ContaminantDB: N-Nitrososarcosine

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

Record Information

Version

1.0

Creation Date

2016-05-20 16:16:36 UTC

Update Date

2016-11-09 01:15:20 UTC

Accession Number

CHEM016144

Identification

Common Name

<i>N</i>-Nitrososarcosine

Class

Small Molecule

Description

A nitrosamine that is sarcosine in which the hydrogen attached to the nitrogen has been replaced by a nitroso group.

Contaminant Sources

IARC Carcinogens Group 2B
Tobacco Smoke Compounds

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
N-Methyl-N-(carboxymethyl)nitrosamine	ChEBI
N-Methyl-N-nitrosoglycine	ChEBI
N-Nitrosomethylglycine	ChEBI
Nitroso sarkosin	ChEBI
2-[Methyl(nitroso)amino]acetate	Generator
N-Nitrososarcosine	MeSH

Chemical Formula

C₃H₆N₂O₃

Average Molecular Mass

118.092 g/mol

Monoisotopic Mass

118.038 g/mol

CAS Registry Number

13256-22-9

IUPAC Name

2-[methyl(nitroso)amino]acetic acid

Traditional Name

N-nitrososarcosine

SMILES

CN(CC(O)=O)N=O

InChI Identifier

InChI=1S/C3H6N2O3/c1-5(4-8)2-3(6)7/h2H2,1H3,(H,6,7)

InChI Key

HJMPSKKJHVWPBK-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid or derivatives
Organic n-nitroso compound
Organic nitroso compound
Monocarboxylic acid or derivatives
Carboxylic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

non-proteinogenic amino acid derivative (CHEBI:82363 )
nitrosamine (CHEBI:82363 )

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	32.5 g/L	ALOGPS
logP	-0.28	ALOGPS
logP	-0.62	ChemAxon
logS	-0.56	ALOGPS
pKa (Strongest Acidic)	3.71	ChemAxon
pKa (Strongest Basic)	2.96	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	69.97 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	26.14 m³·mol⁻¹	ChemAxon
Polarizability	9.93 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0900000000-a291e67f0b2de587387f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014r-9700000000-5db3a9a4b0bfa0e616d1	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0076-9000000000-1866f6b8337644611a9f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-3900000000-aa58e87df862932b571b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01b9-9600000000-4c3e2461e9348671a705	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-e218068e1cee9dc1c1ff	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

Not Available

FooDB ID

Not Available

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

Not Available

ChEBI ID

82363

PubChem Compound ID

25811

Kegg Compound ID

C19286

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=15328587

2. https://www.ncbi.nlm.nih.gov/pubmed/?term=21089938

3. https://www.ncbi.nlm.nih.gov/pubmed/?term=21860517

4. https://www.ncbi.nlm.nih.gov/pubmed/?term=264875

5. https://www.ncbi.nlm.nih.gov/pubmed/?term=680690

<i>N</i>-Nitrososarcosine (CHEM016144)

Structure for CHEM016144: <i>N</i>-Nitrososarcosine