Showing Compound Card for 2-Pentylpyridine (CDB005636)

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Record Information
Version1.0
Created at2020-04-27 16:40:31 UTC
Updated at2021-01-04 18:49:01 UTC
CannabisDB IDCDB005636
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Name2-Pentylpyridine
Description2-Pentylpyridine is an alkyl pyridine that belongs to the class of organic compound known as pyridines and derivatives. These are compounds containing a pyridine ring, which is a six-member aromatic heterocycle that consists of one nitrogen atom and five carbon atoms. 2-Pentylpyridine is one of three structural isomers of pentylpyridine wherein the pentyl group is substituted at different positions (the 2, 3 and 4 positions) of the pyridine ring. 2-Pentylpyridine is a Maillard reaction product formed by 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, potato chips, roasted peanut, buckwheat and wheat bread crumbs. 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. 2-Pentylpyridine is a major contributor to the unpalatable taste of soy flour and protein isolates (doi: 10.1007/s11746-997-0080-6). 2-Pentylpyridine is commonly found in the volatiles of cooked meat and is the major odour compound in roast lamb fat and roast turkey. It is also present in the aroma of grilled/fried chicken, pork and beef, roasted sesame seeds, roasted peanuts roasted filbert, ambrette seed oil, bell pepper and coriander oil. 2-Pentylpyridine is used as a flavouring additive in a number of foods. 2-Pentylpyridine has a fatty, green pepper, mushroom and herbal odour. Pentylpyridines are found in marijuana smoke and are formed during the combustion of cannabis ( Ref:DOI ).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-Amyl pyridineHMDB
2-AmylpyridineHMDB
2-N-AmylpyridineHMDB
2-N-PentylpyridineHMDB
2-Pentyl-pyridineHMDB
FEMA 3383HMDB
Chemical FormulaC10H15N
Average Molecular Weight149.23
Monoisotopic Molecular Weight149.1204
IUPAC Name2-pentylpyridine
Traditional Name2-pentylpyridine
CAS Registry Number2294-76-0
SMILES
CCCCCC1=CC=CC=N1
InChI Identifier
InChI=1S/C10H15N/c1-2-3-4-7-10-8-5-6-9-11-10/h5-6,8-9H,2-4,7H2,1H3
InChI KeyHSDXVAOHEOSTFZ-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

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Role

Industrial application:

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
logP3.59ALOGPS
logP2.92ChemAxon
logS-2.1ALOGPS
pKa (Strongest Basic)5.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area12.89 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity46.92 m³·mol⁻¹ChemAxon
Polarizability18.54 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-0006-9200000000-2217a0dc124cd8abe9fd2015-03-01View Spectrum
GC-MS2-Pentylpyridine, non-derivatized, GC-MS Spectrumsplash10-0006-9200000000-2b5ea572618b9c05ad49Spectrum
GC-MS2-Pentylpyridine, non-derivatized, GC-MS Spectrumsplash10-0006-9200000000-2b5ea572618b9c05ad49Spectrum
Predicted GC-MS2-Pentylpyridine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9400000000-a856e3711d6063259973Spectrum
Predicted GC-MS2-Pentylpyridine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0900000000-2b9194311aa995744d922016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-3900000000-88a8c352295efedc28df2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9100000000-7db36c5a5039af1b368d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-b80befcdbd293753126c2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0900000000-548c59b0b566d577537e2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0059-9500000000-39a0e3293ce7ef19e1d12016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udl-9700000000-2f6a2e74b7e514cf1b0a2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4l-9200000000-a3c47f098b60f17c4ab82021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a6u-9200000000-46e9aa48f5f3f51d6eba2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-5752a5fb61261e2be13f2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0900000000-ece8ebf34ace67839e332021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-002f-9200000000-558592f943bc0e26632a2021-09-24View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 100.40 MHz, CDCl3, experimental)Spectrum
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0034893
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB013469
KNApSAcK IDNot Available
Chemspider ID15924
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound16800
PDB IDNot Available
ChEBI IDNot Available
References
General ReferencesNot Available