Showing Compound Card for Myosmine (CDB005645)

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Record Information
Version1.0
Created at2020-04-27 16:41:26 UTC
Updated at2021-01-04 18:49:01 UTC
CannabisDB IDCDB005645
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameMyosmine
DescriptionMyosmine or Miosmine, also known as 3-(1-pyrrolin-2-yl)pyridine, 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. Myosmine has been detected, but not quantified in, nuts and papaya. This could make myosmine a potential biomarker for the consumption of these foods. Myosmine is an alkaloid found in tobacco and other plants (PMID: 12166981 ). Chemically, it is closely related to nicotine. Myosmine is also found in cannabis smoke and is formed during the combustion of cannabis ( Ref:DOI ).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-(3-Pyridyl)-1-pyrrolineHMDB
3-(1-Pyrrolin-2-yl)-pyridineHMDB
3-(1-Pyrrolin-2-yl)pyridineHMDB
3-(1-Pyrrolin-2-yl)pyridine, 8ciHMDB
3-(2-Pyrrolin-2-yl)pyridineHMDB
3-(3,4-dihydro-2H-Pyrrol-5-yl)-pyridineHMDB
3-(3,4-dihydro-2H-Pyrrol-5-yl)pyridineHMDB
3-(3,4-dihydro-2H-Pyrrol-5-yl)pyridine, 9ciHMDB
3-(4,5-dihydro-3H-Pyrrol-2-yl)-pyridineHMDB
MiosmineHMDB
Chemical FormulaC9H10N2
Average Molecular Weight146.19
Monoisotopic Molecular Weight146.0844
IUPAC Name3-(3,4-dihydro-2H-pyrrol-5-yl)pyridine
Traditional Namemyosmine
CAS Registry Number532-12-7
SMILES
C1CN=C(C1)C1=CN=CC=C1
InChI Identifier
InChI=1S/C9H10N2/c1-3-8(7-10-5-1)9-4-2-6-11-9/h1,3,5,7H,2,4,6H2
InChI KeyDPNGWXJMIILTBS-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
  • Pyrroline
  • Ketimine
  • Azacycle
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Imine
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point40.5 - 42 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.67ALOGPS
logP0.78ChemAxon
logS-2.2ALOGPS
pKa (Strongest Basic)6.01ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area25.25 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity44.15 m³·mol⁻¹ChemAxon
Polarizability16.2 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSMyosmine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-014i-3900000000-db3028c3447b8fbad78dSpectrum
Predicted GC-MSMyosmine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0002-0900000000-ac2c20ee1446074617d22017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0002-0900000000-4725f1793141bea01a742017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0002-0900000000-9dd2edfefbba0e83c9f92017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0kdi-5900000000-58882d9a3115db332b102017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-004i-9300000000-e1a8385fecfc718d85602017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-QFT 10V, negativesplash10-03di-9000000000-24f308f487e505b94a512020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-QFT 13V, negativesplash10-03di-9000000000-61441818365a55562af42020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-QFT 18V, negativesplash10-03di-9000000000-61441818365a55562af42020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0002-0900000000-1d552cf478e3f61e24442021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0002-0900000000-73ee4dc4dbf2901e4eb52021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0pvi-0900000000-2ba3c89d8d735ba1e25a2021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0900000000-8a6f17e51b8cd72bb9932016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-1900000000-ffb92e9df626493b90412016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014l-9200000000-6ffd0c5d168050b250542016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-5e0f4fd430c807e2a8be2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-2900000000-3794b55167cb5d2615092016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9600000000-5039f9f646bef8acc0162016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-13a7f8abb6843112a88c2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-1900000000-1ab145cd166c2f080c9b2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00mo-9500000000-0b3b80c41f55a4ffc6792021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0900000000-8ffc0ea3ec7f7e0434b82021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0900000000-7dc7a7b98a4db5294e612021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9500000000-905625b96447f678b6f92021-09-22View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0030386
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB002238
KNApSAcK IDC00002056
Chemspider ID391011
KEGG Compound IDC10160
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMyosmine
METLIN IDNot Available
PubChem Compound442649
PDB IDNot Available
ChEBI ID370766
References
General References
  1. Tyroller S, Zwickenpflug W, Richter E: New sources of dietary myosmine uptake from cereals, fruits, vegetables, and milk. J Agric Food Chem. 2002 Aug 14;50(17):4909-15. doi: 10.1021/jf020281p. [PubMed:12166981 ]