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Showing metabocard for Nitrogen mustard N-oxide (HMDB0255650)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 15:26:09 UTC
Update Date2021-09-26 23:10:39 UTC
HMDB IDHMDB0255650
Secondary Accession NumbersNone
Metabolite Identification
Common NameNitrogen mustard N-oxide
DescriptionNitrogen mustard N-oxide, also known as mechlorethamine N oxide or N-oxide, nitrogen mustard, belongs to the class of organic compounds known as nitrogen mustard compounds. Nitrogen mustard compounds are compounds having two beta-haloalkyl groups bound to a nitrogen atom. Nitrogen mustard N-oxide is a moderately basic compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Nitrogen mustard n-oxide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Nitrogen mustard N-oxide 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
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0255650 (Nitrogen mustard N-oxide)

  Mrv1572004201615482D          

  9  8  0  0  0  0            999 V2000
    1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    2.0625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -2.0625    0.0000 Cl  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 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  1  1  0  0  0  0
  8  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  8  2  0  0  0  0
M  END
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3D MOL for HMDB0255650 (Nitrogen mustard N-oxide)

HMDB0255650
     RDKit          3D
Nitrogen mustard N-oxide
 20 19  0  0  0  0  0  0  0  0999 V2000
   -0.5856   -1.0103   -1.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0182    0.1243   -0.4269 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.2817    1.2141   -1.1823 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.4104   -0.1516   -0.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2452    0.7403    0.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7968    0.7437    2.1969 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.6636    0.2805    0.8180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1456    0.0500    0.5894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7161    1.2381   -0.5855 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7166   -1.8839   -0.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1005   -1.3501   -1.9639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5276   -0.7584   -1.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7987   -0.0862   -1.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5315   -1.2120    0.0051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3025    0.3422    0.4457 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3296    1.7712    0.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4863    1.2750    1.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3234   -0.4889    1.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3784   -0.9576    0.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7086    0.1195    1.5603 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  4 13  1  0
  4 14  1  0
  5 15  1  0
  5 16  1  0
  7 17  1  0
  7 18  1  0
  8 19  1  0
  8 20  1  0
M  CHG  2   2   1   3  -1
M  END
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3D SDF for HMDB0255650 (Nitrogen mustard N-oxide)

  Mrv1572004201615482D          

  9  8  0  0  0  0            999 V2000
    1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    2.0625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -2.0625    0.0000 Cl  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 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  1  1  0  0  0  0
  8  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  8  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255650

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(=O)(CCCl)CCCl

> <INCHI_IDENTIFIER>
InChI=1S/C5H11Cl2NO/c1-8(9,4-2-6)5-3-7/h2-5H2,1H3

> <INCHI_KEY>
AFLXUQUGROGEFA-UHFFFAOYSA-N

> <FORMULA>
C5H11Cl2NO

> <MOLECULAR_WEIGHT>
172.05

> <EXACT_MASS>
171.0217694

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
16.479300778512545

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-chloro-N-(2-chloroethyl)-N-methylethanamine oxide

> <ALOGPS_LOGP>
-0.36

> <JCHEM_LOGP>
0.3947739703333334

> <ALOGPS_LOGS>
-2.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.097584499550585

> <JCHEM_PKA_STRONGEST_BASIC>
2.6691482445731274

> <JCHEM_POLAR_SURFACE_AREA>
26.880000000000003

> <JCHEM_REFRACTIVITY>
40.7196

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.04e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-chloro-N-(2-chloroethyl)-N-methylethanamine oxide

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0255650 (Nitrogen mustard N-oxide)

HMDB0255650
     RDKit          3D
Nitrogen mustard N-oxide
 20 19  0  0  0  0  0  0  0  0999 V2000
   -0.5856   -1.0103   -1.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0182    0.1243   -0.4269 N   0  0  0  0  0  4  0  0  0  0  0  0
   -0.2817    1.2141   -1.1823 O   0  0  0  0  0  1  0  0  0  0  0  0
    1.4104   -0.1516   -0.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2452    0.7403    0.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7968    0.7437    2.1969 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.6636    0.2805    0.8180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1456    0.0500    0.5894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7161    1.2381   -0.5855 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7166   -1.8839   -0.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1005   -1.3501   -1.9639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5276   -0.7584   -1.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7987   -0.0862   -1.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5315   -1.2120    0.0051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3025    0.3422    0.4457 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3296    1.7712    0.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4863    1.2750    1.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3234   -0.4889    1.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3784   -0.9576    0.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7086    0.1195    1.5603 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  4 13  1  0
  4 14  1  0
  5 15  1  0
  5 16  1  0
  7 17  1  0
  7 18  1  0
  8 19  1  0
  8 20  1  0
M  CHG  2   2   1   3  -1
M  END
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PDB for HMDB0255650 (Nitrogen mustard N-oxide)

