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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2013-06-15 17:50:39 UTC
Update Date2021-09-14 15:45:14 UTC
HMDB IDHMDB0060605
Secondary Accession Numbers
  • HMDB60605
Metabolite Identification
Common NameMetyrapol
DescriptionMetyrapol, also known as metyrapol (mpol), belongs to the class of organic compounds known as pyridines and derivatives. Pyridines and derivatives are compounds containing a pyridine ring, which is a six-member aromatic heterocycle which consists of one nitrogen atom and five carbon atoms. Metyrapol is a very strong basic compound (based on its pKa).
Structure
Data?1563866081
Synonyms
ValueSource
Metyrapol (mpol)HMDB
Metyrapol, 3H-labeledHMDB
Metyrapol, (-)-isomerHMDB
Chemical FormulaC14H16N2O
Average Molecular Weight228.2896
Monoisotopic Molecular Weight228.126263144
IUPAC Name2-methyl-1,2-bis(pyridin-3-yl)propan-1-ol
Traditional Name2-methyl-1,2-bis(pyridin-3-yl)propan-1-ol
CAS Registry NumberNot Available
SMILES
CC(C)(C(O)C1=CN=CC=C1)C1=CN=CC=C1
InChI Identifier
InChI=1S/C14H16N2O/c1-14(2,12-6-4-8-16-10-12)13(17)11-5-3-7-15-9-11/h3-10,13,17H,1-2H3
InChI KeyDDFNHFXLQJLFSX-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyridines and derivatives. Pyridines and derivatives are compounds containing a pyridine ring, which is a six-member aromatic heterocycle which consists of one nitrogen atom and five carbon atoms.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyridines and derivatives
Sub ClassNot Available
Direct ParentPyridines and derivatives
Alternative Parents
Substituents
  • Pyridine
  • Heteroaromatic compound
  • Secondary alcohol
  • Azacycle
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Aromatic alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Alcohol
  • 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 Solubility1.88 g/LALOGPS
logP1.62ALOGPS
logP1.59ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)13.65ChemAxon
pKa (Strongest Basic)5.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.01 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity66.47 m³·mol⁻¹ChemAxon
Polarizability24.39 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+151.59131661259
DarkChem[M-H]-149.43531661259
DeepCCS[M+H]+157.9630932474
DeepCCS[M-H]-155.60230932474
DeepCCS[M-2H]-188.48830932474
DeepCCS[M+Na]+164.05330932474
AllCCS[M+H]+152.132859911
AllCCS[M+H-H2O]+147.832859911
AllCCS[M+NH4]+156.032859911
AllCCS[M+Na]+157.232859911
AllCCS[M-H]-157.632859911
AllCCS[M+Na-2H]-157.732859911
AllCCS[M+HCOO]-157.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
MetyrapolCC(C)(C(O)C1=CN=CC=C1)C1=CN=CC=C12878.8Standard polar33892256
MetyrapolCC(C)(C(O)C1=CN=CC=C1)C1=CN=CC=C11934.0Standard non polar33892256
MetyrapolCC(C)(C(O)C1=CN=CC=C1)C1=CN=CC=C11946.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Metyrapol,1TMS,isomer #1CC(C)(C1=CC=CN=C1)C(O[Si](C)(C)C)C1=CC=CN=C11909.2Semi standard non polar33892256
Metyrapol,1TBDMS,isomer #1CC(C)(C1=CC=CN=C1)C(O[Si](C)(C)C(C)(C)C)C1=CC=CN=C12132.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Metyrapol GC-MS (Non-derivatized) - 70eV, Positivesplash10-0ab9-6920000000-d529e81df6c4b062377e2017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Metyrapol GC-MS (1 TMS) - 70eV, Positivesplash10-001i-3920000000-f97efe2757401a81174f2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Metyrapol 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 - Metyrapol 10V, Positive-QTOFsplash10-004i-0190000000-e5efd71caca85fb0be642015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Metyrapol 20V, Positive-QTOFsplash10-0kdi-1890000000-796e75bd54638cc68bd52015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Metyrapol 40V, Positive-QTOFsplash10-0kh9-6900000000-101649f3939e8e9792b92015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Metyrapol 10V, Negative-QTOFsplash10-004i-0190000000-014f809077a9a64be79a2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Metyrapol 20V, Negative-QTOFsplash10-004i-3490000000-53e60677ebe476480d392015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Metyrapol 40V, Negative-QTOFsplash10-004i-9710000000-3f64a987e952f8b34f7f2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Metyrapol 10V, Positive-QTOFsplash10-01t9-0290000000-39b50ec320206eda68522021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Metyrapol 20V, Positive-QTOFsplash10-01q9-0930000000-ade30636cf8a7d5bed542021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Metyrapol 40V, Positive-QTOFsplash10-000x-9500000000-8ea1327ad37c7c137d6e2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Metyrapol 10V, Negative-QTOFsplash10-004i-0090000000-e76faa5ca665908d61842021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Metyrapol 20V, Negative-QTOFsplash10-004i-2190000000-da2f7483b97ceed70a382021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Metyrapol 40V, Negative-QTOFsplash10-004i-6970000000-83c3dc982b191f765ca42021-10-12Wishart 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 Compound161210
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