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Showing Compound 1H-Pyrrole-2-carboxaldehyde (FDB014879)

Record Information
Version1.0
Creation date2010-04-08 22:11:31 UTC
Update date2019-11-26 03:10:52 UTC
Primary IDFDB014879
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name1H-Pyrrole-2-carboxaldehyde
Description1H-Pyrrole-2-carboxaldehyde, also known as alpha-pyrrolaldehyde or 2-carboxaldehyde-1H-pyrrole, belongs to the class of organic compounds known as aryl-aldehydes. Aryl-aldehydes are compounds containing an aldehyde group directly attached to an aromatic ring. 1H-Pyrrole-2-carboxaldehyde is an ethereal tasting compound. 1H-Pyrrole-2-carboxaldehyde is found, on average, in the highest concentration within beer. 1H-Pyrrole-2-carboxaldehyde has also been detected, but not quantified in, several different foods, such as evergreen blackberries (Rubus laciniatus), teas (Camellia sinensis), green tea, red tea, and robusta coffees (Coffea canephora). This could make 1H-pyrrole-2-carboxaldehyde a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 1H-Pyrrole-2-carboxaldehyde.
CAS Number1003-29-8
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
1(H)-Pyrrole carboxaldehydeChEBI
1-Pyrrole-2-carboxaldehydeChEBI
1H-Pyrrole-2-carboxyaldehydeChEBI
2-Carboxaldehyde-1H-pyrroleChEBI
2-FormylpyrroleChEBI
2-PyrrolaldehydeChEBI
2-PyrrolcarbaldehydeChEBI
2-Pyrrole aldehydeChEBI
2-PyrrolecarbaldehydeChEBI
2-PyrrolecarboxaldehydeChEBI
2-PyrrolylcarboxaldehydeChEBI
alpha-PyrrolaldehydeChEBI
Pyrrol-2-carboxaldehydeChEBI
Pyrrole-2-aldehydeChEBI
Pyrrole-2-carbaldehydeChEBI
a-PyrrolaldehydeGenerator
Α-pyrrolaldehydeGenerator
1( H)-Pyrrole carboxaldehydeHMDB
1H-Pyrrole-2-carbaldehydeHMDB
Pyrrole-2-carboxaldehydeHMDB, MeSH
Pyrrole-2-carboxaldehyde (8ci)HMDB
1H-Pyrrole-2-carboxaldehydeChEBI
α-pyrrolaldehydebiospider
1( H)-pyrrole carboxaldehydebiospider
1H-pyrrole-2-carboxyaldehydebiospider
2-carboxaldehyde-1H-pyrrolebiospider
Pyrrole-2-carboxaldehyde (8CI)biospider
α-pyrrolaldehydeGenerator
Predicted Properties
PropertyValueSource
Water Solubility304 g/LALOGPS
logP0.52ALOGPS
logP0.69ChemAxon
logS0.5ALOGPS
pKa (Strongest Acidic)14.21ChemAxon
pKa (Strongest Basic)-7.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area32.86 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity27.28 m³·mol⁻¹ChemAxon
Polarizability9.3 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC5H5NO
IUPAC name1H-pyrrole-2-carbaldehyde
InChI IdentifierInChI=1S/C5H5NO/c7-4-5-2-1-3-6-5/h1-4,6H
InChI KeyZSKGQVFRTSEPJT-UHFFFAOYSA-N
Isomeric SMILESO=CC1=CC=CN1
Average Molecular Weight95.0993
Monoisotopic Molecular Weight95.037113787
Classification
Description Belongs to the class of organic compounds known as aryl-aldehydes. Aryl-aldehydes are compounds containing an aldehyde group directly attached to an aromatic ring.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAryl-aldehydes
Alternative Parents
Substituents
  • Aryl-aldehyde
  • Substituted pyrrole
  • Heteroaromatic compound
  • Pyrrole
  • Azacycle
  • Organoheterocyclic compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 63.15%; H 5.30%; N 14.73%; O 16.82%DFC
Melting PointMp 50-51°DFC
Boiling PointBp2 78°DFC
Experimental Water SolubilityNot Available
Experimental logP0.64HANSCH,C ET AL. (1995)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS1H-Pyrrole-2-carboxaldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0002-9000000000-5f2e8ffab711dbfed89aSpectrum
Predicted GC-MS1H-Pyrrole-2-carboxaldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS1H-Pyrrole-2-carboxaldehyde, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-9000000000-146097e8a420f5d9d128Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9000000000-fa12013eb915691d9b66Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-3d161254a77dfc3829c2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014l-9000000000-5ffd41c3abfd6adaa999Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-9000000000-3f070060c5785123e18cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-9000000000-80bc8672cf39bfa9cc28Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-9000000000-8b5ca5b4e63626d5b0c9Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kb-9000000000-b56e5fbfb2163d229a21Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-9000000000-b40daf136319bc0639bfSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00kb-9000000000-2f76e9a1377d985ef7e7Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-9000000000-2419053da3a96c61562eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f79-9000000000-6d571bd229680b1b1ab6Spectrum
NMRNot Available
ChemSpider ID13254
ChEMBL IDCHEMBL2229658
KEGG Compound IDNot Available
Pubchem Compound ID13854
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB36057
CRC / DFC (Dictionary of Food Compounds) IDJWX96-I:JWX96-I
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1279691
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
ethereal
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference