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Showing metabocard for N-nitrosomethanamine (HMDB0062508)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2017-03-23 02:54:32 UTC
Update Date2022-03-07 03:17:55 UTC
HMDB IDHMDB0062508
Secondary Accession Numbers
  • HMDB62508
Metabolite Identification
Common NameN-nitrosomethanamine
DescriptionMethylnitrosamine belongs to the class of organic compounds known as alkyldiazohydroxides. These are organonitrogen compounds with the general formula RN=NOH, where R = organyl. Methylnitrosamine is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1563866321
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0062508 (N-nitrosomethanamine)


  Mrv1652303231703542D          

  4  3  0  0  0  0            999 V2000
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
M  END
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3D MOL for HMDB0062508 (N-nitrosomethanamine)

HMDB0062508
     RDKit          3D
N-nitrosomethanamine
  8  7  0  0  0  0  0  0  0  0999 V2000
   -1.2600    0.0810    0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0009    0.0325    0.8381 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0086   -0.3824    0.1838 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2003   -0.4255    0.8768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3090   -0.8024   -0.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1339    0.0442    0.7843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2459    1.0101   -0.4889 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7408    0.4426    0.9063 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  1  5  1  0
  1  6  1  0
  1  7  1  0
  4  8  1  0
M  END
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3D SDF for HMDB0062508 (N-nitrosomethanamine)


  Mrv1652303231703542D          

  4  3  0  0  0  0            999 V2000
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062508

> <DATABASE_NAME>
hmdb

> <SMILES>
CN=NO

> <INCHI_IDENTIFIER>
InChI=1S/CH4N2O/c1-2-3-4/h1H3,(H,2,4)

> <INCHI_KEY>
CIJBKNZDKBKMFU-UHFFFAOYSA-N

> <FORMULA>
CH4N2O

> <MOLECULAR_WEIGHT>
60.056

> <EXACT_MASS>
60.032362757

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
5.376668846293489

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-(methylimino)hydroxylamine

> <ALOGPS_LOGP>
-0.20

> <JCHEM_LOGP>
0.40247521699999994

> <ALOGPS_LOGS>
-0.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.76586201394436

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9619369023633126

> <JCHEM_POLAR_SURFACE_AREA>
44.95

> <JCHEM_REFRACTIVITY>
15.6755

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.79e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(methylimino)hydroxylamine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0062508 (N-nitrosomethanamine)

HMDB0062508
     RDKit          3D
N-nitrosomethanamine
  8  7  0  0  0  0  0  0  0  0999 V2000
   -1.2600    0.0810    0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0009    0.0325    0.8381 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0086   -0.3824    0.1838 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2003   -0.4255    0.8768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3090   -0.8024   -0.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1339    0.0442    0.7843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2459    1.0101   -0.4889 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7408    0.4426    0.9063 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  1  5  1  0
  1  6  1  0
  1  7  1  0
  4  8  1  0
M  END
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PDB for HMDB0062508 (N-nitrosomethanamine)

HEADER    PROTEIN                                 23-MAR-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-MAR-17         0                                  
HETATM    1  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       1.540   0.000   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM    4  O   UNK     0      -0.770  -1.334   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3                                                            
MASTER        0    0    0    0    0    0    0    0    4    0    6    0
END
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3D PDB for HMDB0062508 (N-nitrosomethanamine)

COMPND    HMDB0062508
HETATM    1  C1  UNL     1      -1.260   0.081   0.115  1.00  0.00           C  
HETATM    2  N1  UNL     1      -0.001   0.033   0.838  1.00  0.00           N  
HETATM    3  N2  UNL     1       1.009  -0.382   0.184  1.00  0.00           N  
HETATM    4  O1  UNL     1       2.200  -0.426   0.877  1.00  0.00           O  
HETATM    5  H1  UNL     1      -1.309  -0.802  -0.557  1.00  0.00           H  
HETATM    6  H2  UNL     1      -2.134   0.044   0.784  1.00  0.00           H  
HETATM    7  H3  UNL     1      -1.246   1.010  -0.489  1.00  0.00           H  
HETATM    8  H4  UNL     1       2.741   0.443   0.906  1.00  0.00           H  
CONECT    1    2    5    6    7
CONECT    2    3    3
CONECT    3    4
CONECT    4    8
END
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SMILES for HMDB0062508 (N-nitrosomethanamine)

CN=NO
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INCHI for HMDB0062508 (N-nitrosomethanamine)

