChI KeyKPLFPLUCFPRUHU-MGPLVRAMSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylpropanes
Direct ParentPhenylpropanes
Alternative Parents
Substituents
  • Phenylpropane
  • Fluorobenzene
  • Halobenzene
  • Halopyrimidine
  • Aryl halide
  • Pyrimidine
  • Aryl fluoride
  • Heteroaromatic compound
  • Azole
  • 1,2,4-triazole
  • Tertiary alcohol
  • Azacycle
  • Organoheterocyclic compound
  • Organic oxygen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organofluoride
  • Organohalogen compound
  • Organic nitrogen compound
  • Alcohol
  • Aromatic alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.075 g/LALOGPS
logP1.81ALOGPS
logP0.51ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)12.68ChemAxon
pKa (Strongest Basic)2.26ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area89.29 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity98.28 m³·mol⁻¹ChemAxon
Polarizability31.63 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+174.35230932474
DeepCCS[M-H]-171.95630932474
DeepCCS[M-2H]-205.17930932474
DeepCCS[M+Na]+180.26430932474
AllCCS[M+H]+182.832859911
AllCCS[M+H-H2O]+179.632859911
AllCCS[M+NH4]+185.732859911
AllCCS[M+Na]+186.632859911
AllCCS[M-H]-180.832859911
AllCCS[M+Na-2H]-180.432859911
AllCCS[M+HCOO]-180.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
UK-121,265C[C@@H](C1=NC=[N+]([O-])C=C1F)[C@](O)(CN1C=NC=N1)C1=C(F)C=C(F)C=C13065.3Standard polar33892256
UK-121,265C[C@@H](C1=NC=[N+]([O-])C=C1F)[C@](O)(CN1C=NC=N1)C1=C(F)C=C(F)C=C12488.4Standard non polar33892256
UK-121,265C[C@@H](C1=NC=[N+]([O-])C=C1F)[C@](O)(CN1C=NC=N1)C1=C(F)C=C(F)C=C13017.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
UK-121,265,1TMS,isomer #1C[C@@H](C1=NC=[N+]([O-])C=C1F)[C@@](CN1C=NC=N1)(O[Si](C)(C)C)C1=CC=C(F)C=C1F2616.2Semi standard non polar33892256
UK-121,265,1TBDMS,isomer #1C[C@@H](C1=NC=[N+]([O-])C=C1F)[C@@](CN1C=NC=N1)(O[Si](C)(C)C(C)(C)C)C1=CC=C(F)C=C1F2861.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - UK-121,265 GC-MS (Non-derivatized) - 70eV, Positivesplash10-007o-9780000000-a8e9c2da838f2bf6edf92017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - UK-121,265 GC-MS (1 TMS) - 70eV, Positivesplash10-0002-5093000000-43bb4d674205a691e0962017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - UK-121,265 GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - UK-121,265 10V, Positive-QTOFsplash10-014i-0009000000-9c736028b43bdc773b6c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - UK-121,265 20V, Positive-QTOFsplash10-03xr-0009000000-e30f226687104d5e06c82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - UK-121,265 40V, Positive-QTOFsplash10-00di-9002000000-1394e36e1547bd8a0d812016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - UK-121,265 10V, Negative-QTOFsplash10-03di-1009000000-6f6ac39200f962a2cbc62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - UK-121,265 20V, Negative-QTOFsplash10-03di-4009000000-f669d2f5206e54cab0762016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - UK-121,265 40V, Negative-QTOFsplash10-016u-9000000000-e17dfea164b5160b62752016-08-03Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Kidney
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableNormal
      Not Available
details
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 Compound10044355
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available