ACCESSION: MSBNK-Eawag-EQ320703
RECORD_TITLE: Oxacillin; LC-ESI-QFT; MS2; CE: 45; 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$MASS_SPECTROMETRY: COLLISION_ENERGY 45 (nominal)
AC$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$SPLASH: splash10-03di-0900000000-92b22bc2f96b5f612718
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  51.0229 C4H3+ 1 51.0229 -1.3
  53.0385 C4H5+ 1 53.0386 -1.07
  56.0494 C3H6N+ 1 56.0495 -0.64
  58.9949 C2H3S+ 1 58.995 -0.97
  69.0447 C3H5N2+ 1 69.0447 -0.65
  70.0651 C4H8N+ 1 70.0651 -0.51
  72.0444 C3H6NO+ 1 72.0444 -0.28
  77.0382 C6H5+ 1 77.0386 -4.89
  81.0447 C4H5N2+ 1 81.0447 0.31
  87.0263 C4H7S+ 1 87.0263 0.14
  95.0493 C6H7O+ 1 95.0491 1.35
  96.0444 C5H6NO+ 1 96.0444 0.41
  98.0601 C5H8NO+ 1 98.06 0.91
  99.0441 C5H7O2+ 1 99.0441 0.24
  100.0215 C4H6NS+ 1 100.0215 -0.87
  100.0393 C4H6NO2+ 1 100.0393 -0.45
  102.0371 C4H8NS+ 1 102.0372 -1.14
  103.0542 C8H7+ 1 103.0542 0.13
  104.0495 C7H6N+ 1 104.0495 0.23
  105.0336 C7H5O+ 1 105.0335 0.85
  105.0447 C6H5N2+ 1 105.0447 -0.71
  109.0397 C5H5N2O+ 1 109.0396 0.56
  114.0372 C5H8NS+ 1 114.0372 0.12
  115.021 C5H7OS+ 1 115.0212 -1.85
  116.0494 C8H6N+ 1 116.0495 -0.31
  118.0651 C8H8N+ 1 118.0651 0.12
  126.0372 C6H8NS+ 1 126.0372 0.26
  126.0548 C6H8NO2+ 1 126.055 -0.91
  128.0494 C9H6N+ 2 128.0495 -0.9
  130.0652 C9H8N+ 1 130.0651 0.34
  142.0322 C6H8NOS+ 1 142.0321 0.41
  142.0651 C10H8N+ 2 142.0651 -0.18
  144.0444 C9H6NO+ 3 144.0444 0.07
  146.0599 C9H8NO+ 2 146.06 -0.62
  154.0653 C11H8N+ 2 154.0651 1.13
  155.0607 C10H7N2+ 2 155.0604 1.84
  156.0683 C10H8N2+ 2 156.0682 0.77
  157.0761 C10H9N2+ 2 157.076 0.54
  160.0427 C6H10NO2S+ 1 160.0427 0.03
  169.0765 C11H9N2+ 2 169.076 2.99
  170.06 C11H8NO+ 3 170.06 -0.12
  171.0919 C11H11N2+ 2 171.0917 1.49
  172.0757 C11H10NO+ 3 172.0757 -0.18
  173.0711 C10H9N2O+ 2 173.0709 0.76
  181.0761 C12H9N2+ 2 181.076 0.31
  184.0871 C11H10N3+ 2 184.0869 0.79
  186.055 C11H8NO2+ 3 186.055 0.24
  187.0861 C11H11N2O+ 1 187.0866 -2.4
  188.0706 C11H10NO2+ 3 188.0706 -0.08
  197.071 C12H9N2O+ 2 197.0709 0.26
  198.0552 C12H8NO2+ 3 198.055 1.44
  199.0866 C12H11N2O+ 2 199.0866 -0.15
  201.0659 C11H9N2O2+ 2 201.0659 0.08
  215.0814 C12H11N2O2+ 2 215.0815 -0.53
  225.0662 C13H9N2O2+ 2 225.0659 1.4
  226.0976 C13H12N3O+ 2 226.0975 0.63
  228.0766 C12H10N3O2+ 2 228.0768 -0.76
  243.0765 C13H11N2O3+ 1 243.0764 0.29
PK$NUM_PEAK: 58
PK$PEAK: m/z int. rel.int.
  51.0229 117072.9 2
  53.0385 259254.8 5
  56.0494 120718.1 2
  58.9949 109568.4 2
  69.0447 267242.5 5
  70.0651 344036.2 7
  72.0444 624090.4 14
  77.0382 756677.7 16
  81.0447 57572.7 1
  87.0263 1925893.1 43
  95.0493 297212.7 6
  96.0444 50381.5 1
  98.0601 276943.9 6
  99.0441 53471.2 1
  100.0215 97746.5 2
  100.0393 1222021.2 27
  102.0371 44784.7 1
  103.0542 482188.7 10
  104.0495 147780.9 3
  105.0336 53112.6 1
  105.0447 276559.2 6
  109.0397 54717.6 1
  114.0372 44502380 999
  115.021 89119 2
  116.0494 571825.1 12
  118.0651 1057317.4 23
  126.0372 117231.1 2
  126.0548 260890.8 5
  128.0494 4869192.5 109
  130.0652 15535369 348
  142.0322 2073025.6 46
  142.0651 688355.5 15
  144.0444 37760836 847
  146.0599 1621505.8 36
  154.0653 52813 1
  155.0607 54214 1
  156.0683 103353.4 2
  157.0761 1368904.4 30
  160.0427 42005972 942
  169.0765 47876.1 1
  170.06 742825.9 16
  171.0919 198795.3 4
  172.0757 18271174 410
  173.0711 128109 2
  181.0761 96502.7 2
  184.0871 275706.2 6
  186.055 1190895.5 26
  187.0861 189626.5 4
  188.0706 7170672.5 160
  197.071 961337.1 21
  198.0552 219240.1 4
  199.0866 1987787.6 44
  201.0659 990587.1 22
  215.0814 44840.2 1
  225.0662 257680.8 5
  226.0976 511045.9 11
  228.0766 100227.8 2
  243.0765 3591772.5 80
//