EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

myosmine
pyridine, 3-(3,4-dihydro-2H-pyrrol-5-yl)- (9CI)

Supplier Sponsors

Name:3-(2,3-dihydro-1H-pyrrol-5-yl)pyridine
CAS Number: 532-12-7Picture of molecule3D/inchi
FDA UNII: 9O0A545W4L
Nikkaji Web:J51.342C
Beilstein Number:0119254
MDL:MFCD00052019
XlogP3-AA:1.40 (est)
Molecular Weight:146.19270000
Formula:C9 H10 N2
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 318.70 °C. @ 760.00 mm Hg (est)
Flash Point: 296.00 °F. TCC ( 146.50 °C. ) (est)
logP (o/w): 0.730 (est)
Soluble in:
 water, 1.003e+005 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Myosmine > 95%
Odor: characteristic
Use: A metabolite of Nicotine,which is a potent parasympathomimetic stimulant
ExtraSynthese
For experimental / research use only.
Myosmine (HPLC) ≥95%
Matrix Scientific
For experimental / research use only.
Myosmine, 98%
sds
Santa Cruz Biotechnology
For experimental / research use only.
Myosmine 98%
Sigma-Aldrich: Sigma
For experimental / research use only.
Myosmine
sds
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intraperitoneal-rat LD50 190 mg/kg
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Proceedings of the Society for Experimental Biology and Medicine. Vol. 63, Pg. 423, 1946.

oral-rat LD50 1875 mg/kg
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Proceedings of the Society for Experimental Biology and Medicine. Vol. 63, Pg. 423, 1946.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for myosmine usage levels up to:
 not for fragrance use.
 
Recommendation for myosmine flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA GENetic TOXicology:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :68282
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
3-(2,3-dihydro-1H-pyrrol-5-yl)pyridine
Chemidplus:0000532127
RTECS:UT7660000 for cas# 532-12-7
 
References:
 3-(2,3-dihydro-1H-pyrrol-5-yl)pyridine
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):68282
Pubchem (sid):135023648
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEMBL:View
KEGG (GenomeNet):C10160
HMDB (The Human Metabolome Database):HMDB30386
FooDB:FDB002238
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 hazelnut
Search Trop Picture
 papaya leaf
Search Trop Picture
 papaya plant
Search Trop Picture
 peanut
Search Trop Picture
 
Synonyms:
3-(2,3-dihydro-1H-pyrrol-5-yl)pyridine
 pyridine, 3-(1-pyrrolin-2-yl)-
 pyridine, 3-(3,4-dihydro-2H-pyrrol-5-yl)- (9CI)
3-(1-pyrrolin-2-yl)pyridine
 

Articles:

