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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 15:28:11 UTC

Update Date

2021-09-26 23:10:41 UTC

HMDB ID

HMDB0255663

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Nitrosomethylnitroguanidine

Description

Nitrosomethylnitroguanidine, also known as methylnitronitrosoguanidine or MNNG, belongs to the class of organic compounds known as nitroguanidines. These are organonitrogen compounds containing a nitro group, which is N-linked to a guanidine. Based on a literature review very few articles have been published on Nitrosomethylnitroguanidine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Nitrosomethylnitroguanidine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Nitrosomethylnitroguanidine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Methylnitronitrosoguanidine	HMDB
N Methyl n' nitro N nitrosoguanidine	HMDB
Nitrosonitromethylguanidine	HMDB
MNNG	HMDB
Methylnitrosonitroguanidine	HMDB
N-Methyl-n'-nitro-N-nitrosoguanidine	HMDB

Chemical Formula

C₂H₅N₅O₃

Average Molecular Weight

147.094

Monoisotopic Molecular Weight

147.039239041

IUPAC Name

N-nitro-N-(nitrosomethyl)guanidine

Traditional Name

N-nitro-N-(nitrosomethyl)guanidine

CAS Registry Number

Not Available

SMILES

NC(=N)N(CN=O)[N+]([O-])=O

InChI Identifier

InChI=1S/C2H5N5O3/c3-2(4)6(1-5-8)7(9)10/h1H2,(H3,3,4)

InChI Key

ZDLJBIHLNFJTIS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as nitroguanidines. These are organonitrogen compounds containing a nitro group, which is N-linked to a guanidine.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Guanidines

