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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-17 01:20:31 UTC

Update Date

2019-07-23 07:14:19 UTC

HMDB ID

HMDB0060433

Secondary Accession Numbers

HMDB60433

Metabolite Identification

Common Name

Aldophosphamide

Description

Detoxification of cyclophosphamide is effected, in part, by hepatic class 1 aldehyde dehydrogenase (ALDH-1)-catalyzed oxidation of aldophosphamide, a pivotal aldehyde intermediate, to the nontoxic metabolite, carboxyphosphamide. Detoxification of aldophosphamide may also be effected by enzymes, viz. Thus, NAD-linked oxidation and NADPH-linked reduction of aldophosphamide catalyzed by relevant erythrocyte enzymes were quantified. (PMID: 9394035 ) Class 1 aldehyde dehydrogenases (ALDH-1) function as drug resistance gene products by catalyzing the irreversible conversion of aldophosphamide, an active metabolite of cyclophosphamide, to an inert compound. (PMID: 9322086 )

Structure

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

HMDB0060433
     RDKit          3D
Aldophosphamide
 30 29  0  0  0  0  0  0  0  0999 V2000
    0.8079    0.4464    1.4521 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2479   -0.2378   -0.0171 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.7604   -1.7861    0.1389 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2376    0.1747   -1.3801 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3821    0.6985   -0.7433 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5528   -0.2080   -1.1498 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7048    0.2552   -0.3628 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6412   -0.5417   -0.1103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3700   -0.4281   -0.3093 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1305    0.6867   -0.8533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4611    0.2367   -1.3385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5997    1.6186   -1.5978 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0658   -0.8566    0.9255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1848    0.2549    1.9011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9804   -0.3361    3.3931 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.5532   -0.1005    1.9441 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8399    1.4538    1.5343 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6010    1.6840   -1.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3248    0.8405    0.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2339   -1.2245   -0.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6232   -0.3374   -2.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8091    1.2456    0.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0835    1.5445   -0.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5173    0.8949   -1.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9059   -0.6345   -0.9078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3197   -0.0803   -2.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3375   -1.6054    1.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9962   -1.3564    0.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9871    0.9951    1.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3807    0.8837    2.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  2  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
  1 16  1  0
  1 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
 10 23  1  0
 10 24  1  0
 11 25  1  0
 11 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
M  END

Structure #1
  Mrv0541 02241207002D          

 15 14  0  0  0  0            999 V2000
    2.2850    0.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3464   -1.0690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2617    0.9126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9184   -0.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8570   -0.2763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4841    0.1200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6345    1.3089    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5752   -1.8616    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.0869    1.3172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6896    0.3182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6578   -0.0782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3094   -0.2845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9121    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1112    0.5163    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  2  4  1  0  0  0  0
  2  8  1  0  0  0  0
  3  5  1  0  0  0  0
  3  9  1  0  0  0  0
  4 11  1  0  0  0  0
  5 11  1  0  0  0  0
  6 12  2  0  0  0  0
  7 14  1  0  0  0  0
 10 15  1  0  0  0  0
 11 15  1  0  0  0  0
 13 15  2  0  0  0  0
 14 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060433

> <DATABASE_NAME>
hmdb

> <SMILES>
NP(=O)(OCCC=O)N(CCCl)CCCl

> <INCHI_IDENTIFIER>
InChI=1S/C7H15Cl2N2O3P/c8-2-4-11(5-3-9)15(10,13)14-7-1-6-12/h6H,1-5,7H2,(H2,10,13)

> <INCHI_KEY>
QMGUSPDJTPDFSF-UHFFFAOYSA-N

> <FORMULA>
C7H15Cl2N2O3P

> <MOLECULAR_WEIGHT>
277.085

> <EXACT_MASS>
276.019734282

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
24.82262655310926

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-({amino[bis(2-chloroethyl)amino]phosphoryl}oxy)propanal

> <ALOGPS_LOGP>
0.55

> <JCHEM_LOGP>
-0.45918338233333306

> <ALOGPS_LOGS>
-1.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.84561988287944

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.079631701335849

> <JCHEM_PKA_STRONGEST_BASIC>
-0.068554326686321

> <JCHEM_POLAR_SURFACE_AREA>
72.63

> <JCHEM_REFRACTIVITY>
60.543600000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.36e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
aldophosphamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060433
     RDKit          3D
Aldophosphamide
 30 29  0  0  0  0  0  0  0  0999 V2000
    0.8079    0.4464    1.4521 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2479   -0.2378   -0.0171 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.7604   -1.7861    0.1389 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2376    0.1747   -1.3801 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3821    0.6985   -0.7433 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5528   -0.2080   -1.1498 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7048    0.2552   -0.3628 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6412   -0.5417   -0.1103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3700   -0.4281   -0.3093 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1305    0.6867   -0.8533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4611    0.2367   -1.3385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5997    1.6186   -1.5978 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0658   -0.8566    0.9255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1848    0.2549    1.9011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9804   -0.3361    3.3931 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.5532   -0.1005    1.9441 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8399    1.4538    1.5343 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6010    1.6840   -1.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3248    0.8405    0.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2339   -1.2245   -0.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6232   -0.3374   -2.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8091    1.2456    0.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0835    1.5445   -0.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5173    0.8949   -1.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9059   -0.6345   -0.9078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3197   -0.0803   -2.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3375   -1.6054    1.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9962   -1.3564    0.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9871    0.9951    1.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3807    0.8837    2.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  2  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
  1 16  1  0
  1 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
 10 23  1  0
 10 24  1  0
 11 25  1  0
 11 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Structure #1                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       4.265   0.594   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.850   1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.647  -1.995   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.355   1.704   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.714  -0.886   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.333  -0.516   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.770   0.224   0.000  0.00  0.00           C+0
HETATM    8 Cl   UNK     0      -4.918   2.443   0.000  0.00  0.00          Cl+0
HETATM    9 Cl   UNK     0      -1.074  -3.475   0.000  0.00  0.00          Cl+0
HETATM   10  N   UNK     0      -0.162   2.459   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0      -1.287   0.594   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0       6.828  -0.146   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       0.578  -0.531   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       1.703   1.334   0.000  0.00  0.00           O+0
HETATM   15  P   UNK     0       0.208   0.964   0.000  0.00  0.00           P+0
CONECT    1    6    7                                                       
CONECT    2    4    8                                                       
CONECT    3    5    9                                                       
CONECT    4    2   11                                                       
CONECT    5    3   11                                                       
CONECT    6    1   12                                                       
CONECT    7    1   14                                                       
CONECT    8    2                                                            
CONECT    9    3                                                            
CONECT   10   15                                                            
CONECT   11    4    5   15                                                  
CONECT   12    6                                                            
CONECT   13   15                                                            
CONECT   14    7   15                                                       
CONECT   15   10   11   13   14                                             
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

COMPND    HMDB0060433
HETATM    1  N1  UNL     1       0.808   0.446   1.452  1.00  0.00           N  
HETATM    2  P1  UNL     1       0.248  -0.238  -0.017  1.00  0.00           P  
HETATM    3  O1  UNL     1       0.760  -1.786   0.139  1.00  0.00           O  
HETATM    4  O2  UNL     1       1.238   0.175  -1.380  1.00  0.00           O  
HETATM    5  C1  UNL     1       2.382   0.699  -0.743  1.00  0.00           C  
HETATM    6  C2  UNL     1       3.553  -0.208  -1.150  1.00  0.00           C  
HETATM    7  C3  UNL     1       4.705   0.255  -0.363  1.00  0.00           C  
HETATM    8  O3  UNL     1       5.641  -0.542  -0.110  1.00  0.00           O  
HETATM    9  N2  UNL     1      -1.370  -0.428  -0.309  1.00  0.00           N  
HETATM   10  C4  UNL     1      -2.131   0.687  -0.853  1.00  0.00           C  
HETATM   11  C5  UNL     1      -3.461   0.237  -1.338  1.00  0.00           C  
HETATM   12 CL1  UNL     1      -4.600   1.619  -1.598  1.00  0.00          CL  
HETATM   13  C6  UNL     1      -2.066  -0.857   0.925  1.00  0.00           C  
HETATM   14  C7  UNL     1      -2.185   0.255   1.901  1.00  0.00           C  
HETATM   15 CL2  UNL     1      -2.980  -0.336   3.393  1.00  0.00          CL  
HETATM   16  H1  UNL     1       1.553  -0.101   1.944  1.00  0.00           H  
HETATM   17  H2  UNL     1       0.840   1.454   1.534  1.00  0.00           H  
HETATM   18  H3  UNL     1       2.601   1.684  -1.259  1.00  0.00           H  
HETATM   19  H4  UNL     1       2.325   0.840   0.292  1.00  0.00           H  
HETATM   20  H5  UNL     1       3.234  -1.225  -0.667  1.00  0.00           H  
HETATM   21  H6  UNL     1       3.623  -0.337  -2.202  1.00  0.00           H  
HETATM   22  H7  UNL     1       4.809   1.246   0.026  1.00  0.00           H  
HETATM   23  H8  UNL     1      -2.083   1.544  -0.216  1.00  0.00           H  
HETATM   24  H9  UNL     1      -1.517   0.895  -1.821  1.00  0.00           H  
HETATM   25  H10 UNL     1      -3.906  -0.635  -0.908  1.00  0.00           H  
HETATM   26  H11 UNL     1      -3.320  -0.080  -2.476  1.00  0.00           H  
HETATM   27  H12 UNL     1      -1.337  -1.605   1.395  1.00  0.00           H  
HETATM   28  H13 UNL     1      -2.996  -1.356   0.767  1.00  0.00           H  
HETATM   29  H14 UNL     1      -2.987   0.995   1.496  1.00  0.00           H  
HETATM   30  H15 UNL     1      -1.381   0.884   2.146  1.00  0.00           H  
CONECT    1    2   16   17
CONECT    2    3    3    4    9
CONECT    4    5
CONECT    5    6   18   19
CONECT    6    7   20   21
CONECT    7    8    8   22
CONECT    9   10   13
CONECT   10   11   23   24
CONECT   11   12   25   26
CONECT   13   14   27   28
CONECT   14   15   29   30
END

HMDB0060433
     RDKit          3D
Aldophosphamide
 30 29  0  0  0  0  0  0  0  0999 V2000
    0.8079    0.4464    1.4521 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2479   -0.2378   -0.0171 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.7604   -1.7861    0.1389 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2376    0.1747   -1.3801 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3821    0.6985   -0.7433 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5528   -0.2080   -1.1498 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7048    0.2552   -0.3628 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6412   -0.5417   -0.1103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3700   -0.4281   -0.3093 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1305    0.6867   -0.8533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4611    0.2367   -1.3385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5997    1.6186   -1.5978 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0658   -0.8566    0.9255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1848    0.2549    1.9011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9804   -0.3361    3.3931 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.5532   -0.1005    1.9441 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8399    1.4538    1.5343 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6010    1.6840   -1.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3248    0.8405    0.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2339   -1.2245   -0.6666 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6232   -0.3374   -2.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8091    1.2456    0.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0835    1.5445   -0.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5173    0.8949   -1.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9059   -0.6345   -0.9078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3197   -0.0803   -2.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3375   -1.6054    1.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9962   -1.3564    0.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9871    0.9951    1.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3807    0.8837    2.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  2  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
  1 16  1  0
  1 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
 10 23  1  0
 10 24  1  0
 11 25  1  0
 11 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Cyclophosphamide-mustard	HMDB
Cyp-mustard	HMDB

Chemical Formula

C₇H₁₅Cl₂N₂O₃P

Average Molecular Weight

277.085

Monoisotopic Molecular Weight

276.019734282

IUPAC Name

3-({amino[bis(2-chloroethyl)amino]phosphoryl}oxy)propanal

Traditional Name

aldophosphamide

CAS Registry Number

Not Available

SMILES

NP(=O)(OCCC=O)N(CCCl)CCCl

InChI Identifier

InChI=1S/C7H15Cl2N2O3P/c8-2-4-11(5-3-9)15(10,13)14-7-1-6-12/h6H,1-5,7H2,(H2,10,13)

InChI Key

QMGUSPDJTPDFSF-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.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Nitrogen mustard compounds

