<i>N</i>'-Nitrosoanabasine (NAB) (CED0131829)

Record Information

Version

1.0

Creation Date

2016-05-20 16:17:52 UTC

Update Date

2026-08-18 00:17:42 UTC

Accession Number

CHEM016175

Identification

Common Name

<i>N</i>'-Nitrosoanabasine (NAB)

Class

Small Molecule

Description

N'-Nitrosoanabasine (NAB) belongs to the alkaloids and derivatives, a superclass within the organic compounds. This compound has the chemical formula C10H13N3O and an average molecular weight of 191.23 g/mol. NAB is found in or released from eight recorded sources. These sources include household cleaning and consumer products, specifically cigar cigarettes, non electric simulated smoking devices, other smoking requisites, pipe accessories, tobacco pipes, and two additional items. Furthermore, it is associated with electrical and electronic equipment, specifically electrically stimulated smoking devices.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-(1-Nitroso-2-piperidinyl)-pyridine	Kegg
N'-nitrosoanabasine, (+-)-isomer	HMDB
N'-nitrosoanabasine, (S)-isomer	HMDB

Chemical Formula

C₁₀H₁₃N₃O

Average Molecular Mass

191.230 g/mol

Monoisotopic Mass

191.106 g/mol

CAS Registry Number

37620-20-5

IUPAC Name

3-(1-nitrosopiperidin-2-yl)pyridine

Traditional Name

3-(1-nitrosopiperidin-2-yl)pyridine

SMILES

O=NN1CCCCC1C1=CN=CC=C1

InChI Identifier

InChI=1S/C10H13N3O/c14-12-13-7-2-1-5-10(13)9-4-3-6-11-8-9/h3-4,6,8,10H,1-2,5,7H2

InChI Key

BXYPVKMROLGXJI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Not Available

Sub Class

Not Available

Direct Parent

Alkaloids and derivatives

Alternative Parents

Substituents

Alkaloid or derivatives
1-nitrosopiperidine
Piperidine
Pyridine
Heteroaromatic compound
Organic n-nitroso compound
Azacycle
Organoheterocyclic compound
Organic nitroso compound
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

citraconoyl group (CHEBI:82507 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

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	2.08 g/L	ALOGPS
logP	1.02	ALOGPS
logP	1.46	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Basic)	4.79	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	45.56 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	54.32 m³·mol⁻¹	ChemAxon
Polarizability	20.04 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-03xr-1900000000-dd8105864573fc004727	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0900000000-013977f2c6fda88acd25	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01qc-0900000000-9179722f24c850b6c430	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0pc0-8900000000-0c2cea4a2db968797ec2	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0900000000-560c30f02c22be3af4b7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00dl-1900000000-718e27224fb00b1ad8ab	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-056r-9700000000-aa32cd08fe30d1e5d2f1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-006x-1900000000-04b6843c996a27751dc1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-054x-2900000000-98ffe6b8797db154283d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-9600000000-357f471b7aa5832862f1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0900000000-d5f59b970051e63a9dab	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-1900000000-18eddd1a2e9cdaa3bac9	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-06uu-9700000000-963b14a1bc1d3f6878f5	Not Available	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
213.0	Log mg/kg	[120:380]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
518	Electrically Stimulated Smoking Devices	Electrical & Electronic Equipment	Not Available
556	Cigar Cigarettes	Household cleaning & consumer products	Not Available
559	Non Electric Simulated Smoking Devices	Household cleaning & consumer products	Not Available
560	Other Smoking Requisites	Household cleaning & consumer products	Not Available
562	Pipe Accessories	Household cleaning & consumer products	Not Available
566	Tobacco Pipes	Household cleaning & consumer products	Not Available
567	Tobacco Product Cases	Household cleaning & consumer products	Not Available
569	Tobacco Smoke Filters	Household cleaning & consumer products	Not Available
578	Making Cigars	Industrial manufacturing & chemical processing	Not Available
580	Manufacture Preparation Of Tobacco Products	Industrial manufacturing & chemical processing	Not Available
606	Plant Growth Regulators	Agriculture & land management	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Lycopene beta-cyclase	P21687	Pantoea ananas	Predicted (SEA)	0.0778492
Click to view 3D structure	Neuronal acetylcholine receptor subunit alpha-7	P36544	Humans	Predicted (SEA)	12.5337
Click to view 3D structure	Neuronal acetylcholine receptor subunit alpha-9	P43144	Rattus norvegicus	Predicted (SEA)	1.08989
Click to view 3D structure	Neuronal acetylcholine receptor subunit alpha-7	Q05941	Rattus norvegicus	Predicted (SEA)	8.25202
Click to view 3D structure	Neuronal acetylcholine receptor subunit beta-4	P12392	Rattus norvegicus	Predicted (SEA)	0.233548
Click to view 3D structure	Cytochrome P450 2A6	P11509	Humans	Predicted (SEA)	7.16213
Click to view 3D structure	Acetylcholine-binding protein	P58154	Lymnaea stagnalis	Predicted (SEA)	5.2159
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	424.745
Click to view 3D structure	Nicotinic acetylcholine receptor alpha 5 subunit	A9XFY4	Musca domestica	Predicted (SEA)	0.622794
Click to view 3D structure	Neuronal acetylcholine receptor subunit alpha-3	P32297	Humans	Predicted (SEA)	1.40129
Click to view 3D structure	Neuronal acetylcholine receptor subunit alpha-2	P12389	Rattus norvegicus	Predicted (SEA)	0.856341
Click to view 3D structure	Sodium-dependent serotonin transporter	P31652	Rattus norvegicus	Predicted (SEA)	440.082
Click to view 3D structure	Neuronal acetylcholine receptor subunit alpha-7	P49582	Mus musculus	Predicted (SEA)	3.26967
Click to view 3D structure	Sialic acid-binding Ig-like lectin 9	Q9Y336	Humans	Predicted (SEA)	19.8516
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	2807.63
Click to view 3D structure	Cytochrome P450 1A2	P05177	Humans	Predicted (SEA)	1717.51
Click to view 3D structure	Cytochrome P450 2D6	P10635	Humans	Predicted (SEA)	2420.18
Click to view 3D structure	Cytochrome P450 2C9	P11712	Humans	Predicted (SEA)	3138.02
Click to view 3D structure	Cytochrome P450 2C19	P33261	Humans	Predicted (SEA)	2067.91
Click to view 3D structure	Sodium-dependent dopamine transporter	Q01959	Humans	Predicted (SEA)	1029.09
Click to view 3D structure	Transient receptor potential cation channel subfamily A member 1	O75762	Humans	Predicted (SEA)	52.159
Click to view 3D structure	Cytochrome P450 11B1, mitochondrial	P15538	Humans	Predicted (SEA)	84.6221
Click to view 3D structure	Cytochrome P450 11B2, mitochondrial	P19099	Humans	Predicted (SEA)	85.3227
Click to view 3D structure	Peptidyl-prolyl cis-trans isomerase	Q63J95	Burkholderia pseudomallei (strain K96243)	Predicted (SEA)	61.968
Click to view 3D structure	Macrophage infectivity potentiator	Q09734	Trypanosoma cruzi	Predicted (SEA)	61.968