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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-22 19:51:50 UTC

Update Date

2023-02-21 17:30:21 UTC

HMDB ID

HMDB0061162

Secondary Accession Numbers

HMDB61162

Metabolite Identification

Common Name

N-Mononitrosopiperazine

Description

N-Mononitrosopiperazine is a metabolite of piperazine. Piperazine is an organic compound that consists of a six-membered ring containing two opposing nitrogen atoms. Piperazine exists as small alkaline deliquescent crystals with a saline taste. The piperazines are a broad class of chemical compounds, many with important pharmacological properties, which contain a core piperazine functional group. (Wikipedia)

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₅H₁₀N₂O

Average Molecular Weight

114.1457

Monoisotopic Molecular Weight

114.079312952

IUPAC Name

4-nitrosopiperidine

Traditional Name

4-nitrosopiperidine

CAS Registry Number

Not Available

SMILES

O=NC1CCNCC1

InChI Identifier

InChI=1S/C5H10N2O/c8-7-5-1-3-6-4-2-5/h5-6H,1-4H2

InChI Key

GYOBZYGGVLLHBK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as nitrosopiperidines. These are piperidines with a nitroso functional group attached to the piperidine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Piperidines

Sub Class

Nitrosopiperidines

Direct Parent

Nitrosopiperidines

Alternative Parents

Substituents

4-nitrosopiperidine
C-nitroso compound
Secondary aliphatic amine
Organic nitroso compound
Secondary amine
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Azacycle
Organonitrogen compound
Amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0061162)

Organ

Liver (HMDB: HMDB0061162)
Kidney (HMDB: HMDB0061162)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0061162)

Cellular substructure

Cytoplasm (HMDB: HMDB0061162)

Source

Endogenous

Endogenous (HMDB: HMDB0061162)

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
Water Solubility	28.6 g/L	ALOGPS
logP	0.13	ALOGPS
logP	-0.4	ChemAxon
logS	-0.6	ALOGPS
pKa (Strongest Acidic)	17.37	ChemAxon
pKa (Strongest Basic)	10.11	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	41.46 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	30 m³·mol⁻¹	ChemAxon
Polarizability	11.95 Å³	ChemAxon
Number of Rings	1	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
DarkChem	[M+H]+	121.779	31661259
DarkChem	[M-H]-	116.632	31661259
DeepCCS	[M+H]+	127.791	30932474
DeepCCS	[M-H]-	125.725	30932474
DeepCCS	[M-2H]-	161.169	30932474
DeepCCS	[M+Na]+	135.873	30932474
AllCCS	[M+H]+	124.0	32859911
AllCCS	[M+H-H2O]+	119.1	32859911
AllCCS	[M+NH4]+	128.6	32859911
AllCCS	[M+Na]+	129.9	32859911
AllCCS	[M-H]-	123.8	32859911
AllCCS	[M+Na-2H]-	126.3	32859911
AllCCS	[M+HCOO]-	129.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Mononitrosopiperazine	O=NC1CCNCC1	1806.3	Standard polar	33892256
N-Mononitrosopiperazine	O=NC1CCNCC1	1051.9	Standard non polar	33892256
N-Mononitrosopiperazine	O=NC1CCNCC1	1121.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Mononitrosopiperazine,1TMS,isomer #1	C[Si](C)(C)N1CCC(N=O)CC1	1370.8	Semi standard non polar	33892256
N-Mononitrosopiperazine,1TMS,isomer #1	C[Si](C)(C)N1CCC(N=O)CC1	1254.3	Standard non polar	33892256
N-Mononitrosopiperazine,1TMS,isomer #1	C[Si](C)(C)N1CCC(N=O)CC1	1882.4	Standard polar	33892256
N-Mononitrosopiperazine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCC(N=O)CC1	1622.3	Semi standard non polar	33892256
N-Mononitrosopiperazine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCC(N=O)CC1	1504.8	Standard non polar	33892256
N-Mononitrosopiperazine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCC(N=O)CC1	2109.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Mononitrosopiperazine GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9000000000-3b6cc7ea1a16490f7d0a	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Mononitrosopiperazine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Mononitrosopiperazine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Mononitrosopiperazine 10V, Positive-QTOF	splash10-014i-1900000000-f60651c1bd8a0d8b32ed	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Mononitrosopiperazine 20V, Positive-QTOF	splash10-0159-9700000000-74ac7b182624f61f6e70	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Mononitrosopiperazine 40V, Positive-QTOF	splash10-000t-9000000000-8c581369258df4ba15f7	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Mononitrosopiperazine 10V, Negative-QTOF	splash10-03di-1900000000-473a94f06bf48f097189	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Mononitrosopiperazine 20V, Negative-QTOF	splash10-03di-4900000000-0d05df0e017416e7c1b1	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Mononitrosopiperazine 40V, Negative-QTOF	splash10-00kb-9100000000-39fb9c376dff226119da	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Mononitrosopiperazine 10V, Negative-QTOF	splash10-01ot-9700000000-515447b856998395e3a4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Mononitrosopiperazine 20V, Negative-QTOF	splash10-03dj-9800000000-4d8a95bfe05b0bc061f9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Mononitrosopiperazine 40V, Negative-QTOF	splash10-0006-9000000000-691d8e3b9199f3cb6542	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Mononitrosopiperazine 10V, Positive-QTOF	splash10-014i-4900000000-68cdf716e92879fe2e7c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Mononitrosopiperazine 20V, Positive-QTOF	splash10-00l2-9200000000-cc94be7282c5f3150433	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Mononitrosopiperazine 40V, Positive-QTOF	splash10-05al-9000000000-fab3a3b6e1473406754e	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53864161

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

Not Available

Showing metabocard for N-Mononitrosopiperazine (HMDB0061162)

MOL for HMDB0061162 (N-Mononitrosopiperazine)

3D MOL for HMDB0061162 (N-Mononitrosopiperazine)

3D SDF for HMDB0061162 (N-Mononitrosopiperazine)

3D-SDF for HMDB0061162 (N-Mononitrosopiperazine)

PDB for HMDB0061162 (N-Mononitrosopiperazine)

3D PDB for HMDB0061162 (N-Mononitrosopiperazine)

SMILES for HMDB0061162 (N-Mononitrosopiperazine)

INCHI for HMDB0061162 (N-Mononitrosopiperazine)

Structure for HMDB0061162 (N-Mononitrosopiperazine)

3D Structure for HMDB0061162 (N-Mononitrosopiperazine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra