ACCESSION: MSBNK-Eawag-EQ320704
RECORD_TITLE: Oxacillin; LC-ESI-QFT; MS2; CE: 60; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 60 (nominal)
AC$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$SPLASH: splash10-03di-1900000000-4dceea173f6174da433d
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  50.015 C4H2+ 1 50.0151 -1.43
  51.0229 C4H3+ 1 51.0229 -0.32
  53.0386 C4H5+ 1 53.0386 0.25
  54.0338 C3H4N+ 1 54.0338 0.27
  55.0542 C4H7+ 1 55.0542 0.24
  56.0494 C3H6N+ 1 56.0495 -0.64
  58.995 C2H3S+ 1 58.995 -0.47
  69.0447 C3H5N2+ 1 69.0447 -0.36
  70.0651 C4H8N+ 1 70.0651 -0.22
  71.0491 C4H7O+ 1 71.0491 -0.3
  72.0444 C3H6NO+ 1 72.0444 -0.14
  75.0263 C3H7S+ 1 75.0263 -0.5
  77.0384 C6H5+ 1 77.0386 -2.03
  81.0336 C5H5O+ 1 81.0335 0.85
  81.0448 C4H5N2+ 1 81.0447 0.44
  85.0106 C4H5S+ 1 85.0106 -0.56
  87.0263 C4H7S+ 1 87.0263 0.26
  89.0385 C7H5+ 1 89.0386 -0.97
  91.0542 C7H7+ 1 91.0542 0.15
  95.0492 C6H7O+ 1 95.0491 0.2
  96.0444 C5H6NO+ 1 96.0444 -0.21
  98.0601 C5H8NO+ 1 98.06 0.61
  99.044 C5H7O2+ 1 99.0441 -0.67
  100.0392 C4H6NO2+ 1 100.0393 -0.75
  103.0542 C8H7+ 1 103.0542 0.03
  104.0494 C7H6N+ 1 104.0495 -0.44
  105.0336 C7H5O+ 1 105.0335 0.56
  105.0447 C6H5N2+ 1 105.0447 0.24
  109.0396 C5H5N2O+ 1 109.0396 0.01
  113.0294 C5H7NS+ 1 113.0294 0.43
  114.0372 C5H8NS+ 1 114.0372 0.12
  115.0212 C5H7OS+ 1 115.0212 -0.45
  116.0495 C8H6N+ 1 116.0495 -0.13
  117.0573 C8H7N+ 1 117.0573 0.08
  117.0699 C9H9+ 1 117.0699 -0.23
  118.0651 C8H8N+ 1 118.0651 -0.22
  126.0373 C6H8NS+ 1 126.0372 0.82
  126.0551 C6H8NO2+ 1 126.055 1.47
  128.0494 C9H6N+ 2 128.0495 -0.43
  130.0652 C9H8N+ 1 130.0651 0.34
  142.0322 C6H8NOS+ 1 142.0321 0.62
  142.0652 C10H8N+ 3 142.0651 0.38
  143.0599 C9H7N2+ 1 143.0604 -3.11
  144.0444 C9H6NO+ 3 144.0444 0.14
  145.0762 C9H9N2+ 2 145.076 1
  146.06 C9H8NO+ 2 146.06 -0.21
  155.0606 C10H7N2+ 2 155.0604 1.52
  156.0683 C10H8N2+ 2 156.0682 0.9
  157.0761 C10H9N2+ 2 157.076 0.22
  160.0427 C6H10NO2S+ 1 160.0427 0.21
  170.06 C11H8NO+ 3 170.06 -0.06
  172.0757 C11H10NO+ 3 172.0757 -0.06
  184.087 C11H10N3+ 2 184.0869 0.36
  186.055 C11H8NO2+ 3 186.055 0.08
  188.0706 C11H10NO2+ 3 188.0706 0.03
  197.0709 C12H9N2O+ 2 197.0709 -0.3
  199.0863 C12H11N2O+ 2 199.0866 -1.4
  201.0659 C11H9N2O2+ 2 201.0659 0.13
  243.0765 C13H11N2O3+ 1 243.0764 0.21
PK$NUM_PEAK: 59
PK$PEAK: m/z int. rel.int.
  50.015 119928.2 1
  51.0229 124206.2 2
  53.0386 1591273.5 26
  54.0338 176034.8 2
  55.0542 93112.6 1
  56.0494 121447.8 1
  58.995 477865.4 7
  69.0447 200501.7 3
  70.0651 1829331 30
  71.0491 117524.6 1
  72.0444 258866.9 4
  75.0263 123499.2 2
  77.0384 1970563.6 32
  81.0336 168543.8 2
  81.0448 351808.5 5
  85.0106 250660.2 4
  87.0263 8670960 142
  89.0385 103043.5 1
  91.0542 137064.7 2
  95.0492 3601478.8 59
  96.0444 84564.5 1
  98.0601 694794.9 11
  99.044 270041.4 4
  100.0392 229428.2 3
  103.0542 2961424.8 48
  104.0494 243854.3 4
  105.0336 100770.4 1
  105.0447 1907115.4 31
  109.0396 128793.8 2
  113.0294 112425 1
  114.0372 60728124 999
  115.0212 88373.5 1
  116.0495 3692179.8 60
  117.0573 112811 1
  117.0699 102613.7 1
  118.0651 1829013.6 30
  126.0373 105496.3 1
  126.0551 160471.9 2
  128.0494 6078064 99
  130.0652 18759098 308
  142.0322 2138744 35
  142.0652 2341890.2 38
  143.0599 84680.6 1
  144.0444 34557276 568
  145.0762 153749.1 2
  146.06 3387739.8 55
  155.0606 304376.9 5
  156.0683 156730.8 2
  157.0761 1013263.1 16
  160.0427 10609509 174
  170.06 1368723.8 22
  172.0757 3627421.8 59
  184.087 357036.7 5
  186.055 94704.7 1
  188.0706 2945297.5 48
  197.0709 456435.4 7
  199.0863 464488.5 7
  201.0659 409044.2 6
  243.0765 88120.5 1
//