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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2009-07-25 00:01:43 UTC
Update Date2020-09-15 17:22:02 UTC
HMDB IDHMDB0012497
Secondary Accession Numbers
  • HMDB12497
Metabolite Identification
Common Name1-Pyrroline
Description1-Pyrroline belongs to the class of organic compounds known as pyrrolines. Pyrrolines are compounds containing a pyrroline ring, which is a five-member unsaturated aliphatic ring with one nitrogen atom and four carbon atoms. 1-Pyrroline exists in all living organisms, ranging from bacteria to humans. In humans, 1-pyrroline is involved in the metabolic disorder called hyperornithinemia with gyrate atrophy (hoga). 1-Pyrroline is an ammoniacal and shrimp tasting compound. 1-Pyrroline is found, on average, in the highest concentration within grape wine. 1-Pyrroline has also been detected, but not quantified in, several different foods, such as cottonseeds (Gossypium), cauliflowers (Brassica oleracea var. botrytis), jew's ears (Auricularia auricula-judae), menthas (Mentha), and common hazelnuts (Corylus avellana). This could make 1-pyrroline a potential biomarker for the consumption of these foods. 1-Pyrroline is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on 1-Pyrroline.
Structure
Data?1600190522
Synonyms
ValueSource
3,4-Dihydro-2H-pyrroleChEBI
Delta(1)-PyrrolineChEBI
Δ(1)-pyrrolineGenerator
Pyr1HMDB
delta-PyrroliniumMeSH, HMDB
Chemical FormulaC4H7N
Average Molecular Weight69.1051
Monoisotopic Molecular Weight69.057849229
IUPAC Name3,4-dihydro-2H-pyrrole
Traditional Name1-pyrroline
CAS Registry Number5724-81-2
SMILES
C1CC=NC1
InChI Identifier
InChI=1S/C4H7N/c1-2-4-5-3-1/h3H,1-2,4H2
InChI KeyZVJHJDDKYZXRJI-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyrrolines. Pyrrolines are compounds containing a pyrroline ring, which is a five-member unsaturated aliphatic ring with one nitrogen atom and four carbon atoms.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyrrolines
Sub ClassNot Available
Direct ParentPyrrolines
Alternative Parents
Substituents
  • Pyrroline
  • Azacycle
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Imine
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Source:

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility9.06 g/LALOGPS
logP1.26ALOGPS
logP0.081ChemAxon
logS-0.88ALOGPS
pKa (Strongest Basic)8.68ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area12.36 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity21.57 m³·mol⁻¹ChemAxon
Polarizability7.81 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Collision Cross Sections

NameAdductTypeData SourceValueReference
DarkChem[M+H]+PredictedNot Available110.6631661259
DarkChem[M-H]-PredictedNot Available103.71931661259

Retention Indices

Underivatized

Not Available

Derivatized

Not Available
Spectra

GC-MS

Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-014l-9000000000-4d4fae55ba5d056328512017-09-01View Spectrum

LC-MS/MS

Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-9000000000-0c47bc7a9199326d01fb2015-04-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9000000000-a1c78bae3bd974fde0a22015-04-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-494ae64feccb4d36fd192015-04-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-9000000000-ec398e6d46e268379ae92015-04-25View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-9000000000-85864233176e4306adb82015-04-25View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0uxr-9000000000-24c3a950aa94b8f301cb2015-04-25View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-9000000000-baef1c6704ee822491012021-09-07View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-9000000000-dfd30de7aba9f79a29122021-09-07View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-9000000000-e1ed2d2598a7cfc07f6b2021-09-07View Spectrum
Biological Properties
Cellular LocationsNot Available
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 IDFDB008292
KNApSAcK IDC00007606
Chemspider ID72096
KEGG Compound IDC15668
BioCyc IDCPD-6124
BiGG IDNot Available
Wikipedia LinkPyrroline
METLIN IDNot Available
PubChem Compound79803
PDB IDNot Available
ChEBI ID19092
Food Biomarker OntologyNot Available
VMH IDCE1944
MarkerDB IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available