PubMed:Simultaneous quantification of tobacco alkaloids and major phase I metabolites by LC-MS/MS in human tissue.
PubMed:Determination of Behaviorally Effective Tobacco Constituent Doses in Rats.
PubMed:Differential effects of non-nicotine tobacco constituent compounds on nicotine self-administration in rats.
PubMed:Determination of caffeine, myosmine, and nicotine in chocolate by headspace solid-phase microextraction coupled with gas chromatography-tandem mass spectrometry.
PubMed:Physiological and biochemical characterization of a novel nicotine-degrading bacterium Pseudomonas geniculata N1.
PubMed:Genetic variation in alkaloid accumulation in leaves of Nicotiana.
PubMed:Analysis of refill liquids for electronic cigarettes.
PubMed:Piperidine, pyridine alkaloid inhibition of fetal movement in a day 40 pregnant goat model.
PubMed:Application of GC-MS/MS for the analysis of tobacco alkaloids in cigarette filler and various tobacco species.
PubMed:Effects of myosmine on antioxidative defence in rat liver.
PubMed:Nicotine, cotinine, and myosmine determination using polymer films of tailor-designed zinc porphyrins as recognition units for piezoelectric microgravimetry chemosensors.
PubMed:Protonating and determining myosmine intactly by association with citrate anion.
PubMed:Biodegradation of nicotine by a novel Strain Shinella sp. HZN1 isolated from activated sludge.
PubMed:A novel pathway for nicotine degradation by Aspergillus oryzae 112822 isolated from tobacco leaves.
PubMed:Inhibition of human aromatase by myosmine.
PubMed:Analysis of myosmine, cotinine and nicotine in human toenail, plasma and saliva.
PubMed:The addition of five minor tobacco alkaloids increases nicotine-induced hyperactivity, sensitization and intravenous self-administration in rats.
PubMed:Validation of a GC-FID method for rapid quantification of nicotine in fermented extracts prepared from Nicotiana tabacum fresh leaves and studies of nicotine metabolites.
PubMed:Evaluation of the mutagenic effects of myosmine in human lymphocytes using the HPRT gene mutation assay.
PubMed:Enhanced radiation damage in irradiated and non-irradiated bystander regions by co-exposure to myosmine.
PubMed:[Rapid determination of alkaloids in tobacco using gas chromatography-mass spectrometry with full scan-selected ion monitoring mode].
PubMed:Sequential preconcentration by coupling of field amplified sample injection with pseudo isotachophoresis-acid stacking for analysis of alkaloids in capillary electrophoresis.
PubMed:Analyses of tobacco alkaloids by cation-selective exhaustive injection sweeping microemulsion electrokinetic chromatography.
PubMed:Investigation of the reaction of myosmine with sodium nitrite in vitro and in rats.
PubMed:Characterisation of nicotine and related compounds using electrospray ionisation with ion trap mass spectrometry and with quadrupole time-of-flight mass spectrometry and their detection by liquid chromatography/electrospray ionisation mass spectrometry.
PubMed:Tissue distribution and excretion of myosmine after i.v. administration to Long-Evans rats using quantitative whole-body autoradiography.
PubMed:Genotoxic effects of myosmine in a human esophageal adenocarcinoma cell line.
PubMed:Reaction of the tobacco alkaloid myosmine with hydrogen peroxide.
PubMed:Nicotine demethylation in Nicotiana cell suspension cultures: N'-formylnornicotine is not involved.
PubMed:Acute and subacute effects of tobacco alkaloids, tobacco-specific nitrosamines and phenethyl isothiocyanate on N'-nitrosonornicotine metabolism in rats.
PubMed:Metabolism of myosmine in Wistar rats.
PubMed:Unifying mechanism for toxicity and addiction by abused drugs: electron transfer and reactive oxygen species.
PubMed:Iminium metabolite mechanism for nicotine toxicity and addiction: Oxidative stress and electron transfer.
PubMed:Nicotine-related alkaloids and metabolites as inhibitors of human cytochrome P-450 2A6.
PubMed:Fast analysis of nicotine related alkaloids in tobacco and cigarette smoke by megabore capillary gas chromatography.
PubMed:Genotoxic effects of myosmine in human lymphocytes and upper aerodigestive tract epithelial cells.
PubMed:Determination of tobacco alkaloids by gas chromatography with nitrogen-phosphorus detection.
PubMed:New sources of dietary myosmine uptake from cereals, fruits, vegetables, and milk.
PubMed:Nitrosation of dietary myosmine as risk factor of human cancer.
PubMed:Distribution of exposure concentrations and doses for constituents of environmental tobacco smoke.
PubMed:Use of environmental tobacco smoke constituents as markers for exposure.
PubMed:N-Nitrosation of myosmine yields HPB (4-hydroxy-1-(3-pyridyl)-1-butanone) and NNN (N-nitrosonornicotine).
PubMed:Evaluation of micellar electrokinetic capillary chromatography for the analysis of selected tobacco alkaloids.
PubMed:Exposure to environmental tobacco smoke in sixteen cities in the United States as determined by personal breathing zone air sampling.
PubMed:Determination of personal exposure of non-smokers to environmental tobacco smoke in the United States.
PubMed:The effect of varying hormonal and precursor supplementations on levels of nicotine and related alkaloids in cell cultures ofNicotiana tabacum.
PubMed:Microcirculatory effects of nicotine and related alkaloids.
PubMed:Studies on the induction of sister-chromatid exchanges in Chinese hamster ovary cells by various tobacco alkaloids.
PubMed:Comprehensive analysis of urinary metabolites of N'-nitrosonornicotine.
PubMed:Metabolism in the F344 rat of 4-(N-methyl-N-nitrosamino)-1-(3-pyridyl)-1-butanone, a tobacco-specific carcinogen.
PubMed:Metabolic beta-hydroxylation and N-oxidation of N'-nitrosonornicotine.
PubMed:A convenient synthesis of myosmine.
PubMed:Determination of myosmine with o-aminobenzaldehyde.
PubMed:Myosmine in cigar tobacco.
PubMed:Some comparative observations on l-nicotine and myosmine.
 
Notes:
alkaloid found in nicotiana. Present in hazelnuts and peanuts
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