ContaminantDB: Nicotine-1'-N-oxide

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-25 18:38:08 UTC

Update Date

2016-11-09 01:17:31 UTC

Accession Number

CHEM022513

Identification

Common Name

Nicotine-1'-N-oxide

Class

Small Molecule

Description

A tertiary amine oxide resulting from the oxidation of the pyrrolidine nitrogen of nicotine.

Contaminant Sources

FooDB Chemicals
HMDB Contaminants - Urine

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-Methyl-2-(3-pyridyl)-2,3,4,5-tetrahydropyrrol-1-olate	ChEBI
3-(1-Methyl-1-oxidopyrrolidin-2-yl)pyridine	ChEBI
Nicotine 1-N-oxide	ChEBI
1-Methyl-2-(3-pyridyl)-2,3,4,5-tetrahydropyrrol-1-olic acid	Generator
(1's,2's)-Nicotine-n'-oxide	HMDB
(2S)-N-Oxide 3-(1-methyl-2-pyrrolidinyl)-pyridine	HMDB
1'-Oxide nicotine	HMDB
1-Methyl-2-(3-pyridyl)pyrrolidine 1-oxide	HMDB
3-(1-Methyl-1-oxido-2-pyrrolidinyl)pyridine	HMDB
N-Oxide 3-(1-methyl-2-pyrrolidinyl)pyridine	HMDB
N-Oxide-(1-methyl-2-pyrrolidinyl)pyridine	HMDB
Nicotine 1'-oxide	HMDB
Nicotine n'-oxide	HMDB
Nicotine N(1')-oxide	HMDB
Nicotine-1'-oxide	HMDB, MeSH
Nicotine 1-N-oxide, (R)-isomer	MeSH, HMDB
Nicotine 1-N-oxide, dihydrochloride, (S)-isomer	MeSH, HMDB
Nicotine 1-N-oxide, (1S-cis)-isomer	MeSH, HMDB
Nicotine 1-N-oxide, (1S-trans)-isomer	MeSH, HMDB
Nicotine 1-N-oxide, (2S)-isomer	MeSH, HMDB
Nicotine 1-N-oxide, 14C-labeled CPD	MeSH, HMDB
Nicotine 1-N-oxide, dihydrochloride, (1S-trans)-isomer	MeSH, HMDB
Nicotine 1-N-oxide, (1R-cis)-isomer	MeSH, HMDB
Nicotine 1-N-oxide, (1R-trans)-isomer	MeSH, HMDB
Nicotine 1-N-oxide, (S)-isomer	MeSH, HMDB
Nicotine 1-N-oxide, dihydrochloride, (1R-trans)-isomer	MeSH, HMDB

Chemical Formula

C₁₀H₁₄N₂O

Average Molecular Mass

178.231 g/mol

Monoisotopic Mass

178.111 g/mol

CAS Registry Number

63551-14-4

IUPAC Name

1-methyl-2-(pyridin-3-yl)pyrrolidin-1-ium-1-olate

Traditional Name

nicotine 1-N-oxide

SMILES

C[N+]1([O-])CCCC1C1=CN=CC=C1

InChI Identifier

InChI=1S/C10H14N2O/c1-12(13)7-3-5-10(12)9-4-2-6-11-8-9/h2,4,6,8,10H,3,5,7H2,1H3

InChI Key

RWFBQHICRCUQJJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as pyrrolidinylpyridines. Pyrrolidinylpyridines are compounds containing a pyrrolidinylpyridine ring system, which consists of a pyrrolidine ring linked to a pyridine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Pyrrolidinylpyridines

Direct Parent

Pyrrolidinylpyridines

Alternative Parents

Substituents

Pyrrolidinylpyridine
Alkaloid or derivatives
N-alkylpyrrolidine
Trialkyl amine oxide
Heteroaromatic compound
Pyrrolidine
Azacycle
N-oxide
Trisubstituted n-oxide
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic zwitterion
Organic nitrogen compound
Organonitrogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyrrolidine N-oxide (CHEBI:30734 )
a small molecule (CPD-2743 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	11.6 g/L	ALOGPS
logP	-1.1	ALOGPS
logP	0.038	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Basic)	4.74	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	39.77 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	51.7 m³·mol⁻¹	ChemAxon
Polarizability	19.19 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f96-8900000000-b2b7dd335c3a05aa57bb	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-00pi-0900000000-43724ee9d877fcb632a3	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0900000000-c5515911fcd12c368c31	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004l-5900000000-c464534b639004ad3b54	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0uec-9300000000-2a2d1afce79d8998d3b3	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0900000000-4f451a2d6c2540a25c95	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-0900000000-7b621173e20fa3dd7ce0	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0fb9-7900000000-1d685bcb46ea923561a3	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0900000000-403f45bf7fa583376662	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-0900000000-403f45bf7fa583376662	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-c2850ce6846335b0374d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0900000000-d33bcccb60db843c9005	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-1900000000-c1bca04af770521cb894	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0059-9500000000-d593bd18e59fdd3ed294	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0256017

FooDB ID

FDB022656

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

396

ChEBI ID

30734

PubChem Compound ID

409

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Nicotine-1'-N-oxide (CHEM022513)

Structure for CHEM022513: Nicotine-1'-N-oxide