Direct Parent

Nitrogen mustard compounds

Alternative Parents

Substituents

Nitrogen mustard
Phosphoric monoester diamide
Organic phosphoric acid derivative
Phosphoric acid ester
Organic phosphoric acid amide
Alpha-hydrogen aldehyde
Organic oxide
Organooxygen compound
Organochloride
Organopnictogen compound
Organohalogen compound
Organic oxygen compound
Carbonyl group
Aldehyde
Alkyl halide
Alkyl chloride
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

nitrogen mustard (CHEBI:2560 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060433)

Organ

Liver (HMDB: HMDB0060433)
Kidney (HMDB: HMDB0060433)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060433)

Cellular substructure

Cytoplasm (HMDB: HMDB0060433)

Source

Endogenous

Endogenous (HMDB: HMDB0060433)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Cyclophosphamide Action Pathway (PathBank: SMP0000447)

Metabolic pathway

Cyclophosphamide Metabolism Pathway (PathBank: SMP0000604)

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	13.6 g/L	ALOGPS
logP	0.55	ALOGPS
logP	-0.46	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	13.08	ChemAxon
pKa (Strongest Basic)	-0.069	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.63 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	60.54 m³·mol⁻¹	ChemAxon
Polarizability	24.82 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]+	150.444	30932474
DeepCCS	[M-H]-	147.806	30932474
DeepCCS	[M-2H]-	183.383	30932474
DeepCCS	[M+Na]+	157.983	30932474
AllCCS	[M+H]+	155.2	32859911
AllCCS	[M+H-H2O]+	152.2	32859911
AllCCS	[M+NH4]+	157.9	32859911
AllCCS	[M+Na]+	158.7	32859911
AllCCS	[M-H]-	154.2	32859911
AllCCS	[M+Na-2H]-	155.5	32859911
AllCCS	[M+HCOO]-	157.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
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.	3.86 minutes	32390414
Predicted by Siyang on May 30, 2022	9.7694 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.79 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	702.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	246.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	114.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	163.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	71.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	285.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	313.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	222.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	707.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	265.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	917.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	207.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	273.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	378.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	298.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	56.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Aldophosphamide	NP(=O)(OCCC=O)N(CCCl)CCCl	2653.0	Standard polar	33892256
Aldophosphamide	NP(=O)(OCCC=O)N(CCCl)CCCl	1799.0	Standard non polar	33892256
Aldophosphamide	NP(=O)(OCCC=O)N(CCCl)CCCl	2013.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Aldophosphamide,1TMS,isomer #1	C[Si](C)(C)OC=CCOP(N)(=O)N(CCCl)CCCl	2199.4	Semi standard non polar	33892256
Aldophosphamide,1TMS,isomer #1	C[Si](C)(C)OC=CCOP(N)(=O)N(CCCl)CCCl	2021.2	Standard non polar	33892256
Aldophosphamide,1TMS,isomer #1	C[Si](C)(C)OC=CCOP(N)(=O)N(CCCl)CCCl	3924.0	Standard polar	33892256
Aldophosphamide,1TMS,isomer #2	C[Si](C)(C)NP(=O)(OCCC=O)N(CCCl)CCCl	2130.8	Semi standard non polar	33892256
Aldophosphamide,1TMS,isomer #2	C[Si](C)(C)NP(=O)(OCCC=O)N(CCCl)CCCl	1997.8	Standard non polar	33892256
Aldophosphamide,1TMS,isomer #2	C[Si](C)(C)NP(=O)(OCCC=O)N(CCCl)CCCl	2886.3	Standard polar	33892256
Aldophosphamide,2TMS,isomer #1	C[Si](C)(C)NP(=O)(OCC=CO[Si](C)(C)C)N(CCCl)CCCl	2204.1	Semi standard non polar	33892256
Aldophosphamide,2TMS,isomer #1	C[Si](C)(C)NP(=O)(OCC=CO[Si](C)(C)C)N(CCCl)CCCl	2162.5	Standard non polar	33892256
Aldophosphamide,2TMS,isomer #1	C[Si](C)(C)NP(=O)(OCC=CO[Si](C)(C)C)N(CCCl)CCCl	2708.3	Standard polar	33892256
Aldophosphamide,2TMS,isomer #2	C[Si](C)(C)N([Si](C)(C)C)P(=O)(OCCC=O)N(CCCl)CCCl	2239.6	Semi standard non polar	33892256
Aldophosphamide,2TMS,isomer #2	C[Si](C)(C)N([Si](C)(C)C)P(=O)(OCCC=O)N(CCCl)CCCl	2189.2	Standard non polar	33892256
Aldophosphamide,2TMS,isomer #2	C[Si](C)(C)N([Si](C)(C)C)P(=O)(OCCC=O)N(CCCl)CCCl	2630.1	Standard polar	33892256
Aldophosphamide,3TMS,isomer #1	C[Si](C)(C)OC=CCOP(=O)(N(CCCl)CCCl)N([Si](C)(C)C)[Si](C)(C)C	2309.4	Semi standard non polar	33892256
Aldophosphamide,3TMS,isomer #1	C[Si](C)(C)OC=CCOP(=O)(N(CCCl)CCCl)N([Si](C)(C)C)[Si](C)(C)C	2316.9	Standard non polar	33892256
Aldophosphamide,3TMS,isomer #1	C[Si](C)(C)OC=CCOP(=O)(N(CCCl)CCCl)N([Si](C)(C)C)[Si](C)(C)C	2581.1	Standard polar	33892256
Aldophosphamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC=CCOP(N)(=O)N(CCCl)CCCl	2421.1	Semi standard non polar	33892256
Aldophosphamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC=CCOP(N)(=O)N(CCCl)CCCl	2264.2	Standard non polar	33892256
Aldophosphamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC=CCOP(N)(=O)N(CCCl)CCCl	4043.7	Standard polar	33892256
Aldophosphamide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NP(=O)(OCCC=O)N(CCCl)CCCl	2398.8	Semi standard non polar	33892256
Aldophosphamide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NP(=O)(OCCC=O)N(CCCl)CCCl	2244.8	Standard non polar	33892256
Aldophosphamide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NP(=O)(OCCC=O)N(CCCl)CCCl	2930.9	Standard polar	33892256
Aldophosphamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NP(=O)(OCC=CO[Si](C)(C)C(C)(C)C)N(CCCl)CCCl	2640.7	Semi standard non polar	33892256
Aldophosphamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NP(=O)(OCC=CO[Si](C)(C)C(C)(C)C)N(CCCl)CCCl	2571.4	Standard non polar	33892256
Aldophosphamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NP(=O)(OCC=CO[Si](C)(C)C(C)(C)C)N(CCCl)CCCl	2842.4	Standard polar	33892256
Aldophosphamide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)P(=O)(OCCC=O)N(CCCl)CCCl	2695.1	Semi standard non polar	33892256
Aldophosphamide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)P(=O)(OCCC=O)N(CCCl)CCCl	2541.9	Standard non polar	33892256
Aldophosphamide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)P(=O)(OCCC=O)N(CCCl)CCCl	2713.4	Standard polar	33892256
Aldophosphamide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC=CCOP(=O)(N(CCCl)CCCl)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2940.2	Semi standard non polar	33892256
Aldophosphamide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC=CCOP(=O)(N(CCCl)CCCl)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2806.2	Standard non polar	33892256
Aldophosphamide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC=CCOP(=O)(N(CCCl)CCCl)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2740.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Aldophosphamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-01r6-3930000000-ff6f36c8b42295802040	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aldophosphamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aldophosphamide 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 - Aldophosphamide 10V, Positive-QTOF	splash10-0a6r-3190000000-ab09c0d99d6be0494721	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aldophosphamide 20V, Positive-QTOF	splash10-0a4i-9100000000-4f52a98720e48a89bf67	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aldophosphamide 40V, Positive-QTOF	splash10-0bvl-9300000000-b456c4d19d6e29b11aa4	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aldophosphamide 10V, Negative-QTOF	splash10-03di-1390000000-f2cfbeebb17c18444fc4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aldophosphamide 20V, Negative-QTOF	splash10-03xr-9330000000-e296d1c2deb7425c67d6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aldophosphamide 40V, Negative-QTOF	splash10-0udu-2910000000-ab68ba84f4c31e2560ee	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aldophosphamide 10V, Positive-QTOF	splash10-004i-0390000000-85648cd89df23d147468	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aldophosphamide 20V, Positive-QTOF	splash10-00dl-0790000000-9db4ba9eb9886927554f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aldophosphamide 40V, Positive-QTOF	splash10-0btc-9100000000-d3145b5a45da48514901	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aldophosphamide 10V, Negative-QTOF	splash10-004i-0090000000-6cd6113372d1d0808e1d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aldophosphamide 20V, Negative-QTOF	splash10-0059-2390000000-09ec42c4941802f6cb3d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aldophosphamide 40V, Negative-QTOF	splash10-0pyi-4910000000-eb2eb8022150d34149a4	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)	2021-09-24	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

