ACCESSION: MSBNK-Eawag-EQ320705
RECORD_TITLE: Oxacillin; LC-ESI-QFT; MS2; CE: 75; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 75 (nominal)
AC$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$SPLASH: splash10-03di-3900000000-3ee73f5cb610870dbdb1
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  50.0151 C4H2+ 1 50.0151 -0.83
  51.0229 C4H3+ 1 51.0229 -0.91
  53.0386 C4H5+ 1 53.0386 0.44
  54.0338 C3H4N+ 1 54.0338 -0.29
  55.0178 C3H3O+ 1 55.0178 -0.02
  55.0543 C4H7+ 1 55.0542 0.42
  58.995 C2H3S+ 1 58.995 0.04
  62.0059 CH4NS+ 1 62.0059 -0.11
  68.0131 C3H2NO+ 1 68.0131 -0.15
  68.0495 C4H6N+ 1 68.0495 0.21
  69.0448 C3H5N2+ 1 69.0447 0.8
  70.0651 C4H8N+ 1 70.0651 -0.22
  71.0491 C4H7O+ 1 71.0491 0.12
  72.0808 C4H10N+ 1 72.0808 0.2
  75.0263 C3H7S+ 1 75.0263 0.03
  77.0385 C6H5+ 1 77.0386 -0.99
  78.0464 C6H6+ 1 78.0464 0.11
  79.0542 C6H7+ 1 79.0542 -0.34
  80.0494 C5H6N+ 1 80.0495 -0.57
  81.0335 C5H5O+ 1 81.0335 -0.01
  81.0447 C4H5N2+ 1 81.0447 0.19
  81.0573 C5H7N+ 1 81.0573 -0.13
  82.0651 C5H8N+ 1 82.0651 -0.43
  85.0107 C4H5S+ 1 85.0106 0.38
  87.0263 C4H7S+ 1 87.0263 0.37
  89.0385 C7H5+ 1 89.0386 -0.52
  91.0543 C7H7+ 1 91.0542 0.37
  94.0413 C6H6O+ 1 94.0413 -0.17
  94.0652 C6H8N+ 1 94.0651 0.68
  95.0492 C6H7O+ 1 95.0491 0.2
  98.0601 C5H8NO+ 1 98.06 0.51
  99.0262 C5H7S+ 1 99.0263 -0.78
  99.044 C5H7O2+ 1 99.0441 -0.26
  100.0393 C4H6NO2+ 1 100.0393 -0.35
  103.0542 C8H7+ 1 103.0542 0.13
  104.0494 C7H6N+ 1 104.0495 -0.25
  105.0448 C6H5N2+ 1 105.0447 0.34
  109.0397 C5H5N2O+ 1 109.0396 0.28
  113.0293 C5H7NS+ 1 113.0294 -0.9
  114.0372 C5H8NS+ 1 114.0372 0.38
  115.0543 C9H7+ 1 115.0542 0.46
  116.0495 C8H6N+ 1 116.0495 0.04
  117.0574 C8H7N+ 1 117.0573 0.51
  118.0651 C8H8N+ 1 118.0651 -0.22
  126.0549 C6H8NO2+ 1 126.055 -0.12
  128.0494 C9H6N+ 2 128.0495 -0.28
  129.0573 C9H7N+ 2 129.0573 -0.16
  130.0652 C9H8N+ 1 130.0651 0.49
  131.073 C9H9N+ 1 131.073 0.3
  133.076 C8H9N2+ 1 133.076 -0.34
  140.0496 C10H6N+ 2 140.0495 0.67
  142.0322 C6H8NOS+ 1 142.0321 0.77
  142.0527 C9H6N2+ 2 142.0525 1.27
  142.0652 C10H8N+ 2 142.0651 0.45
  143.0602 C9H7N2+ 1 143.0604 -1.29
  144.0444 C9H6NO+ 3 144.0444 0.35
  145.076 C9H9N2+ 1 145.076 -0.51
  146.06 C9H8NO+ 2 146.06 0.07
  155.0605 C10H7N2+ 2 155.0604 0.74
  156.0682 C10H8N2+ 2 156.0682 0
  157.076 C10H9N2+ 2 157.076 -0.48
  160.0427 C6H10NO2S+ 1 160.0427 0.21
  169.0761 C11H9N2+ 2 169.076 0.5
  170.0601 C11H8NO+ 3 170.06 0.12
  172.0756 C11H10NO+ 3 172.0757 -0.58
  184.0869 C11H10N3+ 2 184.0869 0.03
  188.0707 C11H10NO2+ 3 188.0706 0.45
  196.0866 C12H10N3+ 1 196.0869 -1.65
PK$NUM_PEAK: 68
PK$PEAK: m/z int. rel.int.
  50.0151 169250.9 4
  51.0229 313483.4 8
  53.0386 3883908 106
  54.0338 199653.5 5
  55.0178 103254.8 2
  55.0543 274048.8 7
  58.995 1023082.3 28
  62.0059 121377.4 3
  68.0131 39102.5 1
  68.0495 37019.1 1
  69.0448 267095 7
  70.0651 3680502.2 100
  71.0491 201225.3 5
  72.0808 79040.3 2
  75.0263 99167.4 2
  77.0385 3549333 97
  78.0464 95256.8 2
  79.0542 51072.4 1
  80.0494 40499.5 1
  81.0335 327627.7 8
  81.0447 652709.7 17
  81.0573 123534.5 3
  82.0651 86589.1 2
  85.0107 513903.1 14
  87.0263 13979727 382
  89.0385 569879.2 15
  91.0543 352157.2 9
  94.0413 113264.6 3
  94.0652 42549.9 1
  95.0492 9158302 250
  98.0601 649881.5 17
  99.0262 36744.4 1
  99.044 282688.9 7
  100.0393 36877.3 1
  103.0542 4869069.5 133
  104.0494 522481.1 14
  105.0448 5374034.5 147
  109.0397 92551.9 2
  113.0293 132126.3 3
  114.0372 36474696 999
  115.0543 142423.5 3
  116.0495 5959742.5 163
  117.0574 189034.9 5
  118.0651 1304201.1 35
  126.0549 37644.7 1
  128.0494 3648486.8 99
  129.0573 43708.5 1
  130.0652 7818828.5 214
  131.073 41701.4 1
  133.076 44998.7 1
  140.0496 81879.9 2
  142.0322 750119.9 20
  142.0527 105493 2
  142.0652 1941500.8 53
  143.0602 198594.7 5
  144.0444 16981806 465
  145.076 125528.2 3
  146.06 2468239 67
  155.0605 300246.1 8
  156.0682 210001.9 5
  157.076 240799.3 6
  160.0427 1384066.5 37
  169.0761 45676.4 1
  170.0601 484596.9 13
  172.0756 255562 6
  184.0869 118122 3
  188.0707 406065.7 11
  196.0866 87085.9 2
//