HEADER    PROTEIN                                 20-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-16         0                                  
HETATM    1  C   UNK     0       3.080   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.874   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.206  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.540   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.540  -1.540   0.000  0.00  0.00           C+0
HETATM    6 Cl   UNK     0       2.874   3.850   0.000  0.00  0.00          Cl+0
HETATM    7 Cl   UNK     0       0.206  -3.850   0.000  0.00  0.00          Cl+0
HETATM    8  N   UNK     0       1.540   0.000   0.000  0.00  0.00           N+0
HETATM    9  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    4    6                                                       
CONECT    3    5    7                                                       
CONECT    4    2    8                                                       
CONECT    5    3    8                                                       
CONECT    6    2                                                            
CONECT    7    3                                                            
CONECT    8    1    4    5    9                                             
CONECT    9    8                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END
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3D PDB for HMDB0255650 (Nitrogen mustard N-oxide)

COMPND    HMDB0255650
HETATM    1  C1  UNL     1      -0.586  -1.010  -1.143  1.00  0.00           C  
HETATM    2  N1  UNL     1       0.018   0.124  -0.427  1.00  0.00           N1+
HETATM    3  O1  UNL     1      -0.282   1.214  -1.182  1.00  0.00           O1-
HETATM    4  C2  UNL     1       1.410  -0.152  -0.369  1.00  0.00           C  
HETATM    5  C3  UNL     1       2.245   0.740   0.480  1.00  0.00           C  
HETATM    6 CL1  UNL     1       1.797   0.744   2.197  1.00  0.00          CL  
HETATM    7  C4  UNL     1      -0.664   0.281   0.818  1.00  0.00           C  
HETATM    8  C5  UNL     1      -2.146   0.050   0.589  1.00  0.00           C  
HETATM    9 CL2  UNL     1      -2.716   1.238  -0.585  1.00  0.00          CL  
HETATM   10  H1  UNL     1      -0.717  -1.884  -0.486  1.00  0.00           H  
HETATM   11  H2  UNL     1       0.101  -1.350  -1.964  1.00  0.00           H  
HETATM   12  H3  UNL     1      -1.528  -0.758  -1.623  1.00  0.00           H  
HETATM   13  H4  UNL     1       1.799  -0.086  -1.423  1.00  0.00           H  
HETATM   14  H5  UNL     1       1.531  -1.212   0.005  1.00  0.00           H  
HETATM   15  H6  UNL     1       3.302   0.342   0.446  1.00  0.00           H  
HETATM   16  H7  UNL     1       2.330   1.771   0.080  1.00  0.00           H  
HETATM   17  H8  UNL     1      -0.486   1.275   1.284  1.00  0.00           H  
HETATM   18  H9  UNL     1      -0.323  -0.489   1.537  1.00  0.00           H  
HETATM   19  H10 UNL     1      -2.378  -0.958   0.206  1.00  0.00           H  
HETATM   20  H11 UNL     1      -2.709   0.119   1.560  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3    4    7
CONECT    4    5   13   14
CONECT    5    6   15   16
CONECT    7    8   17   18
CONECT    8    9   19   20
END
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SMILES for HMDB0255650 (Nitrogen mustard N-oxide)

CN(=O)(CCCl)CCCl
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INCHI for HMDB0255650 (Nitrogen mustard N-oxide)

InChI=1S/C5H11Cl2NO/c1-8(9,4-2-6)5-3-7/h2-5H2,1H3
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Synonyms
Chemical FormulaC5H11Cl2NO
Average Molecular Weight172.05
Monoisotopic Molecular Weight171.0217694
IUPAC Name2-chloro-N-(2-chloroethyl)-N-methylethanamine oxide
Traditional Name2-chloro-N-(2-chloroethyl)-N-methylethanamine oxide
CAS Registry NumberNot Available
SMILES
CN(=O)(CCCl)CCCl
InChI Identifier
InChI=1S/C5H11Cl2NO/c1-8(9,4-2-6)5-3-7/h2-5H2,1H3
InChI KeyAFLXUQUGROGEFA-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as nitrogen mustard compounds. Nitrogen mustard compounds are compounds having two beta-haloalkyl groups bound to a nitrogen atom.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassNitrogen mustard compounds
Direct ParentNitrogen mustard compounds
Alternative Parents
Substituents
  • Nitrogen mustard
  • Trialkyl amine oxide
  • Trisubstituted n-oxide
  • N-oxide
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organic zwitterion
  • Organochloride
  • Organohalogen compound
  • Alkyl halide
  • Alkyl chloride
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
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 IDC19274
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound9335
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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 ]