InChI=1S/CH4N2O/c1-2-3-4/h1H3,(H,2,4)
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View in JSmolView NMR AssignmentsView Stereo Labels
SynonymsNot Available
Chemical FormulaCH4N2O
Average Molecular Weight60.056
Monoisotopic Molecular Weight60.032362757
IUPAC NameN-(methylimino)hydroxylamine
Traditional NameN-(methylimino)hydroxylamine
CAS Registry NumberNot Available
SMILES
CN=NO
InChI Identifier
InChI=1S/CH4N2O/c1-2-3-4/h1H3,(H,2,4)
InChI KeyCIJBKNZDKBKMFU-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alkyldiazohydroxides. These are organonitrogen compounds with the general formula RN=NOH, where R = organyl.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassAlkyldiazohydroxides
Direct ParentAlkyldiazohydroxides
Alternative Parents
Substituents
  • Alkyldiazohydroxide
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Source
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility121 g/lALOGPS
LogP-0.44ALOGPS
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP-0.2ALOGPS
logP0.4ChemAxon
logS-0.53ALOGPS
pKa (Strongest Acidic)12.77ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area44.95 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity15.68 m³·mol⁻¹ChemAxon
Polarizability5.38 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+109.20631661259
DarkChem[M-H]-102.99331661259
DeepCCS[M+H]+115.82830932474
DeepCCS[M-H]-113.96630932474
DeepCCS[M-2H]-149.25330932474
DeepCCS[M+Na]+123.19330932474
AllCCS[M+H]+123.732859911
AllCCS[M+H-H2O]+119.332859911
AllCCS[M+NH4]+127.932859911
AllCCS[M+Na]+129.132859911
AllCCS[M-H]-140.332859911
AllCCS[M+Na-2H]-147.232859911
AllCCS[M+HCOO]-154.832859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.0.18 minutes32390414
Predicted by Siyang on May 30, 20228.3714 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.87 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1170.7 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid420.0 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid166.5 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid314.1 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid139.3 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid326.9 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid425.9 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)324.0 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid761.6 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid218.7 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid945.0 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid277.5 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid318.8 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate677.7 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA348.4 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water216.5 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
N-nitrosomethanamineCN=NO1481.0Standard polar33892256
N-nitrosomethanamineCN=NO662.3Standard non polar33892256
N-nitrosomethanamineCN=NO890.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - N-nitrosomethanamine GC-MS (Non-derivatized) - 70eV, Positivesplash10-01u0-9000000000-331d363321f00ba91a032017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N-nitrosomethanamine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-nitrosomethanamine 10V, Positive-QTOFsplash10-03di-9000000000-f36f18000b6ef388b8e02017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-nitrosomethanamine 20V, Positive-QTOFsplash10-03dl-9000000000-9ebe84a70c4cf5cb4a312017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-nitrosomethanamine 40V, Positive-QTOFsplash10-00l6-9000000000-2eac93589da519cb48372017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-nitrosomethanamine 10V, Negative-QTOFsplash10-056r-9000000000-f19e3434db3c2bbc783c2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-nitrosomethanamine 20V, Negative-QTOFsplash10-004i-9000000000-e15b89c1d9e8fd7ca4f42017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-nitrosomethanamine 40V, Negative-QTOFsplash10-004i-9000000000-df4194eccd87f0c1b3a32017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-nitrosomethanamine 10V, Positive-QTOFsplash10-03di-9000000000-4312f174c4374cdb6ff82021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-nitrosomethanamine 20V, Positive-QTOFsplash10-0006-9000000000-0e6f442ca40707d9cf0a2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-nitrosomethanamine 40V, Positive-QTOFsplash10-0006-9000000000-36e3aa30c6cc4afb20492021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-nitrosomethanamine 10V, Negative-QTOFsplash10-0a4i-9000000000-f9d8f28066fc408a0ee62021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-nitrosomethanamine 20V, Negative-QTOFsplash10-0a4i-9000000000-f9d8f28066fc408a0ee62021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-nitrosomethanamine 40V, Negative-QTOFsplash10-0a4i-9000000000-f2d5ebfad4db1cf4481c2021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC20306
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound108081
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDM02608
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Brunk E, Sahoo S, Zielinski DC, Altunkaya A, Drager A, Mih N, Gatto F, Nilsson A, Preciat Gonzalez GA, Aurich MK, Prlic A, Sastry A, Danielsdottir AD, Heinken A, Noronha A, Rose PW, Burley SK, Fleming RMT, Nielsen J, Thiele I, Palsson BO: Recon3D enables a three-dimensional view of gene variation in human metabolism. Nat Biotechnol. 2018 Mar;36(3):272-281. doi: 10.1038/nbt.4072. Epub 2018 Feb 19. [PubMed:29457794 ]