ACCESSION: MSBNK-Eawag-EQ320756
RECORD_TITLE: Oxacillin; LC-ESI-QFT; MS2; CE: 90; R=35000; [M-H]-
DATE: 2015.08.26
AUTHORS: Beck B, Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag
LICENSE: CC BY
COPYRIGHT: Copyright (C) 2015 Eawag, Duebendorf, Switzerland
COMMENT: CONFIDENCE standard compound
COMMENT: EAWAG_UCHEM_ID 3207

CH$NAME: Oxacillin
CH$NAME: (2S,5R,6R)-3,3-dimethyl-6-[(5-methyl-3-phenyl-1,2-oxazole-4-carbonyl)amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₁₉H₁₉N₃O₅S
CH$EXACT_MASS: 401.10454
CH$SMILES: CC1=C(C(=O)N[C@H]2[C@H]3SC(C)(C)[C@@H](N3C2=O)C(O)=O)C(=NO1)C1=CC=CC=C1
CH$IUPAC: InChI=1S/C19H19N3O5S/c1-9-11(12(21-27-9)10-7-5-4-6-8-10)15(23)20-13-16(24)22-14(18(25)26)19(2,3)28-17(13)22/h4-8,13-14,17H,1-3H3,(H,20,23)(H,25,26)/t13-,14+,17-/m1/s1
CH$LINK: CAS 1173-88-2
CH$LINK: CHEBI 7809
CH$LINK: KEGG C07334
CH$LINK: PUBCHEM CID:6196
CH$LINK: INCHIKEY UWYHMGVUTGAWSP-JKIFEVAISA-N
CH$LINK: CHEMSPIDER 5961
CH$LINK: COMPTOX DTXSID8023397

AC$INSTRUMENT: Q Exactive Plus Orbitrap Thermo Scientific
AC$INSTRUMENT_TYPE: LC-ESI-QFT
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 90 (nominal)
AC$MASS_SPECTROMETRY: RESOLUTION 35000
AC$CHROMATOGRAPHY: COLUMN_NAME XBridge C18 3.5um, 2.1x50mm, Waters
AC$CHROMATOGRAPHY: FLOW_GRADIENT 90/10 at 0 min, 50/50 at 4 min, 5/95 at 17 min, 5/95 at 25 min, 90/10 at 25.1 min, 90/10 at 30 min
AC$CHROMATOGRAPHY: FLOW_RATE 200 ul/min
AC$CHROMATOGRAPHY: RETENTION_TIME 8.4 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 400.097
MS$FOCUSED_ION: PRECURSOR_M/Z 400.0973
MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$DATA_PROCESSING: RECALIBRATE loess on assigned fragments and MS1
MS$DATA_PROCESSING: REANALYZE Peaks with additional N2/O included
MS$DATA_PROCESSING: WHOLE RMassBank 1.9.6

