ACCESSION: MSBNK-Athens_Univ-AU233358
RECORD_TITLE: Oryzalin; LC-ESI-QTOF; MS2; CE: 20 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$MASS_SPECTROMETRY: COLLISION_ENERGY 20 eV
AC$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 10.235 min
AC$CHROMATOGRAPHY: SOLVENT A 90:10 water:methanol with 5mM ammonium acetate
AC$CHROMATOGRAPHY: SOLVENT B methanol with 5mM ammonium acetate

MS$FOCUSED_ION: BASE_PEAK 345.0875
MS$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$SPLASH: splash10-0002-0249000000-8d090339621db462d65f
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  134.0337 C3H6N2O4- 3 134.0333 2.87
  135.0204 H9NO5S- 4 135.0207 -2.5
  135.0433 C6H5N3O- 4 135.0438 -3.85
  136.0499 C3H8N2O4- 4 136.049 7.1
  146.0355 C7H4N3O- 4 146.036 -3.08
  147.0433 C7H5N3O- 4 147.0438 -3.44
  149.0368 CH11NO5S- 4 149.0363 3.29
  150.0319 H10N2O5S- 6 150.0316 1.74
  157.0658 C11H9O- 7 157.0659 -0.65
  160.0498 C5H8N2O4- 4 160.049 5.06
  161.0719 C9H9N2O- 6 161.072 -1.12
  162.0304 C7H4N3O2- 5 162.0309 -2.92
  163.0253 C5H7O6- 7 163.0248 2.75
  174.0654 C6H10N2O4- 4 174.0646 4.29
  175.0551 C6H11N2O2S- 4 175.0547 2.72
  175.0727 C6H11N2O4- 5 175.0724 1.82
  176.0351 C9H6NO3- 9 176.0353 -1.49
  176.0851 C11H12O2- 6 176.0843 4.93
  180.0287 C6H4N4O3- 7 180.0289 -1.18
  182.0197 C12H6S- 6 182.0196 0.95
  187.1255 C12H15N2- 2 187.1241 7.77
  190.0595 C6H10N2O5- 5 190.0595 -0.02
  191.0179 C4H5N3O6- 7 191.0184 -2.35
  191.0686 C6H11N2O5- 5 191.0673 6.51
  192.0295 CH10N3O6S- 8 192.0296 -0.39
  203.0558 C8H11O6- 9 203.0561 -1.53
  204.0666 C11H10NO3- 8 204.0666 0.16
  212.013 C7H6N3O3S- 7 212.0135 -2.48
  221.072 C6H13N4O3S- 6 221.0714 2.57
  222.0353 C11H10O3S- 6 222.0356 -1.38
  224.0477 C6H12N2O5S- 5 224.0472 2.26
  226.9941 C11H3N2O2S- 4 226.9921 8.96
  228.0068 C12H4O5- 5 228.0064 1.51
  234.1254 C12H16N3O2- 1 234.1248 2.57
  235.1241 C11[13]CH16N3O2- 1 235.1276 -15.12
  238.0691 C9H10N4O4- 5 238.0708 -6.87
  240.0454 C9H10N3O3S- 7 240.0448 2.51
  241.0035 C7H5N4O4S- 5 241.0037 -0.78
  244.0017 C12H4O6- 6 244.0013 1.43
  256.0368 C12H6N3O4- 4 256.0364 1.72
  258.0565 C11H14O5S- 5 258.0567 -0.86
  272.0349 C9H10N3O5S- 4 272.0347 1
  272.9938 C7H5N4O6S- 3 272.9935 0.98
  281.1243 C12H17N4O4- 1 281.1255 -4.46
  282.1271 C11[13]CH17N4O4- 1 282.1283 -4.23
  285.0234 C9H9N4O5S- 3 285.0299 -22.9
  285.0337 C9H9N4O5S- 2 285.0299 13.35
  299.0444 C10H11N4O5S- 2 299.0456 -3.79
  345.0867 C12H17N4O6S- 1 345.0874 -2.17
  346.0893 C11[13]CH17N4O6S- 1 346.0902 -2.65
  347.0872 C12H17N4O6[34]S- 1 347.0827 13.04
PK$NUM_PEAK: 51
PK$PEAK: m/z int. rel.int.
  134.0337 504 9
  135.0204 420 7
  135.0433 304 5
  136.0499 320 5
  146.0355 672 12
  147.0433 1664 30
  149.0368 344 6
  150.0319 772 14
  157.0658 352 6
  160.0498 548 9
  161.0719 980 17
  162.0304 312 5
  163.0253 332 6
  174.0654 2536 46
  175.0551 328 5
  175.0727 860 15
  176.0351 348 6
  176.0851 736 13
  180.0287 1356 24
  182.0197 892 16
  187.1255 308 5
  190.0595 340 6
  191.0179 736 13
  191.0686 624 11
  192.0295 396 7
  203.0558 1024 18
  204.0666 348 6
  212.013 432 7
  221.072 484 8
  222.0353 368 6
  224.0477 352 6
  226.9941 788 14
  228.0068 720 13
  234.1254 2168 39
  235.1241 468 8
  238.0691 400 7
  240.0454 1144 20
  241.0035 1488 27
  244.0017 556 10
  256.0368 804 14
  258.0565 560 10
  272.0349 396 7
  272.9938 320 5
  281.1243 14152 257
  282.1271 1944 35
  285.0234 320 5
  285.0337 328 5
  299.0444 1640 29
  345.0867 54940 999
  346.0893 7916 143
  347.0872 3772 68
//