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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-13 11:52:13 UTC
Update Date2022-03-07 02:57:14 UTC
HMDB IDHMDB0041996
Secondary Accession Numbers
  • HMDB41996
Metabolite Identification
Common NamePranoprofen
DescriptionPranoprofen, also known as elicapric or niflan, belongs to the class of organic compounds known as chromeno[2,3-b]pyridines. These are aromatic heteropolycyclic compounds containing pyridine linearly fused to the pyran moiety of a benzofuran ring system. Based on a literature review very few articles have been published on Pranoprofen.
Structure
Data?1563863720
Synonyms
ValueSource
ElicapricKegg
2-(5H-(1)Benzopyrano(2,3-b)pyridin-7-yl)propionic acidHMDB
NiflanHMDB
PyranoprofenHMDB
Alcon brand OF pranoprofenHMDB
OftalarHMDB
Pyranoprofen, methyl-14C-labeledHMDB
NifranHMDB
ZaltoprofenHMDB
alpha-Methyl-5H-(1)benzopyrano(2,3-b)pyridine-7-acetic acidHMDB
Chemical FormulaC15H13NO3
Average Molecular Weight255.2686
Monoisotopic Molecular Weight255.089543287
IUPAC Name2-{5H-chromeno[2,3-b]pyridin-7-yl}propanoic acid
Traditional Namenifran
CAS Registry Number52549-17-4
SMILES
CC(C(O)=O)C1=CC2=C(OC3=C(C2)C=CC=N3)C=C1
InChI Identifier
InChI=1S/C15H13NO3/c1-9(15(17)18)10-4-5-13-12(7-10)8-11-3-2-6-16-14(11)19-13/h2-7,9H,8H2,1H3,(H,17,18)
InChI KeyTVQZAMVBTVNYLA-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as chromeno[2,3-b]pyridines. These are aromatic heteropolycyclic compounds containing pyridine linearly fused to the pyran moiety of a benzofuran ring system.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzopyrans
Sub Class1-benzopyrans
Direct ParentChromeno[2,3-b]pyridines
Alternative Parents
Substituents
  • Chromeno[2,3-b]pyridine
  • Diaryl ether
  • Pyranopyridine
  • Pyridine
  • Benzenoid
  • Heteroaromatic compound
  • Carboxylic acid derivative
  • Carboxylic acid
  • Ether
  • Monocarboxylic acid or derivatives
  • Azacycle
  • Oxacycle
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location:

Role

Industrial application:

Biological role:

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 Solubility1.03 g/LALOGPS
logP2.54ALOGPS
logP2.94ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)3.63ChemAxon
pKa (Strongest Basic)2.24ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area59.42 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity70.02 m³·mol⁻¹ChemAxon
Polarizability26.86 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
DarkChem[M+H]+161.231661259
DarkChem[M-H]-157.09831661259
DeepCCS[M+H]+161.80430932474
DeepCCS[M-H]-159.40930932474
DeepCCS[M-2H]-192.29530932474
DeepCCS[M+Na]+167.8630932474
AllCCS[M+H]+158.432859911
AllCCS[M+H-H2O]+154.432859911
AllCCS[M+NH4]+162.032859911
AllCCS[M+Na]+163.132859911
AllCCS[M-H]-162.432859911
AllCCS[M+Na-2H]-161.932859911
AllCCS[M+HCOO]-161.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
PranoprofenCC(C(O)=O)C1=CC2=C(OC3=C(C2)C=CC=N3)C=C13454.7Standard polar33892256
PranoprofenCC(C(O)=O)C1=CC2=C(OC3=C(C2)C=CC=N3)C=C12211.1Standard non polar33892256
PranoprofenCC(C(O)=O)C1=CC2=C(OC3=C(C2)C=CC=N3)C=C12381.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Pranoprofen,1TMS,isomer #1CC(C(=O)O[Si](C)(C)C)C1=CC=C2OC3=NC=CC=C3CC2=C12384.2Semi standard non polar33892256
Pranoprofen,1TBDMS,isomer #1CC(C(=O)O[Si](C)(C)C(C)(C)C)C1=CC=C2OC3=NC=CC=C3CC2=C12625.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Pranoprofen GC-MS (Non-derivatized) - 70eV, Positivesplash10-08fu-1890000000-06505a892e2e2aed0e0f2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Pranoprofen GC-MS (1 TMS) - 70eV, Positivesplash10-022i-9462000000-4191e21cb4b02a2b96712017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Pranoprofen GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Pranoprofen GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Pranoprofen , positive-QTOFsplash10-0a4i-1290000000-d70f1e7dd20d79171ae02017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pranoprofen 10V, Positive-QTOFsplash10-0a4i-0190000000-e9c78a74d4465ba69b462016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pranoprofen 20V, Positive-QTOFsplash10-0bt9-0890000000-bc64637f97b4cff48a762016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pranoprofen 40V, Positive-QTOFsplash10-0f89-7920000000-3fde175d5b48bf0e3ef92016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pranoprofen 10V, Negative-QTOFsplash10-0udi-0090000000-72e6f45760375de084532016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pranoprofen 20V, Negative-QTOFsplash10-0r00-1690000000-b46bd230b22f70dda6962016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pranoprofen 40V, Negative-QTOFsplash10-05e9-8910000000-0a612e2d3f37cb1222ae2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pranoprofen 10V, Negative-QTOFsplash10-0ik9-0090000000-9cac6023373e2d923ff22021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pranoprofen 20V, Negative-QTOFsplash10-03e9-0790000000-27d0c341d1a00f9d57082021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pranoprofen 40V, Negative-QTOFsplash10-001i-0940000000-187a7725619603f7526c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pranoprofen 10V, Positive-QTOFsplash10-03di-0090000000-1702e41fb5c3e67d812b2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pranoprofen 20V, Positive-QTOFsplash10-03di-0090000000-dfe05bb77b2c5ab262ea2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Pranoprofen 40V, Positive-QTOFsplash10-0r03-1920000000-df4301dd691dfbf6022d2021-09-23Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
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 IDDB13514
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID4719
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkPranoprofen
METLIN IDNot Available
PubChem Compound4888
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