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Name	SMPDB/PathBank	KEGG
Cyclophosphamide Action Pathway		Not Available
Cyclophosphamide Metabolism Pathway		Not Available

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

C07645

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cyclophosphamide

METLIN ID

Not Available

PubChem Compound

107744

PDB ID

Not Available

ChEBI ID

2560

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

Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]
Dockham PA, Sreerama L, Sladek NE: Relative contribution of human erythrocyte aldehyde dehydrogenase to the systemic detoxification of the oxazaphosphorines. Drug Metab Dispos. 1997 Dec;25(12):1436-41. [PubMed:9394035 ]
Bunting KD, Townsend AJ: De novo expression of transfected human class 1 aldehyde dehydrogenase (ALDH) causes resistance to oxazaphosphorine anti-cancer alkylating agents in hamster V79 cell lines. Elevated class 1 ALDH activity is closely correlated with reduction in DNA interstrand cross-linking and lethality. J Biol Chem. 1996 May 17;271(20):11884-90. [PubMed:8662658 ]
Bunting KD, Webb M, Giorgianni F, Galipeau J, Blakley RL, Townsend AJ, Sorrentino BP: Coding region-specific destabilization of mRNA transcripts attenuates expression from retroviral vectors containing class 1 aldehyde dehydrogenase cDNAs. Hum Gene Ther. 1997 Sep 1;8(13):1531-43. [PubMed:9322086 ]

Only showing the first 10 proteins. There are 30 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Aldehyde dehydrogenase, dimeric NADP-preferring

General function:: Involved in oxidoreductase activity
Specific function:: ALDHs play a major role in the detoxification of alcohol-derived acetaldehyde. They are involved in the metabolism of corticosteroids, biogenic amines, neurotransmitters, and lipid peroxidation. This protein preferentially oxidizes aromatic aldehyde substrates. It may play a role in the oxidation of toxic aldehydes.
Gene Name:: ALDH3A1
Uniprot ID:: P30838
Molecular weight:: 50394.57

Reactions

Aldophosphamide + NAD + Water → Carboxyphosphamide + NADH + Hydrogen Ion	details
Aldophosphamide + NADP + Water → Carboxyphosphamide + NADPH + Hydrogen Ion	details

Enzyme Details

2. Aldehyde dehydrogenase family 1 member A3

General function:: Involved in oxidoreductase activity
Specific function:: Recognizes as substrates free retinal and cellular retinol-binding protein-bound retinal. Seems to be the key enzyme in the formation of an RA gradient along the dorso-ventral axis during the early eye development and also in the development of the olfactory system (By similarity).
Gene Name:: ALDH1A3
Uniprot ID:: P47895
Molecular weight:: 56107.995

Reactions

Aldophosphamide + NAD + Water → Carboxyphosphamide + NADH + Hydrogen Ion	details
Aldophosphamide + NADP + Water → Carboxyphosphamide + NADPH + Hydrogen Ion	details

Enzyme Details

3. Alcohol dehydrogenase 4

General function:: Involved in zinc ion binding
Specific function:: Not Available
Gene Name:: ADH4
Uniprot ID:: P08319
Molecular weight:: 40221.335

Reactions

Aldophosphamide + NADH + Hydrogen Ion → Alcophosphamide + NAD	details

Enzyme Details

4. Aldehyde dehydrogenase family 3 member B2

General function:: Involved in oxidoreductase activity
Specific function:: Not Available
Gene Name:: ALDH3B2
Uniprot ID:: P48448
Molecular weight:: 42623.62