Direct Parent

Nitroguanidines

Alternative Parents

Substituents

Nitroguanidine
Nitramine
Organic nitro compound
C-nitroso compound
Organic nitroso compound
Carboximidamide
Allyl-type 1,3-dipolar organic compound
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Imine
Organic zwitterion
Organic salt
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-0.51	ALOGPS
logP	-2.3	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	14.35	ChemAxon
pKa (Strongest Basic)	8.64	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	125.68 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	39.42 m³·mol⁻¹	ChemAxon
Polarizability	11.15 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	135.003	30932474
DeepCCS	[M-H]-	131.689	30932474
DeepCCS	[M-2H]-	168.956	30932474
DeepCCS	[M+Na]+	143.856	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Nitrosomethylnitroguanidine	NC(=N)N(CN=O)[N+]([O-])=O	1719.9	Standard polar	33892256
Nitrosomethylnitroguanidine	NC(=N)N(CN=O)[N+]([O-])=O	1582.0	Standard non polar	33892256
Nitrosomethylnitroguanidine	NC(=N)N(CN=O)[N+]([O-])=O	1610.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Nitrosomethylnitroguanidine,1TMS,isomer #1	C[Si](C)(C)NC(=N)N(CN=O)[N+](=O)[O-]	1791.9	Semi standard non polar	33892256
Nitrosomethylnitroguanidine,1TMS,isomer #1	C[Si](C)(C)NC(=N)N(CN=O)[N+](=O)[O-]	1560.8	Standard non polar	33892256
Nitrosomethylnitroguanidine,1TMS,isomer #1	C[Si](C)(C)NC(=N)N(CN=O)[N+](=O)[O-]	2957.3	Standard polar	33892256
Nitrosomethylnitroguanidine,1TMS,isomer #2	C[Si](C)(C)N=C(N)N(CN=O)[N+](=O)[O-]	1710.4	Semi standard non polar	33892256
Nitrosomethylnitroguanidine,1TMS,isomer #2	C[Si](C)(C)N=C(N)N(CN=O)[N+](=O)[O-]	1575.0	Standard non polar	33892256
Nitrosomethylnitroguanidine,1TMS,isomer #2	C[Si](C)(C)N=C(N)N(CN=O)[N+](=O)[O-]	2969.9	Standard polar	33892256
Nitrosomethylnitroguanidine,2TMS,isomer #1	C[Si](C)(C)N(C(=N)N(CN=O)[N+](=O)[O-])[Si](C)(C)C	1846.4	Semi standard non polar	33892256
Nitrosomethylnitroguanidine,2TMS,isomer #1	C[Si](C)(C)N(C(=N)N(CN=O)[N+](=O)[O-])[Si](C)(C)C	1681.7	Standard non polar	33892256
Nitrosomethylnitroguanidine,2TMS,isomer #1	C[Si](C)(C)N(C(=N)N(CN=O)[N+](=O)[O-])[Si](C)(C)C	2663.8	Standard polar	33892256
Nitrosomethylnitroguanidine,2TMS,isomer #2	C[Si](C)(C)N=C(N[Si](C)(C)C)N(CN=O)[N+](=O)[O-]	1746.8	Semi standard non polar	33892256
Nitrosomethylnitroguanidine,2TMS,isomer #2	C[Si](C)(C)N=C(N[Si](C)(C)C)N(CN=O)[N+](=O)[O-]	1602.2	Standard non polar	33892256
Nitrosomethylnitroguanidine,2TMS,isomer #2	C[Si](C)(C)N=C(N[Si](C)(C)C)N(CN=O)[N+](=O)[O-]	2614.2	Standard polar	33892256
Nitrosomethylnitroguanidine,3TMS,isomer #1	C[Si](C)(C)N=C(N(CN=O)[N+](=O)[O-])N([Si](C)(C)C)[Si](C)(C)C	1823.5	Semi standard non polar	33892256
Nitrosomethylnitroguanidine,3TMS,isomer #1	C[Si](C)(C)N=C(N(CN=O)[N+](=O)[O-])N([Si](C)(C)C)[Si](C)(C)C	1722.4	Standard non polar	33892256
Nitrosomethylnitroguanidine,3TMS,isomer #1	C[Si](C)(C)N=C(N(CN=O)[N+](=O)[O-])N([Si](C)(C)C)[Si](C)(C)C	2257.0	Standard polar	33892256
Nitrosomethylnitroguanidine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=N)N(CN=O)[N+](=O)[O-]	1982.6	Semi standard non polar	33892256
Nitrosomethylnitroguanidine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=N)N(CN=O)[N+](=O)[O-]	1758.2	Standard non polar	33892256
Nitrosomethylnitroguanidine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=N)N(CN=O)[N+](=O)[O-]	2899.3	Standard polar	33892256
Nitrosomethylnitroguanidine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C(N)N(CN=O)[N+](=O)[O-]	1883.6	Semi standard non polar	33892256
Nitrosomethylnitroguanidine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C(N)N(CN=O)[N+](=O)[O-]	1770.4	Standard non polar	33892256
Nitrosomethylnitroguanidine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C(N)N(CN=O)[N+](=O)[O-]	3007.4	Standard polar	33892256
Nitrosomethylnitroguanidine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=N)N(CN=O)[N+](=O)[O-])[Si](C)(C)C(C)(C)C	2171.6	Semi standard non polar	33892256
Nitrosomethylnitroguanidine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=N)N(CN=O)[N+](=O)[O-])[Si](C)(C)C(C)(C)C	2096.2	Standard non polar	33892256
Nitrosomethylnitroguanidine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=N)N(CN=O)[N+](=O)[O-])[Si](C)(C)C(C)(C)C	2594.4	Standard polar	33892256
Nitrosomethylnitroguanidine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C(N[Si](C)(C)C(C)(C)C)N(CN=O)[N+](=O)[O-]	2147.1	Semi standard non polar	33892256
Nitrosomethylnitroguanidine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C(N[Si](C)(C)C(C)(C)C)N(CN=O)[N+](=O)[O-]	2002.5	Standard non polar	33892256
Nitrosomethylnitroguanidine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C(N[Si](C)(C)C(C)(C)C)N(CN=O)[N+](=O)[O-]	2559.3	Standard polar	33892256
Nitrosomethylnitroguanidine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C(N(CN=O)[N+](=O)[O-])N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2353.1	Semi standard non polar	33892256
Nitrosomethylnitroguanidine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C(N(CN=O)[N+](=O)[O-])N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2326.0	Standard non polar	33892256
Nitrosomethylnitroguanidine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C(N(CN=O)[N+](=O)[O-])N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2424.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Nitrosomethylnitroguanidine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9000000000-0d0082efb6d33af9bbd8	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nitrosomethylnitroguanidine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

15277857

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

20331539

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Nitrosomethylnitroguanidine (HMDB0255663)

MOL for HMDB0255663 (Nitrosomethylnitroguanidine)

3D MOL for HMDB0255663 (Nitrosomethylnitroguanidine)

3D SDF for HMDB0255663 (Nitrosomethylnitroguanidine)

3D-SDF for HMDB0255663 (Nitrosomethylnitroguanidine)

PDB for HMDB0255663 (Nitrosomethylnitroguanidine)

3D PDB for HMDB0255663 (Nitrosomethylnitroguanidine)

SMILES for HMDB0255663 (Nitrosomethylnitroguanidine)

INCHI for HMDB0255663 (Nitrosomethylnitroguanidine)

Structure for HMDB0255663 (Nitrosomethylnitroguanidine)

3D Structure for HMDB0255663 (Nitrosomethylnitroguanidine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

NMR Spectra