ACCESSION: MSBNK-Eawag-EQ320609
RECORD_TITLE: Nafcillin; 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 3206

CH$NAME: Nafcillin
CH$NAME: (2S,5R,6R)-6-[(2-ethoxynaphthalene-1-carbonyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
CH$COMPOUND_CLASS: N/A; Environmental Standard
CH$FORMULA: C₂₁H₂₂N₂O₅S
CH$EXACT_MASS: 414.12494
CH$SMILES: CCOC1=C(C(=O)N[C@H]2[C@H]3SC(C)(C)[C@@H](N3C2=O)C(O)=O)C2=CC=CC=C2C=C1
CH$IUPAC: InChI=1S/C21H22N2O5S/c1-4-28-13-10-9-11-7-5-6-8-12(11)14(13)17(24)22-15-18(25)23-16(20(26)27)21(2,3)29-19(15)23/h5-10,15-16,19H,4H2,1-3H3,(H,22,24)(H,26,27)/t15-,16+,19-/m1/s1
CH$LINK: CAS 147-52-4
CH$LINK: CHEBI 7447
CH$LINK: KEGG C07250
CH$LINK: PUBCHEM CID:8982
CH$LINK: INCHIKEY GPXLMGHLHQJAGZ-JTDSTZFVSA-N
CH$LINK: CHEMSPIDER 8634
CH$LINK: COMPTOX DTXSID8023343

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 9.4 min
AC$CHROMATOGRAPHY: SOLVENT A water with 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B methanol with 0.1% formic acid