Reactions

Aldophosphamide + NAD + Water → Carboxyphosphamide + NADH + Hydrogen Ion	details
Aldophosphamide + NADP + Water → Carboxyphosphamide + NADPH + Hydrogen Ion	details

Enzyme Details

5. Aldehyde dehydrogenase family 3 member B1

General function:: Involved in oxidoreductase activity
Specific function:: Oxidizes medium and long chain saturated and unsaturated aldehydes. Metabolizes also benzaldehyde. Low activity towards acetaldehyde and 3,4-dihydroxyphenylacetaldehyde. May not metabolize short chain aldehydes. May use both NADP(+) and NAD(+) as cofactors. May have a protective role against the cytotoxicity induced by lipid peroxidation.
Gene Name:: ALDH3B1
Uniprot ID:: P43353
Molecular weight:: 51839.245

Reactions

Aldophosphamide + NAD + Water → Carboxyphosphamide + NADH + Hydrogen Ion	details
Aldophosphamide + NADP + Water → Carboxyphosphamide + NADPH + Hydrogen Ion	details

Enzyme Details

6. Alcohol dehydrogenase class-3

General function:: Involved in zinc ion binding
Specific function:: Class-III ADH is remarkably ineffective in oxidizing ethanol, but it readily catalyzes the oxidation of long-chain primary alcohols and the oxidation of S-(hydroxymethyl) glutathione.
Gene Name:: ADH5
Uniprot ID:: P11766
Molecular weight:: 39723.945

Reactions

Aldophosphamide + NADH + Hydrogen Ion → Alcophosphamide + NAD	details

Enzyme Details

7. Alcohol dehydrogenase 1B

General function:: Involved in zinc ion binding
Specific function:: Not Available
Gene Name:: ADH1B
Uniprot ID:: P00325
Molecular weight:: 39835.17

Reactions

Aldophosphamide + NADH + Hydrogen Ion → Alcophosphamide + NAD	details

Enzyme Details

8. Alcohol dehydrogenase class 4 mu/sigma chain

General function:: Involved in zinc ion binding
Specific function:: Could function in retinol oxidation for the synthesis of retinoic acid, a hormone important for cellular differentiation. Medium-chain (octanol) and aromatic (m-nitrobenzaldehyde) compounds are the best substrates. Ethanol is not a good substrate but at the high ethanol concentrations reached in the digestive tract, it plays a role in the ethanol oxidation and contributes to the first pass ethanol metabolism.
Gene Name:: ADH7
Uniprot ID:: P40394
Molecular weight:: 41480.985

Reactions

Aldophosphamide + NADH + Hydrogen Ion → Alcophosphamide + NAD	details

Enzyme Details

9. Alcohol dehydrogenase 1A

General function:: Involved in zinc ion binding
Specific function:: Not Available
Gene Name:: ADH1A
Uniprot ID:: P07327
Molecular weight:: 39858.37

Reactions

Aldophosphamide + NADH + Hydrogen Ion → Alcophosphamide + NAD	details

Enzyme Details

10. Alcohol dehydrogenase 6

General function:: Involved in zinc ion binding
Specific function:: Not Available
Gene Name:: ADH6
Uniprot ID:: P28332
Molecular weight:: 39072.275

Reactions

Aldophosphamide + NADH + Hydrogen Ion → Alcophosphamide + NAD	details

Only showing the first 10 proteins. There are 30 proteins in total.

Show all enzymes and transporters

Showing metabocard for Aldophosphamide (HMDB0060433)

MOL for HMDB0060433 (Aldophosphamide)

3D MOL for HMDB0060433 (Aldophosphamide)

3D SDF for HMDB0060433 (Aldophosphamide)

3D-SDF for HMDB0060433 (Aldophosphamide)

PDB for HMDB0060433 (Aldophosphamide)

3D PDB for HMDB0060433 (Aldophosphamide)

SMILES for HMDB0060433 (Aldophosphamide)

INCHI for HMDB0060433 (Aldophosphamide)

Structure for HMDB0060433 (Aldophosphamide)

3D Structure for HMDB0060433 (Aldophosphamide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

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