ACCESSION: MSBNK-Eawag-EQ320702
RECORD_TITLE: Oxacillin; LC-ESI-QFT; MS2; CE: 30; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 30 (nominal)
AC$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$SPLASH: splash10-03dl-0920000000-69978fc6eeaa10c71f81
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  56.0494 C3H6N+ 1 56.0495 -0.99
  69.0447 C3H5N2+ 1 69.0447 -0.94
  70.0649 C4H8N+ 1 70.0651 -2.79
  72.0444 C3H6NO+ 1 72.0444 -0.42
  77.0385 C6H5+ 1 77.0386 -1.12
  87.0262 C4H7S+ 1 87.0263 -1.35
  100.0213 C4H6NS+ 1 100.0215 -2.07
  100.0393 C4H6NO2+ 1 100.0393 -0.35
  114.0372 C5H8NS+ 1 114.0372 0.2
  118.0652 C8H8N+ 1 118.0651 0.38
  126.0372 C6H8NS+ 1 126.0372 0.19
  128.0491 C9H6N+ 2 128.0495 -2.54
  130.0652 C9H8N+ 1 130.0651 0.34
  142.0323 C6H8NOS+ 1 142.0321 1.12
  144.0444 C9H6NO+ 3 144.0444 0.14
  146.06 C9H8NO+ 2 146.06 -0.34
  157.0762 C10H9N2+ 2 157.076 0.99
  160.0427 C6H10NO2S+ 1 160.0427 -0.1
  171.0918 C11H11N2+ 2 171.0917 0.97
  172.0757 C11H10NO+ 3 172.0757 -0.18
  174.0584 C7H12NO2S+ 1 174.0583 0.37
  184.0868 C11H10N3+ 2 184.0869 -0.4
  186.055 C11H8NO2+ 3 186.055 0.24
  187.0864 C11H11N2O+ 2 187.0866 -1.01
  188.0706 C11H10NO2+ 3 188.0706 -0.08
  189.069 C7H13N2O2S+ 2 189.0692 -1.45
  197.0711 C12H9N2O+ 2 197.0709 0.97
  198.0549 C12H8NO2+ 3 198.055 -0.02
  199.0866 C12H11N2O+ 2 199.0866 0
  201.0658 C11H9N2O2+ 2 201.0659 -0.17
  215.0816 C12H11N2O2+ 2 215.0815 0.68
  225.066 C13H9N2O2+ 2 225.0659 0.78
  226.0975 C13H12N3O+ 2 226.0975 -0.13
  243.0765 C13H11N2O3+ 1 243.0764 0.21
  374.117 C18H20N3O4S+ 1 374.1169 0.31
PK$NUM_PEAK: 35
PK$PEAK: m/z int. rel.int.
  56.0494 122723.9 1
  69.0447 255013.5 2
  70.0649 182844.5 2
  72.0444 329275.5 3
  77.0385 462798.2 5
  87.0262 251312.9 2
  100.0213 105891.4 1
  100.0393 1888598.8 21
  114.0372 11272699 128
  118.0652 210507.9 2
  126.0372 124870.7 1
  128.0491 1157239.4 13
  130.0652 2040359.8 23
  142.0323 468760.3 5
  144.0444 25247820 287
  146.06 114843.3 1
  157.0762 475353.9 5
  160.0427 87805168 999
  171.0918 211596.2 2
  172.0757 16186285 184
  174.0584 112201.9 1
  184.0868 113813.4 1
  186.055 7300619 83
  187.0864 165654 1
  188.0706 3513023.5 39
  189.069 104875.7 1
  197.0711 388202.3 4
  198.0549 510117.1 5
  199.0866 3466625 39
  201.0658 619218.7 7
  215.0816 676245.4 7
  225.066 403478.2 4
  226.0975 623210.4 7
  243.0765 47478760 540
  374.117 533796.9 6
//