ACCESSION: MSBNK-Athens_Univ-AU233359
RECORD_TITLE: Oryzalin; LC-ESI-QTOF; MS2; CE: 30 eV; R=35000; [M-H]-
DATE: 2019.03.28
AUTHORS: Nikiforos Alygizakis, Katerina Galani, Nikolaos Thomaidis, University of Athens
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2019 Department of Chemistry, University of Athens
COMMENT: CONFIDENCE standard compound
COMMENT: INTERNAL_ID 2333

CH$NAME: Oryzalin
CH$NAME: 4-(dipropylamino)-3,5-dinitrobenzenesulfonamide
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₂H₁₈N₄O₆S
CH$EXACT_MASS: 346.0947053
CH$SMILES: CCCN(CCC)C1=C(C=C(C=C1[N+]([O-])=O)S(N)(=O)=O)[N+]([O-])=O
CH$IUPAC: InChI=1S/C12H18N4O6S/c1-3-5-14(6-4-2)12-10(15(17)18)7-9(23(13,21)22)8-11(12)16(19)20/h7-8H,3-6H2,1-2H3,(H2,13,21,22)
CH$LINK: CAS 19044-88-3
CH$LINK: CHEBI 73163
CH$LINK: KEGG C18877
CH$LINK: PUBCHEM CID:29393
CH$LINK: INCHIKEY UNAHYJYOSSSJHH-UHFFFAOYSA-N
CH$LINK: CHEMSPIDER 27326
CH$LINK: COMPTOX DTXSID8024238

AC$INSTRUMENT: Bruker maXis Impact
AC$INSTRUMENT_TYPE: LC-ESI-QTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE CID
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 30 eV
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME Acclaim RSLC C18 2.2um, 2.1x100mm, Thermo
AC$CHROMATOGRAPHY: FLOW_GRADIENT 99/1 at 0-1 min, 61/39 at 3 min, 0.1/99.9 at 14-16 min, 99/1 at 16.1-20 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 uL/min at 0-3 min, 400 uL/min at 14 min, 480 uL/min at 16-19 min, 200 uL/min at 19.1-20 min
AC$CHROMATOGRAPHY: RETENTION_TIME 10.259 min
AC$CHROMATOGRAPHY: SOLVENT A 90:10 water:methanol with 5mM ammonium acetate
AC$CHROMATOGRAPHY: SOLVENT B methanol with 5mM ammonium acetate

MS$FOCUSED_ION: BASE_PEAK 345.0867
MS$FOCUSED_ION: PRECURSOR_M/Z 345.0874
MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$DATA_PROCESSING: RECALIBRATE identity on assigned fragments and MS1
MS$DATA_PROCESSING: WHOLE RMassBank 2.10.0

PK$SPLASH: splash10-000w-0961000000-25326e02fc1e4f5ef603
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  116.0245 C6H2N3- 4 116.0254 -8.21
  121.0406 C6H5N2O- 3 121.0407 -1.13
  129.0347 C9H5O- 5 129.0346 1.15
  131.0477 C7H5N3- 4 131.0489 -9.49
  132.0323 C7H4N2O- 3 132.0329 -4.67
  133.0301 C8H5O2- 5 133.0295 4.64
  133.0379 C4H7NO4- 3 133.0381 -0.89
  134.0363 C6H4N3O- 5 134.036 1.98
  135.0176 C3H5NO5- 5 135.0173 2.21
  135.0436 C6H5N3O- 4 135.0438 -1.64
  136.0529 C8H8O2- 4 136.053 -0.77
  145.0276 C7H3N3O- 4 145.0282 -4.12
  146.0352 C7H4N3O- 4 146.036 -5.6
  147.0443 CH11N2O4S- 5 147.0445 -1.45
  148.0271 C7H4N2O2- 4 148.0278 -5.11
  149.0352 C7H5N2O2- 4 149.0357 -2.86
  150.0305 C6H4N3O2- 5 150.0309 -2.34
  152.023 C6H4N2O3- 6 152.0227 1.6
  156.0564 C9H6N3- 6 156.0567 -1.89
  157.0628 H15NO6S- 6 157.0626 1.73
  158.0708 H16NO6S- 6 158.0704 2.55
  159.0571 C3H13NO4S- 5 159.0571 0.01
  160.0593 C4H8N4O3- 4 160.0602 -5.32
  161.073 C3H15NO4S- 5 161.0727 1.71
  162.0333 C4H8N3O2S- 6 162.0343 -5.7
  163.0246 C5H7O6- 8 163.0248 -1.34
  173.0588 C9H7N3O- 5 173.0595 -3.72
  174.0667 C9H8N3O- 5 174.0673 -3.34
  175.0485 C6H9NO5- 6 175.0486 -0.64
  175.0716 C6H11N2O4- 4 175.0724 -4.47
  176.0827 C9H10N3O- 5 176.0829 -1.31
  180.0274 C3H6N3O6- 6 180.0262 6.54
  182.0195 C12H6S- 5 182.0196 -0.18
  191.0207 C7H3N4O3- 8 191.0211 -2.15
  191.0687 C9H9N3O2- 6 191.07 -6.74
  192.0285 C7H4N4O3- 8 192.0289 -2.26
  199.0217 C12H7OS- 6 199.0223 -3.11
  202.0477 C8H10O6- 8 202.0483 -3
  203.0581 C3H13N3O5S- 9 203.0581 -0.26
  204.0629 C6H10N3O5- 8 204.0626 1.73
  211.0056 C7H5N3O3S- 7 211.0057 -0.55
  212.0105 C4H8N2O6S- 6 212.0109 -1.55
  221.0651 C6H11N3O6- 7 221.0653 -1.26
  222.0316 C6H10N2O5S- 5 222.0316 -0.02
  224.0099 C11H2N3O3- 6 224.0102 -1.17
  224.0504 C9H10N3O2S- 5 224.0499 2.2
  226.9868 C11HNO5- 4 226.986 3.44
  228.0051 C10H2N3O4- 5 228.0051 0.06
  234.1241 C12H16N3O2- 1 234.1248 -2.82
  238.0267 C6H10N2O6S- 6 238.0265 0.98
  240.0476 C12H8N4S- 7 240.0475 0.28
  241.0041 C7H5N4O4S- 5 241.0037 1.47
  244.0018 C12H4O6- 6 244.0013 1.82
  256.0396 C9H10N3O4S- 5 256.0398 -0.75
  258.0551 C9H12N3O4S- 5 258.0554 -1.29
  268.0242 C12H4N4O4- 3 268.0238 1.46
  272.9934 C7H5N4O6S- 3 272.9935 -0.46
  281.1218 C12H17N4O4- 1 281.1255 -13.42
  285.0354 C11H11NO6S- 2 285.0313 14.37
  299.0427 C10H11N4O5S- 2 299.0456 -9.45
  345.0858 C12H17N4O6S- 1 345.0874 -4.58
  346.0838 C11[13]CH17N4O6S- 1 346.0902 -18.53
PK$NUM_PEAK: 62
PK$PEAK: m/z int. rel.int.
  116.0245 364 147
  121.0406 420 170
  129.0347 336 136
  131.0477 516 208
  132.0323 488 197
  133.0301 460 186
  133.0379 480 194
  134.0363 528 213
  135.0176 632 255
  135.0436 376 152
  136.0529 400 161
  145.0276 332 134
  146.0352 500 202
  147.0443 2112 854
  148.0271 436 176
  149.0352 568 229
  150.0305 536 216
  152.023 480 194
  156.0564 308 124
  157.0628 636 257
  158.0708 300 121
  159.0571 320 129
  160.0593 668 270
  161.073 660 267
  162.0333 472 191
  163.0246 708 286
  173.0588 464 187
  174.0667 1936 783
  175.0485 416 168
  175.0716 592 239
  176.0827 476 192
  180.0274 436 176
  182.0195 936 378
  191.0207 644 260
  191.0687 416 168
  192.0285 712 288
  199.0217 364 147
  202.0477 336 136
  203.0581 884 357
  204.0629 444 179
  211.0056 612 247
  212.0105 768 310
  221.0651 532 215
  222.0316 420 170
  224.0099 460 186
  224.0504 340 137
  226.9868 796 322
  228.0051 1004 406
  234.1241 640 259
  238.0267 488 197
  240.0476 596 241
  241.0041 1572 636
  244.0018 896 362
  256.0396 324 131
  258.0551 316 127
  268.0242 524 212
  272.9934 524 212
  281.1218 1812 733
  285.0354 304 123
  299.0427 700 283
  345.0858 2468 999
  346.0838 444 179
//