ACCESSION: MSBNK-Eawag-EQ320709
RECORD_TITLE: Oxacillin; LC-ESI-QFT; MS2; CE: 180; R=35000; [M+H]+
DATE: 2015.08.25
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 POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE HCD
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 180 (nominal)
AC$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 8.5 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 402.1116
MS$FOCUSED_ION: PRECURSOR_M/Z 402.1118
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$SPLASH: splash10-0udi-9000000000-21eb1aa369a09320f715
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  50.0151 C4H2+ 1 50.0151 0.97
  51.023 C4H3+ 1 51.0229 0.66
  52.0182 C3H2N+ 1 52.0182 0.66
  52.0308 C4H4+ 1 52.0308 0.74
  53.0022 C3HO+ 1 53.0022 0.73
  53.0386 C4H5+ 1 53.0386 0.44
  53.9975 C2NO+ 1 53.9974 0.93
  54.0339 C3H4N+ 1 54.0338 0.45
  55.0178 C3H3O+ 1 55.0178 -0.38
  55.0543 C4H7+ 1 55.0542 1.15
  56.0495 C3H6N+ 1 56.0495 -0.46
  57.9872 C2H2S+ 1 57.9872 0.13
  58.995 C2H3S+ 1 58.995 0.21
  59.9664 COS+ 1 59.9664 -0.12
  59.9904 CH2NS+ 1 59.9902 1.89
  62.0059 CH4NS+ 1 62.0059 -0.27
  62.0151 C5H2+ 1 62.0151 0.46
  63.0229 C5H3+ 1 63.0229 0.21
  65.0022 C4HO+ 1 65.0022 0.14
  65.0386 C5H5+ 1 65.0386 0.21
  66.01 C4H2O+ 1 66.01 0.06
  66.0338 C4H4N+ 1 66.0338 -0.99
  67.0417 C4H5N+ 1 67.0417 0.14
  67.0542 C5H7+ 1 67.0542 -0.99
  68.013 C3H2NO+ 1 68.0131 -0.74
  68.0495 C4H6N+ 1 68.0495 -0.08
  69.0447 C3H5N2+ 1 69.0447 0.08
  70.0651 C4H8N+ 1 70.0651 -0.08
  70.995 C3H3S+ 1 70.995 -0.67
  73.0106 C3H5S+ 1 73.0106 -0.24
  74.015 C6H2+ 1 74.0151 -1.64
  75.0229 C6H3+ 1 75.0229 -0.62
  76.0307 C6H4+ 1 76.0308 -0.68
  77.0385 C6H5+ 1 77.0386 -0.73
  78.0339 C5H4N+ 1 78.0338 0.31
  78.0464 C6H6+ 1 78.0464 -0.41
  79.0291 C4H3N2+ 1 79.0291 0.58
  79.0542 C6H7+ 1 79.0542 0.17
  80.0494 C5H6N+ 1 80.0495 -0.69
  81.0335 C5H5O+ 1 81.0335 0.48
  81.0448 C4H5N2+ 1 81.0447 0.93
  85.0106 C4H5S+ 1 85.0106 -0.32
  87.0263 C4H7S+ 1 87.0263 0.26
  89.0386 C7H5+ 1 89.0386 0.04
  90.0339 C6H4N+ 1 90.0338 0.72
  90.0465 C7H6+ 1 90.0464 0.87
  91.0543 C7H7+ 1 91.0542 0.37
  92.0497 C6H6N+ 1 92.0495 2.22
  93.0447 C5H5N2+ 1 93.0447 0.17
  95.0492 C6H7O+ 1 95.0491 0.2
  100.0215 C4H6NS+ 1 100.0215 -0.97
  102.0463 C8H6+ 1 102.0464 -0.8
  103.0544 C8H7+ 1 103.0542 1.78
  104.0494 C7H6N+ 1 104.0495 -0.34
  105.0448 C6H5N2+ 1 105.0447 0.34
  112.0214 C5H6NS+ 1 112.0215 -1.49
  117.0571 C8H7N+ 2 117.0573 -1.29
  129.0447 C8H5N2+ 1 129.0447 -0.35
  140.0495 C10H6N+ 3 140.0495 0.32
PK$NUM_PEAK: 59
PK$PEAK: m/z int. rel.int.
  50.0151 6336552 427
  51.023 14807101 999
  52.0182 358593.1 24
  52.0308 77487.7 5
  53.0022 326967.1 22
  53.0386 1745010.2 117
  53.9975 28469.2 1
  54.0339 214301.5 14
  55.0178 64659.9 4
  55.0543 24551.5 1
  56.0495 24912.8 1
  57.9872 346166 23
  58.995 2235598 150
  59.9664 294404.2 19
  59.9904 30202.9 2
  62.0059 86338.2 5
  62.0151 102306.8 6
  63.0229 841874.4 56
  65.0022 458785.7 30
  65.0386 546642.1 36
  66.01 76660.8 5
  66.0338 20148.2 1
  67.0417 87114.3 5
  67.0542 27724.2 1
  68.013 75128.5 5
  68.0495 19005 1
  69.0447 39385.7 2
  70.0651 181786.1 12
  70.995 178005.2 12
  73.0106 146049.2 9
  74.015 154549.9 10
  75.0229 202929 13
  76.0307 37807 2
  77.0385 2845757.8 191
  78.0339 27947.9 1
  78.0464 73813.7 4
  79.0291 22775.6 1
  79.0542 18160.4 1
  80.0494 174992.2 11
  81.0335 112384.7 7
  81.0448 70092.2 4
  85.0106 33050.6 2
  87.0263 39734.7 2
  89.0386 748483.4 50
  90.0339 16761.2 1
  90.0465 69229.8 4
  91.0543 102311.5 6
  92.0497 17680.1 1
  93.0447 29631.6 1
  95.0492 3413100.2 230
  100.0215 84470.2 5
  102.0463 40529.8 2
  103.0544 35342.2 2
  104.0494 43041 2
  105.0448 1950669.2 131
  112.0214 25712.2 1
  117.0571 19750.9 1
  129.0447 33624.4 2
  140.0495 21246.7 1
//