<i>N</i>'-Nitrosoanatabine (NAT) (CED0138973)

Record Information

Version

1.0

Creation Date

2016-05-20 16:18:27 UTC

Update Date

2026-08-17 22:30:35 UTC

Accession Number

CHEM016190

Identification

Common Name

<i>N</i>'-Nitrosoanatabine (NAT)

Class

Small Molecule

Description

N'-Nitrosoanatabine (NAT) is an organic compound with the formula C10H11N3O and an average molecular weight of 189.22 g/mol. N'-Nitrosoanatabine (NAT) belongs to the hydropyridines, a subclass of pyridines and derivatives within the organic compounds. This substance is further classified within the superclass of organoheterocyclic compounds. The compound has been identified in or released from six recorded sources. Within the category of electrical and electronic equipment, it is associated with electrically stimulated smoking devices. Additionally, it is found in household cleaning and consumer products, specifically including cigar cigarettes, non electric simulated smoking devices, other smoking requisites, pipe accessories, and tobacco product cases.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
N'-nitrosoanatabine	MeSH

Chemical Formula

C₁₀H₁₁N₃O

Average Molecular Mass

189.218 g/mol

Monoisotopic Mass

189.090 g/mol

CAS Registry Number

71267-22-6

IUPAC Name

(2S)-1-nitroso-1,2,3,6-tetrahydro-2,3'-bipyridine

Traditional Name

(2S)-1-nitroso-3,6-dihydro-2H-2,3'-bipyridine

SMILES

[H][C@]1(CC=CCN1N=O)C1=CN=CC=C1

InChI Identifier

InChI=1S/C10H11N3O/c14-12-13-7-2-1-5-10(13)9-4-3-6-11-8-9/h1-4,6,8,10H,5,7H2/t10-/m0/s1

InChI Key

ZJOFAFWTOKDIFH-JTQLQIEISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydropyridines. Hydropyridines are compounds containing a hydrogenated pyridine ring (i.E. Containing less than the maximum number of double bonds.).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Hydropyridines

Direct Parent

Hydropyridines

Alternative Parents

Substituents

Hydropyridine
Heteroaromatic compound
Organic n-nitroso compound
Organic nitroso compound
Azacycle
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

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	2.84 g/L	ALOGPS
logP	1.14	ALOGPS
logP	1.25	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Basic)	4.78	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	55.28 m³·mol⁻¹	ChemAxon
Polarizability	19.05 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 LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0900000000-e7f811cc4bbd7b08a82d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0536-0900000000-0e9d7cf96275c75db08a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0zgi-7900000000-85a8c0c57a83d653cf7e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0900000000-7057703978078c8d0ac8	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00dr-1900000000-10da245a9a8a01d071d5	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-056r-9800000000-5f37a2b041562043449e	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
245.0	Log mg/kg	[140:440]	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
567	Tobacco Product Cases	Household cleaning & consumer products	Not Available
578	Making Cigars	Industrial manufacturing & chemical processing	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)	0.544945
Click to view 3D structure	Neuronal acetylcholine receptor subunit alpha-7	P36544	Humans	Predicted (SEA)	76.4479
Click to view 3D structure	Neuronal acetylcholine receptor subunit alpha-7	Q05941	Rattus norvegicus	Predicted (SEA)	25.9238
Click to view 3D structure	Cytochrome P450 2A6	P11509	Humans	Predicted (SEA)	20.63
Click to view 3D structure	Neuronal acetylcholine receptor subunit alpha-9	P43144	Rattus norvegicus	Predicted (SEA)	5.2159
Click to view 3D structure	Neuronal acetylcholine receptor subunit beta-4	P12392	Rattus norvegicus	Predicted (SEA)	0.934191
Click to view 3D structure	Acetylcholine-binding protein	P58154	Lymnaea stagnalis	Predicted (SEA)	28.1814
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	4930.66
Click to view 3D structure	Nicotinic acetylcholine receptor alpha 5 subunit	A9XFY4	Musca domestica	Predicted (SEA)	1.71268
Click to view 3D structure	Cytochrome P450 1A2	P05177	Humans	Predicted (SEA)	3409.33
Click to view 3D structure	Aromatase	P11511	Humans	Predicted (SEA)	343.782
Click to view 3D structure	Cytochrome P450 2C19	P33261	Humans	Predicted (SEA)	3896.74
Click to view 3D structure	Cytochrome P450 2C9	P11712	Humans	Predicted (SEA)	5040.97
Click to view 3D structure	Cytochrome P450 2D6	P10635	Humans	Predicted (SEA)	4848.76
Click to view 3D structure	Muscarinic acetylcholine receptor M2	P08172	Humans	Predicted (SEA)	1866.59
Click to view 3D structure	Cytochrome P450 11B1, mitochondrial	P15538	Humans	Predicted (SEA)	202.797
Click to view 3D structure	Cytochrome P450 11B2, mitochondrial	P19099	Humans	Predicted (SEA)	194.156
Click to view 3D structure	Cytochrome P450 2E1	P05181	Humans	Predicted (SEA)	44.0627
Click to view 3D structure	Steroid 17-alpha-hydroxylase/17,20 lyase	P05093	Humans	Predicted (SEA)	128.685
Click to view 3D structure	Prostacyclin synthase	Q16647	Humans	Predicted (SEA)	8.40772
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	2899.88
Click to view 3D structure	Vascular endothelial growth factor receptor 2	P35968	Humans	Predicted (SEA)	5007.88
Click to view 3D structure	Fibroblast growth factor receptor 1	P11362	Humans	Predicted (SEA)	4511.67
Click to view 3D structure	Sialic acid-binding Ig-like lectin 9	Q9Y336	Humans	Predicted (SEA)	122.379
Click to view 3D structure	Cytochrome P450 2B6	P20813	Humans	Predicted (SEA)	855.563