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 17:35:26 UTC
Update Date2022-03-07 02:52:28 UTC
HMDB IDHMDB0030204
Secondary Accession Numbers
  • HMDB30204
Metabolite Identification
Common Name1-(2-Furanylmethyl)-1H-pyrrole
Description1-(2-Furanylmethyl)-1H-pyrrole belongs to the class of organic compounds known as substituted pyrroles. These are heterocyclic compounds containing a pyrrole ring substituted at one or more positions. 1-(2-Furanylmethyl)-1H-pyrrole is a coffee, fruity, and green tasting compound. 1-(2-Furanylmethyl)-1H-pyrrole is found, on average, in the highest concentration within beer. 1-(2-Furanylmethyl)-1H-pyrrole has also been detected, but not quantified in, several different foods, such as coffee and coffee products, cereals and cereal products, nuts, robusta coffees (Coffea canephora), and arabica coffees (Coffea arabica). This could make 1-(2-furanylmethyl)-1H-pyrrole a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 1-(2-Furanylmethyl)-1H-pyrrole.
Structure
Data?1563861953
Synonyms
ValueSource
1-(2-Furanmethyl)-1H-pyrroleHMDB
1-(2-Furanylmethyl)-1H-pyrrole (furfurylpyrrole)HMDB
1-(2-FurfuryI)pyrroleHMDB
1-(2-Furfuryl)-1H-pyrroleHMDB
1-(2-Furfuryl)-pyrroleHMDB
1-(2-Furfuryl)pyrroleHMDB
1-(2-Furylmethyl)-1H-pyrroleHMDB
1-Furfuryl-1H-pyrroleHMDB
1-Furfuryl-pyrroleHMDB
1-FurfurylpyrroleHMDB
1H-Pyrrole, 1-(2-furfuryl)HMDB
2-FurfurylpyrroleHMDB
FEMA 3284HMDB
N-(2-Furfuryl)pyrroleHMDB
N-Furfuryl pyrroleHMDB
N-FurfurylpyrroleHMDB
Chemical FormulaC9H9NO
Average Molecular Weight147.1739
Monoisotopic Molecular Weight147.068413915
IUPAC Name1-(furan-2-ylmethyl)-1H-pyrrole
Traditional Name1-(furan-2-ylmethyl)pyrrole
CAS Registry Number1438-94-4
SMILES
C(N1C=CC=C1)C1=CC=CO1
InChI Identifier
InChI=1S/C9H9NO/c1-2-6-10(5-1)8-9-4-3-7-11-9/h1-7H,8H2
InChI KeyBTBFUBUCCJKJOZ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as substituted pyrroles. These are heterocyclic compounds containing a pyrrole ring substituted at one or more positions.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyrroles
Sub ClassSubstituted pyrroles
Direct ParentSubstituted pyrroles
Alternative Parents
Substituents
  • Substituted pyrrole
  • Heteroaromatic compound
  • Furan
  • Oxacycle
  • Azacycle
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point77.00 to 79.00 °C. @ 1.00 mm HgThe Good Scents Company Information System
Water Solubility568 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.184 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.23 g/LALOGPS
logP1.86ALOGPS
logP2.06ChemAxon
logS-2.8ALOGPS
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area18.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity42.72 m³·mol⁻¹ChemAxon
Polarizability15.63 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+128.84431661259
DarkChem[M-H]-125.81731661259
DeepCCS[M+H]+132.16730932474
DeepCCS[M-H]-129.83730932474
DeepCCS[M-2H]-165.64330932474
DeepCCS[M+Na]+140.12430932474
AllCCS[M+H]+130.232859911
AllCCS[M+H-H2O]+125.432859911
AllCCS[M+NH4]+134.732859911
AllCCS[M+Na]+136.032859911
AllCCS[M-H]-129.632859911
AllCCS[M+Na-2H]-130.532859911
AllCCS[M+HCOO]-131.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
1-(2-Furanylmethyl)-1H-pyrroleC(N1C=CC=C1)C1=CC=CO11850.9Standard polar33892256
1-(2-Furanylmethyl)-1H-pyrroleC(N1C=CC=C1)C1=CC=CO11186.3Standard non polar33892256
1-(2-Furanylmethyl)-1H-pyrroleC(N1C=CC=C1)C1=CC=CO11161.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 1-(2-Furanylmethyl)-1H-pyrrole GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-9200000000-a4ed3813da0368b9e0742017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-(2-Furanylmethyl)-1H-pyrrole 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-Furanylmethyl)-1H-pyrrole 10V, Positive-QTOFsplash10-0002-0900000000-8c9212f6b79bf98e7b1d2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2-Furanylmethyl)-1H-pyrrole 20V, Positive-QTOFsplash10-0002-1900000000-34b6d47c76cc23cd53662016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2-Furanylmethyl)-1H-pyrrole 40V, Positive-QTOFsplash10-014i-9100000000-7d500f0d9313da2ea6812016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2-Furanylmethyl)-1H-pyrrole 10V, Negative-QTOFsplash10-0002-0900000000-cee8774114096ffb7c552016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2-Furanylmethyl)-1H-pyrrole 20V, Negative-QTOFsplash10-0002-2900000000-f02631ac995c7dc5436f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2-Furanylmethyl)-1H-pyrrole 40V, Negative-QTOFsplash10-02ta-9300000000-76d552f5b7a5e570493c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2-Furanylmethyl)-1H-pyrrole 10V, Positive-QTOFsplash10-000t-5900000000-5a0eac817a79cf1200eb2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2-Furanylmethyl)-1H-pyrrole 20V, Positive-QTOFsplash10-001j-9400000000-7cf7d869d11e7f3156b02021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2-Furanylmethyl)-1H-pyrrole 40V, Positive-QTOFsplash10-0ue9-9100000000-ebb08a4e806275c043062021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2-Furanylmethyl)-1H-pyrrole 10V, Negative-QTOFsplash10-0002-0900000000-46c7adeffe51c18a37d62021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2-Furanylmethyl)-1H-pyrrole 20V, Negative-QTOFsplash10-0002-1900000000-8c35c839c3999c6f24f92021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-(2-Furanylmethyl)-1H-pyrrole 40V, Negative-QTOFsplash10-00mo-9500000000-42aa3fdfd706123603d32021-09-25Wishart 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 IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB002022
KNApSAcK IDC00052571
Chemspider ID14312
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound15037
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1028491
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.. .