MS$FOCUSED_ION: BASE_PEAK 415.1318
MS$FOCUSED_ION: PRECURSOR_M/Z 415.1322
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$SPLASH: splash10-02ti-9300000000-847a94b299fb6ea1ddca
PK$ANNOTATION: m/z tentative_formula formula_count mass error(ppm)
  50.0151 C4H2+ 1 50.0151 -0.43
  51.0229 C4H3+ 1 51.0229 -0.52
  53.0022 C3HO+ 1 53.0022 -0.02
  53.0386 C4H5+ 1 53.0386 -0.5
  53.9974 C2NO+ 1 53.9974 0
  57.9872 C2H2S+ 1 57.9872 -0.04
  58.995 C2H3S+ 1 58.995 -0.13
  61.0072 C5H+ 1 61.0073 -0.43
  62.0151 C5H2+ 1 62.0151 -0.35
  63.0229 C5H3+ 1 63.0229 -0.42
  64.0306 C5H4+ 1 64.0308 -1.74
  65.0386 C5H5+ 1 65.0386 -0.41
  66.0464 C5H6+ 1 66.0464 -0.48
  67.9892 C3O2+ 1 67.9893 -1.48
  74.015 C6H2+ 1 74.0151 -0.83
  75.0229 C6H3+ 1 75.0229 -0.89
  76.0307 C6H4+ 1 76.0308 -0.81
  77.0385 C6H5+ 1 77.0386 -1.25
  78.0464 C6H6+ 1 78.0464 -0.41
  80.0494 C5H6N+ 1 80.0495 -0.69
  81.0333 C5H5O+ 1 81.0335 -2.24
  86.0151 C7H2+ 1 86.0151 -0.48
  87.0229 C7H3+ 1 87.0229 -0.19
  88.0307 C7H4+ 1 88.0308 -0.36
  89.0385 C7H5+ 1 89.0386 -0.64
  90.0464 C7H6+ 1 90.0464 -0.24
  91.0542 C7H7+ 1 91.0542 0.26
  92.0256 C6H4O+ 1 92.0257 -0.72
  95.0491 C6H7O+ 1 95.0491 -0.43
  99.0229 C8H3+ 1 99.0229 -0.67
  100.0306 C8H4+ 1 100.0308 -1.12
  101.0386 C8H5+ 1 101.0386 -0.16
  102.0464 C8H6+ 1 102.0464 0.08
  103.0541 C8H7+ 1 103.0542 -1.13
  105.0447 C6H5N2+ 1 105.0447 -0.04
  113.0385 C9H5+ 1 113.0386 -0.5
  114.0464 C9H6+ 1 114.0464 -0.01
  115.0542 C9H7+ 1 115.0542 -0.14
  118.0412 C8H6O+ 2 118.0413 -1.07
  119.0491 C8H7O+ 2 119.0491 -0.51
  120.0206 C7H4O2+ 1 120.0206 -0.17
  125.0386 C10H5+ 1 125.0386 0.11
  126.0464 C2H10N2O2S+ 2 126.0457 5
  127.0542 C10H7+ 2 127.0542 -0.45
  128.062 C10H8+ 2 128.0621 -0.64
  129.0446 C8H5N2+ 1 129.0447 -0.81
  131.0491 C9H7O+ 2 131.0491 -0.01
  132.0569 C9H8O+ 2 132.057 -0.5
  139.0541 C11H7+ 2 139.0542 -0.62
  140.0495 C10H6N+ 1 140.0495 -0.11
  143.049 C10H7O+ 2 143.0491 -1.06
  145.0647 C10H9O+ 2 145.0648 -0.35
  150.0464 C12H6+ 2 150.0464 -0.01
  151.0541 C12H7+ 2 151.0542 -0.97
  152.0495 C11H6N+ 2 152.0495 0.29
  152.062 C12H8+ 2 152.0621 -0.27
  153.0448 C10H5N2+ 2 153.0447 0.82
  153.057 C11H7N+ 1 153.0573 -1.7
  154.0648 C11H8N+ 1 154.0651 -2.44
  155.0603 C10H7N2+ 1 155.0604 -0.55
  163.0541 C13H7+ 2 163.0542 -0.78
  164.0493 C12H6N+ 1 164.0495 -1.38
  166.0652 C12H8N+ 2 166.0651 0.51
  169.0647 C12H9O+ 2 169.0648 -0.36
  170.0599 C11H8NO+ 2 170.06 -0.59
  179.0602 C12H7N2+ 1 179.0604 -1.14
  182.06 C12H8NO+ 2 182.06 -0.39
PK$NUM_PEAK: 67
PK$PEAK: m/z int. rel.int.
  50.0151 976044.2 25
  51.0229 781583.5 20
  53.0022 970761.4 24
  53.0386 689856.8 17
  53.9974 212715.2 5
  57.9872 151160.1 3
  58.995 614290.8 15
  61.0072 1017168.1 26
  62.0151 5252674.5 135
  63.0229 27347842 703
  64.0306 209103.7 5
  65.0386 20271812 521
  66.0464 41899 1
  67.9892 71013.1 1
  74.015 2347946.8 60
  75.0229 4549976.5 117
  76.0307 585619.8 15
  77.0385 1115054.6 28
  78.0464 372207.1 9
  80.0494 209810 5
  81.0333 50999.3 1
  86.0151 1199139.9 30
  87.0229 2594727.5 66
  88.0307 2599359.2 66
  89.0385 38831012 999
  90.0464 704678.5 18
  91.0542 283688.5 7
  92.0256 75443.7 1
  95.0491 2504368 64
  99.0229 568577.5 14
  100.0306 202282.1 5
  101.0386 209660.6 5
  102.0464 749801 19
  103.0541 193952.6 4
  105.0447 1392775.2 35
  113.0385 3335033.5 85
  114.0464 1902817.2 48
  115.0542 23027994 592
  118.0412 332196 8
  119.0491 274894.7 7
  120.0206 303212.4 7
  125.0386 382861.7 9
  126.0464 2655361.5 68
  127.0542 1239685.8 31
  128.062 626028.6 16
  129.0446 617810 15
  131.0491 44237.5 1
  132.0569 1010833.6 26
  139.0541 1067702.5 27
  140.0495 981093.1 25
  143.049 62794.9 1
  145.0647 611432.5 15
  150.0464 449706.1 11
  151.0541 126334.2 3
  152.0495 52639.6 1
  152.062 902491 23
  153.0448 56727.6 1
  153.057 220351.4 5
  154.0648 76044.9 1
  155.0603 1071193.4 27
  163.0541 110123.8 2
  164.0493 195091.8 5
  166.0652 156901.6 4
  169.0647 422163.5 10
  170.0599 259594.3 6
  179.0602 194179.5 4
  182.06 43826.4 1
//