PK$SPLASH: splash10-00e9-9200000000-4bfc7a848a77bc668c0a
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  50.0035 C3N- 1 50.0036 -2.65
  55.0188 C3H3O- 1 55.0189 -2.15
  56.9805 C2HS- 1 56.9804 0.97
  57.9757 CNS- 1 57.9757 0.46
  58.0299 C2H4NO- 1 58.0298 0.74
  58.9961 C2H3S- 1 58.9961 0.77
  60.9753 CHOS- 1 60.9754 -0.32
  64.0192 C4H2N- 1 64.0193 -0.35
  65.0146 C3HN2- 1 65.0145 1.67
  65.9986 C3NO- 1 65.9985 0.8
  69.9757 C2NS- 1 69.9757 0.38
  70.9836 C2HNS- 1 70.9835 1.57
  71.9915 C2H2NS- 1 71.9913 1.76
  72.9993 C2H3NS- 1 72.9992 1.8
  74.0071 C2H4NS- 1 74.007 1.57
  74.9911 C2H3OS- 1 74.991 1.21
  82.0299 C4H4NO- 1 82.0298 0.64
  83.0139 C4H3O2- 1 83.0139 0.93
  83.9914 C3H2NS- 1 83.9913 0.31
  92.0505 C6H6N- 1 92.0506 -0.68
  94.0297 C5H4NO- 1 94.0298 -1.46
  99.9864 C3H2NOS- 1 99.9863 1.12
  101.0397 C8H5- 1 101.0397 0.46
  102.035 C7H4N- 1 102.0349 0.56
  106.0173 C5H2N2O- 1 106.0173 0.08
  107.0251 C5H3N2O- 1 107.0251 0.31
  112.9942 C4H3NOS- 1 112.9941 0.59
  115.0554 C9H7- 1 115.0553 0.75
  116.0508 C8H6N- 1 116.0506 1.7
  133.0117 C8H5S- 1 133.0117 -0.41
  140.0507 C10H6N- 2 140.0506 0.77
  141.0346 C10H5O- 2 141.0346 0.37
  141.0457 C9H5N2- 1 141.0458 -0.93
  142.0661 C10H8N- 2 142.0662 -0.72
  143.0616 C9H7N2- 2 143.0615 0.76
  144.0455 C9H6NO- 3 144.0455 0.3
  146.0194 C9H6S- 1 146.0196 -1.37
  158.061 C10H8NO- 3 158.0611 -0.62
  169.0409 C10H5N2O- 2 169.0407 0.79
  171.0566 C10H7N2O- 2 171.0564 1.01
  172.023 C10H6NS- 1 172.0226 1.78
  173.0308 C10H7NS- 1 173.0305 1.8
  174.0382 C10H8NS- 1 174.0383 -0.77
  182.0481 C11H6N2O- 1 182.0486 -2.53
  182.0611 C12H8NO- 3 182.0611 -0.37
  183.0563 C11H7N2O- 2 183.0564 -0.47
  184.0406 C11H6NO2- 3 184.0404 1.18
  184.0638 C11H8N2O- 1 184.0642 -2.02
  185.072 C11H9N2O- 2 185.072 -0.41
  199.0514 C11H7N2O2- 2 199.0513 0.5
  201.0672 C11H9N2O2- 2 201.067 1.24
  215.0286 C11H7N2OS- 1 215.0285 0.57
  225.0672 C13H9N2O2- 2 225.067 1.02
PK$NUM_PEAK: 53
PK$PEAK: m/z int. rel.int.
  50.0035 27791.6 18
  55.0188 63000.6 41
  56.9805 131746.2 86
  57.9757 559253.9 365
  58.0299 132628.7 86
  58.9961 370427.6 242
  60.9753 27331.7 17
  64.0192 86551.4 56
  65.0146 110928.3 72
  65.9986 1526670 999
  69.9757 15740.3 10
  70.9836 1206510.2 789
  71.9915 379305.2 248
  72.9993 1189494 778
  74.0071 22405 14
  74.9911 1398827.9 915
  82.0299 1206343.6 789
  83.0139 1502013.6 982
  83.9914 28000.2 18
  92.0505 18257.1 11
  94.0297 62473.8 40
  99.9864 252421.2 165
  101.0397 160229.3 104
  102.035 118697.3 77
  106.0173 25412.1 16
  107.0251 67531 44
  112.9942 62317.8 40
  115.0554 62196.1 40
  116.0508 164816.4 107
  133.0117 28921.2 18
  140.0507 234751.4 153
  141.0346 29870.9 19
  141.0457 29930.2 19
  142.0661 105550.3 69
  143.0616 124813.3 81
  144.0455 143902.8 94
  146.0194 23827.3 15
  158.061 34262.5 22
  169.0409 133479.2 87
  171.0566 96153.1 62
  172.023 193169.2 126
  173.0308 175470.8 114
  174.0382 30885 20
  182.0481 75406.9 49
  182.0611 342576.1 224
  183.0563 130604.7 85
  184.0406 289616.1 189
  184.0638 67009.8 43
  185.072 65884.3 43
  199.0514 33384.1 21
  201.0672 23271.6 15
  215.0286 18667.8 12
  225.0672 325751.3 213
//