Hmdb loader
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:21:25 UTC
Update Date2023-02-21 17:25:34 UTC
HMDB IDHMDB0037113
Secondary Accession Numbers
  • HMDB37113
Metabolite Identification
Common Name1,2,5,6-Tetrahydro-4H-pyrrolo[3,2,1-ij]quinolin-4-one
Description1,2,5,6-Tetrahydro-4H-pyrrolo[3,2,1-ij]quinolin-4-one, also known as fongoren or coratop, belongs to the class of organic compounds known as hydroquinolones. Hydroquinolones are compounds containing a hydrogenated quinoline bearing a ketone group. Based on a literature review very few articles have been published on 1,2,5,6-Tetrahydro-4H-pyrrolo[3,2,1-ij]quinolin-4-one.
Structure
Data?1677000334
Synonyms
ValueSource
1,2,5,6-Tetrahydropyrrolo[3,2,1-ij]quinolin-4-oneChEBI
CoratopChEBI
FongorenChEBI
FongoreneChEBI
LilolidoneChEBI
PyroquiloneChEBI
1,2,5,6-tetrahydro-4H-pyrrolo(3,2,1-Ij)quinolin-4-oneHMDB
1,2,5,6-tetrahydro-4H-pyrrolo(3,2,1-Ij)quinolin-4-one (9ci)HMDB
1,2,5,6-tetrahydropyrrolo(3,2,1-Ij)quinolin-4-oneHMDB
4-OxolilidineHMDB
PYQHMDB
PyroquilonHMDB
Pyroquilon, bsi, isoHMDB
Chemical FormulaC11H11NO
Average Molecular Weight173.2111
Monoisotopic Molecular Weight173.084063979
IUPAC Name1-azatricyclo[6.3.1.0⁴,¹²]dodeca-4(12),5,7-trien-11-one
Traditional Namepyroquilon
CAS Registry Number57369-32-1
SMILES
O=C1CCC2=CC=CC3=C2N1CC3
InChI Identifier
InChI=1S/C11H11NO/c13-10-5-4-8-2-1-3-9-6-7-12(10)11(8)9/h1-3H,4-7H2
InChI KeyXRJLAOUDSILTFT-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as hydroquinolones. Hydroquinolones are compounds containing a hydrogenated quinoline bearing a ketone group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassQuinolines and derivatives
Sub ClassQuinolones and derivatives
Direct ParentHydroquinolones
Alternative Parents
Substituents
  • Tetrahydroquinolone
  • Tetrahydroquinoline
  • Indole or derivatives
  • Benzenoid
  • Tertiary carboxylic acid amide
  • Carboxamide group
  • Lactam
  • Carboxylic acid derivative
  • Azacycle
  • Carbonyl group
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point112 - 113 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility4 mg/mL at 20 °CNot Available
LogP1.57Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility11.3 g/LALOGPS
logP1.1ALOGPS
logP1.42ChemAxon
logS-1.2ALOGPS
pKa (Strongest Basic)-3.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area20.31 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity50.61 m³·mol⁻¹ChemAxon
Polarizability18.79 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+140.08531661259
DarkChem[M-H]-135.49331661259
DeepCCS[M+H]+140.0830932474
DeepCCS[M-H]-137.68430932474
DeepCCS[M-2H]-173.27530932474
DeepCCS[M+Na]+148.26130932474
AllCCS[M+H]+137.532859911
AllCCS[M+H-H2O]+133.032859911
AllCCS[M+NH4]+141.732859911
AllCCS[M+Na]+142.932859911
AllCCS[M-H]-141.432859911
AllCCS[M+Na-2H]-141.532859911
AllCCS[M+HCOO]-141.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
1,2,5,6-Tetrahydro-4H-pyrrolo[3,2,1-ij]quinolin-4-oneO=C1CCC2=CC=CC3=C2N1CC32963.9Standard polar33892256
1,2,5,6-Tetrahydro-4H-pyrrolo[3,2,1-ij]quinolin-4-oneO=C1CCC2=CC=CC3=C2N1CC31691.0Standard non polar33892256
1,2,5,6-Tetrahydro-4H-pyrrolo[3,2,1-ij]quinolin-4-oneO=C1CCC2=CC=CC3=C2N1CC31924.8Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 1,2,5,6-Tetrahydro-4H-pyrrolo[3,2,1-ij]quinolin-4-one GC-MS (Non-derivatized) - 70eV, Positivesplash10-008a-0900000000-ffe4f8f6416b7f66037b2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1,2,5,6-Tetrahydro-4H-pyrrolo[3,2,1-ij]quinolin-4-one 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 - 1,2,5,6-Tetrahydro-4H-pyrrolo[3,2,1-ij]quinolin-4-one 10V, Positive-QTOFsplash10-00di-0900000000-d97975a5b1dd3dc54b002016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2,5,6-Tetrahydro-4H-pyrrolo[3,2,1-ij]quinolin-4-one 20V, Positive-QTOFsplash10-00di-0900000000-dc8b09bb91da65b7dbe62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2,5,6-Tetrahydro-4H-pyrrolo[3,2,1-ij]quinolin-4-one 40V, Positive-QTOFsplash10-066r-0900000000-9e49a756e944af4820c02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2,5,6-Tetrahydro-4H-pyrrolo[3,2,1-ij]quinolin-4-one 10V, Negative-QTOFsplash10-00di-0900000000-d009fa59ccfee463f4882016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2,5,6-Tetrahydro-4H-pyrrolo[3,2,1-ij]quinolin-4-one 20V, Negative-QTOFsplash10-00di-0900000000-07e9b055551e5f2fdfc62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2,5,6-Tetrahydro-4H-pyrrolo[3,2,1-ij]quinolin-4-one 40V, Negative-QTOFsplash10-0006-2900000000-94c145da43ec5d6eff512016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2,5,6-Tetrahydro-4H-pyrrolo[3,2,1-ij]quinolin-4-one 10V, Positive-QTOFsplash10-00di-0900000000-3473e1d34af1c83c89042021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2,5,6-Tetrahydro-4H-pyrrolo[3,2,1-ij]quinolin-4-one 20V, Positive-QTOFsplash10-00di-0900000000-bd044b74560d63d23b232021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2,5,6-Tetrahydro-4H-pyrrolo[3,2,1-ij]quinolin-4-one 40V, Positive-QTOFsplash10-06dj-0900000000-fff91be4fd40fa7f2f822021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2,5,6-Tetrahydro-4H-pyrrolo[3,2,1-ij]quinolin-4-one 10V, Negative-QTOFsplash10-00di-0900000000-4c1ad417189eea157a872021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2,5,6-Tetrahydro-4H-pyrrolo[3,2,1-ij]quinolin-4-one 20V, Negative-QTOFsplash10-00di-0900000000-4c1ad417189eea157a872021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1,2,5,6-Tetrahydro-4H-pyrrolo[3,2,1-ij]quinolin-4-one 40V, Negative-QTOFsplash10-006x-0900000000-481b117a0ebc4aa207b72021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
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 IDDB02756
Phenol Explorer Compound IDNot Available
FooDB IDFDB016106
KNApSAcK IDNot Available
Chemspider ID82768
KEGG Compound IDC18487
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound91665
PDB IDPYQ
ChEBI ID45141
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 References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .