Hmdb loader

Showing metabocard for Uracil mustard (HMDB0014929)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:50 UTC
Update Date2022-03-07 02:51:47 UTC
HMDB IDHMDB0014929
Secondary Accession Numbers
  • HMDB14929
Metabolite Identification
Common NameUracil mustard
DescriptionUracil mustard is only found in individuals that have used or taken this drug. It is a nitrogen mustard derivative of uracil. It is a alkylating antineoplastic agent that is used in lymphatic malignancies, and causes mainly gastrointestinal and bone marrow damage. [PubChem]After activation, uracil mustard binds preferentially to the guanine and cytosine moieties of DNA, leading to cross-linking of DNA, thus inhibiting DNA synthesis and function.
Structure
Data?1582753236
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0014929 (Uracil mustard)

791
  Mrv0541 02231215002D          

 15 15  0  0  0  0            999 V2000
    1.6500   -0.3630    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    2.1120    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.6005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -1.6005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.0495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -1.6005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -0.3630    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.8745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    1.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.1880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -1.1880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0  0  0  0
  2 12  1  0  0  0  0
  3 13  2  0  0  0  0
  4 15  2  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  0  0  0  0
  5 10  1  0  0  0  0
  6 13  1  0  0  0  0
  6 15  1  0  0  0  0
  7 14  1  0  0  0  0
  7 15  1  0  0  0  0
  8 11  1  0  0  0  0
  9 12  1  0  0  0  0
 10 13  1  0  0  0  0
 10 14  2  0  0  0  0
M  END
Download

3D MOL for HMDB0014929 (Uracil mustard)

HMDB0014929
     RDKit          3D
Uracil mustard
 26 26  0  0  0  0  0  0  0  0999 V2000
    4.7363   -0.2658   -0.2832 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4842   -0.1757   -0.3102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8718    0.4855   -1.2983 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5318    0.5592   -1.2914 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7825   -0.0452   -0.2681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6825    0.0525   -0.3127 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3663   -1.1360   -0.5697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2085   -1.8747    0.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6659   -1.1765    0.9972 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.1626    1.3590   -0.0921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8493    1.7624    1.1394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1795    3.5481    0.8828 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4290   -0.7006    0.7082 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8297   -1.2522    1.6367 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7882   -0.7605    0.6776 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4273    0.9268   -2.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0109    1.0908   -2.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6502   -1.9347   -1.0333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0420   -1.0064   -1.5248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5610   -2.8551   -0.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5748   -2.3382    1.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3564    2.1544   -0.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8879    1.6757   -0.9408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1720    1.7851    2.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8293    1.3922    1.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2966   -1.2702    1.4384 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  6 10  1  0
 10 11  1  0
 11 12  1  0
  5 13  1  0
 13 14  2  0
 13 15  1  0
 15  2  1  0
  3 16  1  0
  4 17  1  0
  7 18  1  0
  7 19  1  0
  8 20  1  0
  8 21  1  0
 10 22  1  0
 10 23  1  0
 11 24  1  0
 11 25  1  0
 15 26  1  0
M  END
Download

3D SDF for HMDB0014929 (Uracil mustard)

791
  Mrv0541 02231215002D          

 15 15  0  0  0  0            999 V2000
    1.6500   -0.3630    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    2.1120    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.6005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -1.6005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.0495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -1.6005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -0.3630    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.8745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    1.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.1880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -1.1880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0  0  0  0
  2 12  1  0  0  0  0
  3 13  2  0  0  0  0
  4 15  2  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  0  0  0  0
  5 10  1  0  0  0  0
  6 13  1  0  0  0  0
  6 15  1  0  0  0  0
  7 14  1  0  0  0  0
  7 15  1  0  0  0  0
  8 11  1  0  0  0  0
  9 12  1  0  0  0  0
 10 13  1  0  0  0  0
 10 14  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014929

> <DATABASE_NAME>
hmdb

> <SMILES>
ClCCN(CCCl)C1=CNC(=O)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H11Cl2N3O2/c9-1-3-13(4-2-10)6-5-11-8(15)12-7(6)14/h5H,1-4H2,(H2,11,12,14,15)

> <INCHI_KEY>
IDPUKCWIGUEADI-UHFFFAOYSA-N

> <FORMULA>
C8H11Cl2N3O2

> <MOLECULAR_WEIGHT>
252.098

> <EXACT_MASS>
251.022832025

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
22.91267136191089

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[bis(2-chloroethyl)amino]-1,2,3,4-tetrahydropyrimidine-2,4-dione

> <ALOGPS_LOGP>
0.79

> <JCHEM_LOGP>
0.40531176

> <ALOGPS_LOGS>
-2.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.446032947684088

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.048360675058582

> <JCHEM_PKA_STRONGEST_BASIC>
1.6091536587486126

> <JCHEM_POLAR_SURFACE_AREA>
61.440000000000005

> <JCHEM_REFRACTIVITY>
58.350100000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.32e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
uracil mustard

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0014929 (Uracil mustard)

HMDB0014929
     RDKit          3D
Uracil mustard
 26 26  0  0  0  0  0  0  0  0999 V2000
    4.7363   -0.2658   -0.2832 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4842   -0.1757   -0.3102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8718    0.4855   -1.2983 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5318    0.5592   -1.2914 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7825   -0.0452   -0.2681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6825    0.0525   -0.3127 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3663   -1.1360   -0.5697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2085   -1.8747    0.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6659   -1.1765    0.9972 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.1626    1.3590   -0.0921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8493    1.7624    1.1394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1795    3.5481    0.8828 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4290   -0.7006    0.7082 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8297   -1.2522    1.6367 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7882   -0.7605    0.6776 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4273    0.9268   -2.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0109    1.0908   -2.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6502   -1.9347   -1.0333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0420   -1.0064   -1.5248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5610   -2.8551   -0.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5748   -2.3382    1.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3564    2.1544   -0.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8879    1.6757   -0.9408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1720    1.7851    2.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8293    1.3922    1.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2966   -1.2702    1.4384 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  6 10  1  0
 10 11  1  0
 11 12  1  0
  5 13  1  0
 13 14  2  0
 13 15  1  0
 15  2  1  0
  3 16  1  0
  4 17  1  0
  7 18  1  0
  7 19  1  0
  8 20  1  0
  8 21  1  0
 10 22  1  0
 10 23  1  0
 11 24  1  0
 11 25  1  0
 15 26  1  0
M  END
Download

PDB for HMDB0014929 (Uracil mustard)

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 791                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Cl   UNK     0       3.080  -0.678   0.000  0.00  0.00          Cl+0
HETATM    2 Cl   UNK     0       5.748   3.942   0.000  0.00  0.00          Cl+0
HETATM    3  O   UNK     0       7.081  -2.988   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      12.416  -2.988   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       7.081   0.092   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0       9.748  -2.988   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      11.082  -0.678   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       5.748  -0.678   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.081   1.632   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.415  -0.678   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.414   0.092   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.748   2.402   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.415  -2.218   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.748   0.092   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.082  -2.218   0.000  0.00  0.00           C+0
CONECT    1   11                                                            
CONECT    2   12                                                            
CONECT    3   13                                                            
CONECT    4   15                                                            
CONECT    5    8    9   10                                                  
CONECT    6   13   15                                                       
CONECT    7   14   15                                                       
CONECT    8    5   11                                                       
CONECT    9    5   12                                                       
CONECT   10    5   13   14                                                  
CONECT   11    1    8                                                       
CONECT   12    2    9                                                       
CONECT   13    3    6   10                                                  
CONECT   14    7   10                                                       
CONECT   15    4    6    7                                                  
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END
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3D PDB for HMDB0014929 (Uracil mustard)

COMPND    HMDB0014929
HETATM    1  O1  UNL     1       4.736  -0.266  -0.283  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.484  -0.176  -0.310  1.00  0.00           C  
HETATM    3  N1  UNL     1       2.872   0.485  -1.298  1.00  0.00           N  
HETATM    4  C2  UNL     1       1.532   0.559  -1.291  1.00  0.00           C  
HETATM    5  C3  UNL     1       0.783  -0.045  -0.268  1.00  0.00           C  
HETATM    6  N2  UNL     1      -0.683   0.052  -0.313  1.00  0.00           N  
HETATM    7  C4  UNL     1      -1.366  -1.136  -0.570  1.00  0.00           C  
HETATM    8  C5  UNL     1      -2.209  -1.875   0.361  1.00  0.00           C  
HETATM    9 CL1  UNL     1      -3.666  -1.176   0.997  1.00  0.00          CL  
HETATM   10  C6  UNL     1      -1.163   1.359  -0.092  1.00  0.00           C  
HETATM   11  C7  UNL     1      -1.849   1.762   1.139  1.00  0.00           C  
HETATM   12 CL2  UNL     1      -2.180   3.548   0.883  1.00  0.00          CL  
HETATM   13  C8  UNL     1       1.429  -0.701   0.708  1.00  0.00           C  
HETATM   14  O2  UNL     1       0.830  -1.252   1.637  1.00  0.00           O  
HETATM   15  N3  UNL     1       2.788  -0.760   0.678  1.00  0.00           N  
HETATM   16  H1  UNL     1       3.427   0.927  -2.050  1.00  0.00           H  
HETATM   17  H2  UNL     1       1.011   1.091  -2.083  1.00  0.00           H  
HETATM   18  H3  UNL     1      -0.650  -1.935  -1.033  1.00  0.00           H  
HETATM   19  H4  UNL     1      -2.042  -1.006  -1.525  1.00  0.00           H  
HETATM   20  H5  UNL     1      -2.561  -2.855  -0.140  1.00  0.00           H  
HETATM   21  H6  UNL     1      -1.575  -2.338   1.195  1.00  0.00           H  
HETATM   22  H7  UNL     1      -0.356   2.154  -0.256  1.00  0.00           H  
HETATM   23  H8  UNL     1      -1.888   1.676  -0.941  1.00  0.00           H  
HETATM   24  H9  UNL     1      -1.172   1.785   2.047  1.00  0.00           H  
HETATM   25  H10 UNL     1      -2.829   1.392   1.371  1.00  0.00           H  
HETATM   26  H11 UNL     1       3.297  -1.270   1.438  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   15
CONECT    3    4   16
CONECT    4    5    5   17
CONECT    5    6   13
CONECT    6    7   10
CONECT    7    8   18   19
CONECT    8    9   20   21
CONECT   10   11   22   23
CONECT   11   12   24   25
CONECT   13   14   14   15
CONECT   15   26
END
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SMILES for HMDB0014929 (Uracil mustard)

ClCCN(CCCl)C1=CNC(=O)NC1=O
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INCHI for HMDB0014929 (Uracil mustard)

InChI=1S/C8H11Cl2N3O2/c9-1-3-13(4-2-10)6-5-11-8(15)12-7(6)14/h5H,1-4H2,(H2,11,12,14,15)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
5-(Di-2-chloroethyl)aminouracilChEBI
5-[Bis(2-chloroethyl)amino]-2,4(1H,3H)-pyrimidinedioneChEBI
5-[Di(beta-chloroethyl)amino]uracilChEBI
5-Aminouracil mustardChEBI
5-N,N-Bis(2-chloroethyl)aminouracilChEBI
Aminouracil mustardChEBI
Uracil nitrogen mustardChEBI
UramustineKegg
5-[Di(b-chloroethyl)amino]uracilGenerator
5-[Di(β-chloroethyl)amino]uracilGenerator
Mustard, uracilHMDB
5-(Bis(2-chloroethyl)amino)-2,4-(1H,3H)pyrimidinedioneHMDB
Uracil mustardChEBI
Chemical FormulaC8H11Cl2N3O2
Average Molecular Weight252.098
Monoisotopic Molecular Weight251.022832025
IUPAC Name5-[bis(2-chloroethyl)amino]-1,2,3,4-tetrahydropyrimidine-2,4-dione
Traditional Nameuracil mustard
CAS Registry Number66-75-1
SMILES
ClCCN(CCCl)C1=CNC(=O)NC1=O
InChI Identifier
InChI=1S/C8H11Cl2N3O2/c9-1-3-13(4-2-10)6-5-11-8(15)12-7(6)14/h5H,1-4H2,(H2,11,12,14,15)
InChI KeyIDPUKCWIGUEADI-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
  • Tertiary aliphatic/aromatic amine
  • Dialkylarylamine
  • Aminopyrimidine
  • Pyrimidone
  • Hydropyrimidine
  • Pyrimidine
  • Heteroaromatic compound
  • Vinylogous amide
  • Lactam
  • Tertiary amine
  • Urea
  • Organoheterocyclic compound
  • Azacycle
  • Alkyl halide
  • Organooxygen compound
  • Organochloride
  • Organohalogen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Alkyl chloride
  • Organopnictogen compound
  • Amine
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological location
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point206 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility1.32 g/LNot Available
LogP1.2Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.32 g/LALOGPS
logP0.79ALOGPS
logP0.41ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)9.05ChemAxon
pKa (Strongest Basic)1.61ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area61.44 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity58.35 m³·mol⁻¹ChemAxon
Polarizability22.91 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+147.14630932474
DeepCCS[M-H]-143.31430932474
DeepCCS[M-2H]-180.77830932474
DeepCCS[M+Na]+156.44330932474
AllCCS[M+H]+149.632859911
AllCCS[M+H-H2O]+146.132859911
AllCCS[M+NH4]+152.932859911
AllCCS[M+Na]+153.932859911
AllCCS[M-H]-148.732859911
AllCCS[M+Na-2H]-149.332859911
AllCCS[M+HCOO]-150.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Uracil mustardClCCN(CCCl)C1=CNC(=O)NC1=O2735.1Standard polar33892256
Uracil mustardClCCN(CCCl)C1=CNC(=O)NC1=O2182.9Standard non polar33892256
Uracil mustardClCCN(CCCl)C1=CNC(=O)NC1=O2428.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Uracil mustard,1TMS,isomer #1C[Si](C)(C)N1C=C(N(CCCl)CCCl)C(=O)[NH]C1=O2197.3Semi standard non polar33892256
Uracil mustard,1TMS,isomer #1C[Si](C)(C)N1C=C(N(CCCl)CCCl)C(=O)[NH]C1=O2319.7Standard non polar33892256
Uracil mustard,1TMS,isomer #1C[Si](C)(C)N1C=C(N(CCCl)CCCl)C(=O)[NH]C1=O3072.2Standard polar33892256
Uracil mustard,1TMS,isomer #2C[Si](C)(C)N1C(=O)[NH]C=C(N(CCCl)CCCl)C1=O2187.4Semi standard non polar33892256
Uracil mustard,1TMS,isomer #2C[Si](C)(C)N1C(=O)[NH]C=C(N(CCCl)CCCl)C1=O2279.3Standard non polar33892256
Uracil mustard,1TMS,isomer #2C[Si](C)(C)N1C(=O)[NH]C=C(N(CCCl)CCCl)C1=O3026.2Standard polar33892256
Uracil mustard,2TMS,isomer #1C[Si](C)(C)N1C=C(N(CCCl)CCCl)C(=O)N([Si](C)(C)C)C1=O2262.3Semi standard non polar33892256
Uracil mustard,2TMS,isomer #1C[Si](C)(C)N1C=C(N(CCCl)CCCl)C(=O)N([Si](C)(C)C)C1=O2376.8Standard non polar33892256
Uracil mustard,2TMS,isomer #1C[Si](C)(C)N1C=C(N(CCCl)CCCl)C(=O)N([Si](C)(C)C)C1=O2713.9Standard polar33892256
Uracil mustard,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N1C=C(N(CCCl)CCCl)C(=O)[NH]C1=O2475.2Semi standard non polar33892256
Uracil mustard,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N1C=C(N(CCCl)CCCl)C(=O)[NH]C1=O2553.8Standard non polar33892256
Uracil mustard,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N1C=C(N(CCCl)CCCl)C(=O)[NH]C1=O3061.6Standard polar33892256
Uracil mustard,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N1C(=O)[NH]C=C(N(CCCl)CCCl)C1=O2423.0Semi standard non polar33892256
Uracil mustard,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N1C(=O)[NH]C=C(N(CCCl)CCCl)C1=O2514.6Standard non polar33892256
Uracil mustard,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N1C(=O)[NH]C=C(N(CCCl)CCCl)C1=O2999.9Standard polar33892256
Uracil mustard,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N1C=C(N(CCCl)CCCl)C(=O)N([Si](C)(C)C(C)(C)C)C1=O2717.6Semi standard non polar33892256
Uracil mustard,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N1C=C(N(CCCl)CCCl)C(=O)N([Si](C)(C)C(C)(C)C)C1=O2811.5Standard non polar33892256
Uracil mustard,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N1C=C(N(CCCl)CCCl)C(=O)N([Si](C)(C)C(C)(C)C)C1=O2783.8Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Uracil mustard GC-MS (Non-derivatized) - 70eV, Positivesplash10-0frf-1930000000-b082a72f43cd6ef8d8652017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Uracil mustard GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Uracil mustard GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-0w29-9730000000-047cc283312feb25a4ed2014-09-20Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Uracil mustard 10V, Positive-QTOFsplash10-0udi-0190000000-ee3938fb1cac655b67502016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Uracil mustard 20V, Positive-QTOFsplash10-0r00-3690000000-e3d7d6c32273a27ea4522016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Uracil mustard 40V, Positive-QTOFsplash10-02t9-4900000000-c141e19ee451b1467b292016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Uracil mustard 10V, Negative-QTOFsplash10-0k96-6290000000-93d545f0c9fde44350d42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Uracil mustard 20V, Negative-QTOFsplash10-0006-9220000000-ee1cf7bef8946f7dc9fe2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Uracil mustard 40V, Negative-QTOFsplash10-0006-9400000000-5577de19673152e348b92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Uracil mustard 10V, Positive-QTOFsplash10-0udi-0090000000-5f08b1b5a345ae125a3f2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Uracil mustard 20V, Positive-QTOFsplash10-0udi-0490000000-86e8889e895d31e6b5a42021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Uracil mustard 40V, Positive-QTOFsplash10-0w4i-3900000000-73fd22078502352231062021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Uracil mustard 10V, Negative-QTOFsplash10-001i-9000000000-c2fa753da65a4bac80a12021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Uracil mustard 20V, Negative-QTOFsplash10-001i-9310000000-abaab02ed488d29cc3392021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Uracil mustard 40V, Negative-QTOFsplash10-001i-9500000000-fffdc9aec429e51493802021-10-11Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00791 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00791 details
Abnormal Concentrations
Not Available
Predicted Concentrations
BiospecimenValueOriginal ageOriginal sexOriginal conditionComments
Blood0.000 uMAdult (>18 years old)BothNormalPredicted based on drug qualities
Blood0.000 umol/mmol creatinineAdult (>18 years old)BothNormalPredicted based on drug qualities
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB00791
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID5959
KEGG Compound IDC11686
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkUramustine
METLIN IDNot Available
PubChem Compound6194
PDB IDNot Available
ChEBI ID9884
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 ReferencesNot Available