Record Information
Version1.0
Created at2020-04-27 16:40:36 UTC
Updated at2021-01-04 18:49:01 UTC
CannabisDB IDCDB005637
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Name3-Pentylpyridine
Description3-Pentylpyridine is an alkylpyridine that belongs to the class of organic compounds known as pyridines and derivatives. Pyridines and derivatives are compounds containing a pyridine ring, which is a six-member aromatic heterocycle which consists of one nitrogen atom and five carbon atoms. 3-Pentylpyridine is one of three structural isomers of pentylpyridine wherein the pentyl group is substituted at different positions (the 2, 3 and 4 positions) around the pyridine ring. 3-Pentylpyridine is a minor Maillard reaction product formed by the thermal interaction of 2,4-decadienal with amino acids, especially asparagine and glutamine (J. Agric. Food Chem. 1996, 44, 12, 3906–3908 - Ref:DOI ). 2,4-decadienal is an aromatic substance found in butter, cooked beef, fish and potato chips. In an isolated state, it smells of deep fat flavor, characteristic of chicken aroma (at 10ppm). At lower concentrations, it has the odor of citrus, orange or grapefruit. Maillard reactions occur when foodstuffs are heated to 140–165 ºC. In addition to the aromas they produce, they are responsible for browning baked, grilled, or roasted foods such as breads, vegetables, and meats. 3-Pentylpyridine is a minor constituent of roast lamb fat. It also occurs naturally in certain fruits and has been detected, but not quantified in, sweet oranges. Pentylpyridines are found in marijuana smoke. 3-Pentylpyridine is formed during the combustion of cannabis ( Ref:DOI ).
Structure
Thumb
Synonyms
ValueSource
Pyridine, 3-pentylHMDB
Chemical FormulaC10H15N
Average Molecular Weight149.23
Monoisotopic Molecular Weight149.1204
IUPAC Name3-pentylpyridine
Traditional Name3-pentylpyridine
CAS Registry Number1802-20-6
SMILES
CCCCCC1=CN=CC=C1
InChI Identifier
InChI=1S/C10H15N/c1-2-3-4-6-10-7-5-8-11-9-10/h5,7-9H,2-4,6H2,1H3
InChI KeyWPFPTAWUHHGUDQ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyridines and derivatives. Pyridines and derivatives are compounds containing a pyridine ring, which is a six-member aromatic heterocycle which consists of one nitrogen atom and five carbon atoms.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyridines and derivatives
Sub ClassNot Available
Direct ParentPyridines and derivatives
Alternative Parents
Substituents
  • Pyridine
  • Heteroaromatic compound
  • Azacycle
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Role

Biological role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.57ALOGPS
logP3.05ChemAxon
logS-2.2ALOGPS
pKa (Strongest Basic)5.56ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area12.89 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity47.35 m³·mol⁻¹ChemAxon
Polarizability18.42 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS3-Pentylpyridine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-002f-9300000000-7285f90aac0f054b02ceSpectrum
Predicted GC-MS3-Pentylpyridine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0900000000-3e07b25cac9e8d23bc4f2016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-5900000000-dbda2a207a2d8bbda06a2016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pbc-9100000000-a7dccda291df06d648cd2016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-aaa0ea3e99ad904e07d42016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0900000000-a8901cd87e708d59a7e72016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00gm-7900000000-b3d1453a4e758155e5ac2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udl-9800000000-55ac1bef9470c94a29692021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9200000000-e8231fd436f61263a28c2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-066u-9200000000-ca6ac9c7c5bcc55239242021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-5752a5fb61261e2be13f2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0900000000-32174b9633924c05a8832021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004l-9100000000-b3d130801621a59b8d762021-09-23View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0034886
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB013462
KNApSAcK IDNot Available
Chemspider ID208131
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound238307
PDB IDNot Available
ChEBI IDNot Available
References
General ReferencesNot Available