Mass Formula Description
149.0842 159.0532 163.0858 1 2 3 2 2 -90.0470 -C7H6 Benzyl loss
Relative Neutralized Sum of 149.0842 159.0532 0 2 1 3 2 7 -56.0626 -C4H8 Loss of butylene
Intensities Fragment Masses Subfragments 0 0 0 -43.9495 Br -> Cl Bromine to chlorine
0.0000 0 0 163.0858 -42.0470 -C3H6 Depropylation
0.0000 0 159.0532 0 -42.0106 -C2H2O Deacetylation
0.0000 149.0842 0 0 -29.9742 NO2 -> NH2 N-reduction (nitro group)
0.0000 0 0 0 -28.0313 -C2H4 loss of ethylene
2 117.0584 0.0000 0 0 0 -17.9661 Cl -> OH substitution of OH for Cl
2 120.0580 0.0000 -15.9949 -O Reduction
29 149.0846 149.0842 -14.0157 -CH2 Demethylation
5 159.0537 159.0532 -2.0157 -H2 Dehydrogenation
17 163.0863 163.0858 -1.0316 CH4N -> CHO Oxidative Deamination
3 291.1112 0.0000 2.0157 +H2 Hydrogenation
46 308.1377 308.1374 4.0313 +2H2 2x Hydrogenation
0 471.2235 471.2232 C9H11NO C6H9NO4 C7H9N5 C22H29N7O5 C9H11NO C6H9NO4 C7H9N5 105 104 13.9793 CH2OH -> COOH Oxidation of alcohols
C9H11NO C7H5N5 C7H9N5 C23H25N11O C9H11NO C7H5N5 C7H9N5 82 78 14.0157 +CH2 Methylation
C9H11NO C6H9NO4 C6H13NO4 C21H33N3O9 C9H11NO C6H9NO4 C6H13NO4 83 78 15.9949 +O Oxidation
C7H9N4 C6H9NO4 C9H11N2O C22H29N7O5 C7H9N4 C6H9NO4 C9H11N2O 62 62 18.0106 +H2O Hydrolysis of cyclic amides and esters
Alignment of Fragments 1 C9H11NO C7H5N5 C6H13NO4 C22H29N7O5 C9H11NO C7H5N5 C6H13NO4 61 60 27.9949 RNH2 -> RNH-HC=O Formylation (DMF solvent)
SubFrag 1 SubFrag 2 SubFrag 3 SubFrag 4 SubFrag 5 C9H11NO C4H7N4O3 C9H11N2O C22H29N7O5 C9H11NO C4H7N4O3 C9H11N2O 62 60 28.0313 +C2H4 addition of ethyl 
Delta
 
          S C7H9N4 C4H7N4O3 C7H9N5 C18H25N13O3 C7H9N4 C4H7N4O3 C7H9N5 63 57 29.9742 CH3 -> COOH Methyl group oxidation to acid
  149.0842 159.0532 163.0858     471 31.9898 +O2 2x Oxidation
  149.0842 159.0532 0.0000     308 42.0106 +C2H2O Acetylation (DMAc solvent)
Partition Score   0.0000 0.0000 0.0000     0 42.0470 +C3H6 addition of a propyl group
  0.0000 0.0000 163.0858     163 43.9495 Cl -> Br Chlorine to Bromine substitution
102   0.0000 159.0532 0.0000     159 57.0215 C2H3NO Glycine conjugate formation
  149.0842 0.0000 0.0000     149 69.0578 OH -> C4H8NO amidation with morpholine (NMM solvent)
  0.0000 0.0000 0.0000     0 79.9568 +SO3 Sulfate ester formation
  0.0000 0.0000 0.0000     0 79.9663 +PO3H Phosphate ester formation
subfragments 3             0 86.0368 +C4H6O2 butyrolactone addition (NMP solvent)
            0 90.0470 C7H6 Benzyl group addition
            0 107.0041 +C2H5NO2S Taurine Conjugation
            0 162.0164 +C5H6O6 Demethylation + Glucuronidation
Isotope Ratios Mass Accuracy Score Overall Elemental Match Linear Alignment of SubFragments   163.0303 +C5H9NO3S Acetylcysteine addition
100  27  4  1 176.0321 +C6H8O6 Glucuronidation
100  27  5  1 105 104 C9H11NO C6H9NO4 C7H9N5 C22H29N7O5 192.0270 +C6H8O7 Oxidation + Glucuronidation
100  29  4  0 82 78 C9H11NO C7H5N5 C7H9N5 C23H25N11O 307.0838 +C10H17N3O6S Glutathione addition
100  25  5  1 83 78 C9H11NO C6H9NO4 C6H13NO4 C21H33N3O9 323.0787 +C10H17N3O7S Oxidation + Glutathione addition
100  27  4  1 62 62 C7H9N4 C6H9NO4 C9H11N2O C22H29N7O5
100  27  5  1 61 60 C9H11NO C7H5N5 C6H13NO4 C22H29N7O5
100  27  5  1 62 60 C9H11NO C4H7N4O3 C9H11N2O C22H29N7O5
100  25  3  0 63 57 C7H9N4 C4H7N4O3 C7H9N5 C18H25N13O3